How recently were the Chicago Midway Airport to Puerto Rico flight deals updated?

The Chicago Midway Airport to Puerto Rico flight deals you see on this page were last updated on 5/28.

When is the best time to book a flight from Chicago Midway Airport to Puerto Rico?

Currently, September is the cheapest month in which you can book a flight from Chicago Midway Airport to Puerto Rico (average of $248). Flying from Chicago Midway Airport to Puerto Rico in March is currently the most expensive (average of $338). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What are the cheapest flights from Chicago Midway Airport to Puerto Rico?

Looking for the cheapest flight from Chicago Midway Airport to Puerto Rico? While on average our users pay $162, our data indicates the cheapest price to be $58. The most popular route (Chicago Midway - San Juan Luis Munoz Marin Intl), is priced around $264.

What are the most popular airlines that fly from Chicago Midway Airport to Puerto Rico?

When booking a flight from Chicago Midway Airport to Puerto Rico, you may want to consider flying on Delta, Frontier or Spirit Airlines as they are the most popular for this route.

Can I find flights from Chicago Midway Airport to Puerto Rico for under $300 on Cheapflights?

Yes, there are multiple flights from Chicago Midway Airport to Puerto Rico for under $300. The cheapest flight booked recently is on Frontier for just $270, but on average you can expect to pay $284.

What does MDW to SJU mean?

MDW stands for Chicago Midway Airport, while SJU stands for San Juan Luis Munoz Marin Intl Airport. These codes are often called IATA codes, a set of identifiers established by IATA (International Air Transport Association) that is widely used by airlines and the aviation industry. While you’re still figuring out your travel plans, it’s not a bad idea to learn the names and codes of other airports around these areas: Aguadilla Borinquen Airport (BQN), Ponce Mercedita Airport (PSE), San Juan Isla Grande Airport (SIG), Culebra Airport (CPX), Vieques Airport (VQS).

Can I find deals for flights from Midway to Puerto Rico that include extra baggage allowance?

The amount of baggage you can bring on your Midway to Puerto Rico flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

Can I find deals on flights from Midway to Puerto Rico with specific airlines?

Yes, Cheapflights allows you to browse and filter Midway to Puerto Rico flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

Can I find deals for flights from Midway to Puerto Rico that include hotel bookings?

Yes. In addition to deals on Midway to Puerto Rico flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from Midway to Puerto Rico?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Puerto Rico.

Can I find deals for business class flights from Midway to Puerto Rico?

Yes. Cheapflights offers flight deals from Midway to Puerto Rico by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

Can I find deals for flights from Midway to Puerto Rico that allow pets onboard?

Many airlines flying from Midway to Puerto Rico offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

Can I find deals on last-minute flights from Midway to Puerto Rico?

Yes, you can often find last-minute deals on Midway to Puerto Rico flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

Cheap Flights from Chicago Midway Airport (MDW) to Puerto Rico from $135 - Find Tickets & Airfare Deals at Cheapflights.com

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How far in advance should I book a flight from Chicago Midway Airport to Puerto Rico?

Find a great deal and save up to 25% by booking at least 57 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Chicago Midway Airport to Puerto Rico within the next two weeks, with the cheapest ticket starting at $258.

What is the cheapest month to fly from Chicago Midway Airport to Puerto Rico?

Due to multiple factors, expect to potentially pay more when booking in March. For low rates, October can be a great choice for travel to Puerto Rico. Flights to Puerto Rico from Chicago Midway Airport in October are about $319 on average during October, but can be found for as low as $90.

When is the cheapest time to fly from Chicago Midway Airport to Puerto Rico (MDW - PR)?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago Midway Airport to Puerto Rico as you normally would.

Cheap Frontier flights from Midway to Puerto Rico

Take a look at some of the lowest-priced Frontier flights heading from Chicago to Puerto Rico. Make sure to check back often as deals are often changing.

Thu 6/62:36 pmMDW - SJU

1 stop11h 32mFrontier

Wed 6/126:00 amSJU - MDW

1 stop8h 32mFrontier

Deal found 5/27$270

Wed 6/58:27 amMDW - SJU

1 stop17h 41mFrontier

Thu 6/62:59 amSJU - MDW

1 stop29h 56mFrontier

Deal found 5/27$275

Fri 6/72:32 pmMDW - SJU

1 stop14h 11mFrontier

Fri 6/1410:15 pmSJU - MDW

1 stop10h 40mFrontier

Deal found 5/28$276

Thu 6/62:36 pmMDW - SJU

1 stop11h 32mFrontier

Tue 6/118:41 pmSJU - MDW

1 stop11h 50mFrontier

Deal found 5/28$278

Fri 6/145:12 pmMDW - SJU

1 stop7h 47mFrontier

Sat 6/2210:15 pmSJU - MDW

1 stop12h 16mFrontier

Deal found 5/27$279

Sat 8/31:58 pmMDW - SJU

1 stop10h 02mFrontier

Sat 8/1010:15 pmSJU - MDW

1 stop12h 30mFrontier

Deal found 5/27$280

Mon 6/105:14 pmMDW - SJU

1 stop7h 45mFrontier

Sat 6/1510:15 pmSJU - MDW

1 stop12h 16mFrontier

Deal found 5/28$281

Fri 6/72:32 pmMDW - SJU

1 stop14h 11mFrontier

Mon 6/178:41 pmSJU - MDW

1 stop23h 00mFrontier

Deal found 5/27$282

Thu 6/62:36 pmMDW - SJU

1 stop11h 32mFrontier

Wed 6/128:05 pmSJU - MDW

2 stops24h 51mFrontier

Deal found 5/27$283

Cheap Delta flights from Midway to Puerto Rico

Some of the lowest-priced Delta flights we've found at this time heading from Chicago to Puerto Rico. If these deals don't fit your criteria, make sure to check back soon as new deals are always added.

Tue 6/253:45 pmMDW - SJU

1 stop6h 24mDelta

Thu 6/276:10 amSJU - MDW

1 stop9h 45mDelta

Deal found 5/27$512

Tue 6/46:00 amMDW - SJU

1 stop7h 44mDelta

Thu 6/62:31 pmSJU - MDW

1 stop8h 30mDelta

Deal found 5/28$1,104

Thu 6/66:00 amMDW - SJU

1 stop7h 44mDelta

Sat 6/82:30 pmSJU - MDW

1 stop8h 18mDelta

Deal found 5/28$1,384

Sun 6/26:00 amMDW - SJU

1 stop9h 22mDelta

Tue 6/47:30 amSJU - MDW

1 stop9h 20mDelta

Deal found 5/28$1,489

Cheap Midway to Puerto Rico flights in May & June 2024

Listed are some of the best fares we've found on flights departing from Chicago to Puerto Rico in 2024. If these deals don't appeal to you, be sure to come back soon for more options.

Wed 6/128:27 amMDW - SJU

1 stop17h 41mFrontier

Wed 6/199:36 pmSJU - MDW

1 stop9h 24mFrontier

Deal found 5/28$270

Wed 6/58:27 amMDW - SJU

1 stop17h 41mFrontier

Tue 6/1111:00 amSJU - MDW

2 stops11h 20mFrontier

Deal found 5/28$275

Mon 6/102:35 pmMDW - SJU

1 stop12h 01mFrontier

Wed 6/123:08 amSJU - MDW

1 stop7h 23mFrontier

Deal found 5/28$276

Sat 6/810:26 pmMDW - SJU

2 stops15h 25mFrontier

Sat 6/2210:15 pmSJU - MDW

1 stop12h 16mFrontier

Deal found 5/28$278

Mon 6/105:14 pmMDW - SJU

1 stop7h 45mFrontier

Sat 6/1510:15 pmSJU - MDW

1 stop12h 16mFrontier

Deal found 5/28$281

Sat 6/159:31 amMDW - SJU

1 stop16h 37mFrontier

Mon 6/178:41 pmSJU - MDW

1 stop23h 00mFrontier

Deal found 5/28$282

Tue 6/257:36 pmMDW - SJU

1 stop11h 33mFrontier

Tue 7/98:41 pmSJU - MDW

1 stop12h 55mFrontier

Deal found 5/27$284

Fri 6/72:32 pmMDW - SJU

1 stop14h 11mFrontier

Sat 6/83:08 amSJU - MDW

1 stop7h 23mFrontier

Deal found 5/28$286

Sun 6/98:53 pmMDW - SJU

1 stop28h 10mFrontier

Mon 6/178:41 pmSJU - MDW

1 stop23h 00mFrontier

Deal found 5/28$287

Midway to Puerto Rico 2024 flight deals

Listed are some of the best fares we've found on flights departing from Chicago to Puerto Rico in 2024. If these deals don't appeal to you, be sure to come back soon for more options.

Sat 9/218:13 pmMDW - SJU

1 stop11h 34mFrontier

Thu 9/2610:47 pmSJU - MDW

1 stop13h 08mFrontier

Deal found 5/28$258

Fri 9/2010:00 amMDW - SJU

1 stop10h 47mFrontier

Sat 10/510:18 pmSJU - MDW

1 stop13h 37mFrontier

Deal found 5/27$268

Tue 8/67:37 pmMDW - SJU

1 stop11h 36mFrontier

Tue 8/131:25 amSJU - MDW

1 stop9h 44mFrontier

Deal found 5/28$270

Wed 6/58:27 amMDW - SJU

1 stop17h 41mFrontier

Tue 6/1111:00 amSJU - MDW

2 stops11h 20mFrontier

Deal found 5/28$275

Mon 6/102:35 pmMDW - SJU

1 stop12h 01mFrontier

Wed 6/123:08 amSJU - MDW

1 stop7h 23mFrontier

Deal found 5/28$276

Sat 6/810:26 pmMDW - SJU

2 stops15h 25mFrontier

Sat 6/2210:15 pmSJU - MDW

1 stop12h 16mFrontier

Deal found 5/28$278

Thu 8/12:36 pmMDW - SJU

1 stop11h 36mFrontier

Thu 8/84:11 pmSJU - MDW

2 stops17h 42mFrontier

Deal found 5/27$280

Mon 6/105:14 pmMDW - SJU

1 stop7h 45mFrontier

Sat 6/1510:15 pmSJU - MDW

1 stop12h 16mFrontier

Deal found 5/28$281

Thu 8/89:04 pmMDW - SJU

1 stop10h 22mFrontier

Thu 8/151:25 amSJU - MDW

1 stop9h 44mFrontier

Deal found 5/28$282

Midway to Puerto Rico flights leaving soon

Book one of these great deals on flights from Chicago to Puerto Rico. To prevent any unwanted surprises, users should verify their flight info before booking.

Wed 6/58:27 amMDW - SJU

1 stop17h 41mFrontier

Tue 6/1111:00 amSJU - MDW

2 stops11h 20mFrontier

Deal found 5/28$275

Fri 6/72:32 pmMDW - SJU

1 stop14h 11mFrontier

Fri 6/1410:15 pmSJU - MDW

1 stop10h 40mFrontier

Deal found 5/28$276

Thu 6/62:36 pmMDW - SJU

1 stop11h 32mFrontier

Tue 6/118:41 pmSJU - MDW

1 stop11h 50mFrontier

Deal found 5/28$278

Wed 6/58:27 amMDW - SJU

1 stop17h 41mFrontier

Thu 6/62:59 amSJU - MDW

1 stop29h 56mFrontier

Deal found 5/28$281

Fri 6/72:32 pmMDW - SJU

1 stop14h 11mFrontier

Sat 6/83:08 amSJU - MDW

1 stop7h 23mFrontier

Deal found 5/28$286

Thu 6/62:36 pmMDW - SJU

1 stop11h 32mFrontier

Mon 6/1710:35 amSJU - MDW

1 stop14h 04mFrontier

Deal found 5/28$288

Wed 6/58:27 amMDW - SJU

1 stop17h 41mFrontier

Wed 6/1210:15 pmSJU - MDW

2 stops22h 41mFrontier

Deal found 5/28$289

Mon 6/37:23 pmMDW - SJU

1 stop12h 21mFrontier

Mon 6/106:00 amSJU - MDW

1 stop8h 38mFrontier

Deal found 5/27$290

Mon 6/37:23 pmMDW - SJU

1 stop12h 21mFrontier

Wed 6/56:00 amSJU - MDW

1 stop8h 32mFrontier

Deal found 5/28$295

One-way flights to Puerto Rico from Midway

Some of the best available deals we've found on one-way flights from Chicago to Puerto Rico. Users in need of a round-trip flight from Chicago to Puerto Rico instead should update the search form at the top of page.

Tue 6/410:16 amMDW - SJU

1 stop12h 38mFrontier

Deal found 5/27$135

Fri 6/72:32 pmMDW - SJU

1 stop14h 11mFrontier

Deal found 5/28$138

Fri 8/233:28 pmMDW - SJU

1 stop8h 57mFrontier

Deal found 5/27$139

Wed 8/79:31 amMDW - SJU

1 stop16h 41mFrontier

Deal found 5/27$140

Sun 6/162:26 pmMDW - SJU

1 stop16h 43mFrontier

Deal found 5/27$143

Sat 6/810:26 pmMDW - SJU

2 stops15h 25mFrontier

Deal found 5/27$144

Sat 7/2710:55 pmMDW - SJU

2 stops14h 58mFrontier

Deal found 5/27$145

Sun 6/162:26 pmMDW - SJU

1 stop11h 42mFrontier

Deal found 5/28$146

Sat 6/299:31 amMDW - SJU

1 stop16h 37mFrontier

Deal found 5/27$150

Find flights from Midway to Puerto Rico within your budget

Fly from

Fly to

Budget

$270 - $512

Route

Depart

Return

Price

Chicago MidwaySan Juan Luis Munoz Marin Intl

MDW - SJU

MDWSJU

Chicago Midway

Thu 6/6

1 stop11h 32m

San Juan Luis Munoz Marin Intl

Wed 6/12

1 stop8h 32m

$270

Chicago MidwaySan Juan Luis Munoz Marin Intl

MDW - SJU

MDWSJU

Chicago Midway

Wed 6/5

1 stop17h 41m

San Juan Luis Munoz Marin Intl

Thu 6/6

1 stop29h 56m

$275

Chicago MidwaySan Juan Luis Munoz Marin Intl

MDW - SJU

MDWSJU

Chicago Midway

Wed 6/5

1 stop17h 41m

San Juan Luis Munoz Marin Intl

Fri 6/14

1 stop12h 53m

$276

Chicago MidwaySan Juan Luis Munoz Marin Intl

MDW - SJU

MDWSJU

Chicago Midway

Sat 6/8

2 stops15h 25m

San Juan Luis Munoz Marin Intl

Sat 6/22

1 stop12h 16m

$278

Chicago MidwaySan Juan Luis Munoz Marin Intl

MDW - SJU

MDWSJU

Chicago Midway

Fri 6/14

1 stop7h 47m

San Juan Luis Munoz Marin Intl

Sat 6/22

1 stop12h 16m

$279

Chicago MidwaySan Juan Luis Munoz Marin Intl

MDW - SJU

MDWSJU

Chicago Midway

Sat 8/3

1 stop10h 02m

San Juan Luis Munoz Marin Intl

Sat 8/10

1 stop12h 30m

$280

Chicago MidwaySan Juan Luis Munoz Marin Intl

MDW - SJU

MDWSJU

Chicago Midway

Mon 6/10

1 stop7h 45m

San Juan Luis Munoz Marin Intl

Sat 6/15

1 stop12h 16m

$281

Chicago MidwaySan Juan Luis Munoz Marin Intl

MDW - SJU

MDWSJU

Chicago Midway

Fri 6/7

2 stops10h 07m

San Juan Luis Munoz Marin Intl

Sun 6/9

3 stops21h 36m

$476

Chicago MidwaySan Juan Luis Munoz Marin Intl

MDW - SJU

MDWSJU

Chicago Midway

Tue 6/25

1 stop6h 24m

San Juan Luis Munoz Marin Intl

Thu 6/27

1 stop9h 45m

$512

Flights are sorted by cheapest first

Deals found on 5/27

No data available for this route at this time. Please check back soon.

Best time to book a flight from Midway to Puerto Rico

Have a flexible travel schedule? Discover the best time to fly to Puerto Rico from Midway with our price prediction graph.

Estimated round-trip price

Reviews of airlines servicing Puerto Rico

Read through reviews of airlines operating flights from Chicago to Puerto Rico, such as Frontier and Delta. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Delta

8.0

Very good

10,476 reviews

Check prices

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

Delta

8.0

Very good

10,476 reviews

Delta

8.0

Very good

10,476 reviews

Check prices

Reviews

1 / 10

Avelo Airlines

7.5

Good

69 reviews

Delta

8.0

Very good

10,476 reviews

Check prices

Reviews

1 / 10

Frontier

6.3

Okay

4,016 reviews

Delta

8.0

Very good

10,476 reviews

Check prices

Reviews

1 / 10

Related info for your journey

Can I find flights from Chicago Midway Airport to Puerto Rico for under $300 on Cheapflights?
Yes, there are multiple flights from Chicago Midway Airport to Puerto Rico for under $300. The cheapest flight booked recently is on Frontier for just $270, but on average you can expect to pay $284.
Are there last-minute flights available from Chicago Midway Airport to Puerto Rico for under $300?
There are currently 20+ open flights from Chicago Midway Airport to Puerto Rico within the next 7 days for less than $300.
What are the cheapest flights from Chicago Midway Airport to Puerto Rico?
Looking for the cheapest flight from Chicago Midway Airport to Puerto Rico? While on average our users pay $162, our data indicates the cheapest price to be $58. The most popular route (Chicago Midway - San Juan Luis Munoz Marin Intl), is priced around $264.
What does MDW to SJU mean?
MDW stands for Chicago Midway Airport, while SJU stands for San Juan Luis Munoz Marin Intl Airport. These codes are often called IATA codes, a set of identifiers established by IATA (International Air Transport Association) that is widely used by airlines and the aviation industry. While you’re still figuring out your travel plans, it’s not a bad idea to learn the names and codes of other airports around these areas: Aguadilla Borinquen Airport (BQN), Ponce Mercedita Airport (PSE), San Juan Isla Grande Airport (SIG), Culebra Airport (CPX), Vieques Airport (VQS).
Can I find deals for flights from Midway to Puerto Rico that include extra baggage allowance?
The amount of baggage you can bring on your Midway to Puerto Rico flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.
Can I find deals on flights from Midway to Puerto Rico with specific airlines?
Yes, Cheapflights allows you to browse and filter Midway to Puerto Rico flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.
Can I find deals for flights from Midway to Puerto Rico that include hotel bookings?
Yes. In addition to deals on Midway to Puerto Rico flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Midway to Puerto Rico?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Puerto Rico.
Can I find deals for business class flights from Midway to Puerto Rico?
Yes. Cheapflights offers flight deals from Midway to Puerto Rico by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.
Can I find deals for flights from Midway to Puerto Rico that allow pets onboard?
Many airlines flying from Midway to Puerto Rico offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.
Can I find deals on last-minute flights from Midway to Puerto Rico?
Yes, you can often find last-minute deals on Midway to Puerto Rico flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.
How recently were the Chicago Midway Airport to Puerto Rico flight deals updated?
The Chicago Midway Airport to Puerto Rico flight deals you see on this page were last updated on 5/28.
What are the most popular airlines that fly from Chicago Midway Airport to Puerto Rico?
When booking a flight from Chicago Midway Airport to Puerto Rico, you may want to consider flying on Delta, Frontier or Spirit Airlines as they are the most popular for this route.
When is the best time to book a flight from Chicago Midway Airport to Puerto Rico?
Currently, September is the cheapest month in which you can book a flight from Chicago Midway Airport to Puerto Rico (average of $248). Flying from Chicago Midway Airport to Puerto Rico in March is currently the most expensive (average of $338). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Midway to Puerto Rico
See prices for flight routes from nearby airports that may be better suited for you.

O'Hare Intl to Luis Munoz Marin Intl flights

O'Hare Intl to Punta Cana flights

Midway to Luis Munoz Marin Intl flights

O'Hare Intl to Montego Bay flights

Midway to Punta Cana flights

O'Hare Intl to Saint Thomas Island flights

O'Hare Intl to Oranjestad flights

Midway to Montego Bay flights

O'Hare Intl to Nassau flights

O'Hare Intl to Providenciales flights

O'Hare Intl to Simpson Bay flights

O'Hare Intl to Bridgetown flights

Midway to Saint Thomas Island flights

Midway to Oranjestad flights

O'Hare Intl to Santo Domingo flights

O'Hare Intl to Castries flights

Midway to Nassau flights

O'Hare Intl to Christiansted flights

Midway to Santo Domingo flights

O'Hare Intl to George Town flights

Midway to Simpson Bay flights

O'Hare Intl to Willemstad flights

Midway to Providenciales flights

O'Hare Intl to Kingston flights

O'Hare Intl to Port of Spain flights

O'Hare Intl to Puerto Plata flights

O'Hare Intl to Santiago de los Caballeros flights

O'Hare Intl to St. John's flights

Midway to George Town flights

O'Hare Intl to Basseterre flights

Midway to Castries flights

O'Hare Intl to Freeport flights

O'Hare Intl to Havana flights

Midway to Kingston flights

O'Hare Intl to St. George's flights

O'Hare Intl to Kingstown flights

O'Hare Intl to Castries flights

O'Hare Intl to Georgetown flights

O'Hare Intl to Kralendijk flights

O'Hare Intl to Road Town flights

O'Hare Intl to Aguadilla flights

O'Hare Intl to The Valley flights

Midway to Georgetown flights

O'Hare Intl to Port Au Prince flights

O'Hare Intl to Gustavia flights

Midway to Santiago de los Caballeros flights

O'Hare Intl to Gregory Town flights

O'Hare Intl to Holguín flights

O'Hare Intl to Ponce flights

Complete your trip
Complete your trip to Puerto Rico by adding a car rental and/or hotel reservation to your travel itinerary.

Puerto Rico car rentals

San Juan Luis Munoz Marin Intl Airport car rentals

Aguadilla Borinquen Airport car rentals

Ponce Mercedita Airport car rentals

San Juan Isla Grande Airport car rentals

Vieques Airport car rentals

Mayagüez Eugenio M De Hostos Airport car rentals

San Juan car rentals

Aguadilla car rentals

Ponce car rentals

Top 3 airlines flying from Midway to Puerto Rico

Airline	Cheapest	Average	Flexibility	On-time
Frontier	Cheapest$121	Average$266	FlexibilityNo cancel fee	On-time62%	Search Frontier flights
Spirit Airlines	Cheapest$168	Average$268	FlexibilityNo cancel fee	On-time65%	Search Spirit Airlines flights
Delta	Cheapest$361	Average$754	FlexibilityNo cancel fee	On-timeN/A	Search Delta flights

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Search flights from Midway to Puerto Rico by cabin class

Hourly flight availability from Midway to Puerto Rico

0%of flight departures	Early morningMidnight to 6 am
100%of flight departures	Morning6 am to noon
0%of flight departures	AfternoonNoon to 6 pm
0%of flight departures	Evening6 pm to midnight

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How does Cheapflights help users find flights from Midway to Puerto Rico?

Cheapflights helps you search for flights from Midway to Puerto Rico via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

Why should you use Cheapflights to find cheap flight tickets from Midway to Puerto Rico?

Millions of users choose and trust Cheapflights to book the best flight deals from Midway to Puerto Rico for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

Can Cheapflights find flights from Midway to Puerto Rico with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights from Midway to Puerto Rico, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights from Midway to Puerto Rico become cheaper?

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

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Cheap flights from Midway (MDW) to Puerto Rico from $135

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/4. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.

How far in advance should I book a flight from Chicago Midway Airport to Puerto Rico?

What is the cheapest month to fly from Chicago Midway Airport to Puerto Rico?

When is the cheapest time to fly from Chicago Midway Airport to Puerto Rico (MDW - PR)?

Cheap Frontier flights from Midway to Puerto Rico

Take a look at some of the lowest-priced Frontier flights heading from Chicago to Puerto Rico. Make sure to check back often as deals are often changing.

Cheap Delta flights from Midway to Puerto Rico

Some of the lowest-priced Delta flights we've found at this time heading from Chicago to Puerto Rico. If these deals don't fit your criteria, make sure to check back soon as new deals are always added.

Cheap Midway to Puerto Rico flights in May & June 2024

Find cheap flight options from Midway to Puerto Rico specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,696,634 searches. Prices were last updated on May 29, 2024.

Listed are some of the best fares we've found on flights departing from Chicago to Puerto Rico in 2024. If these deals don't appeal to you, be sure to come back soon for more options.

Midway to Puerto Rico 2024 flight deals

Discover exclusive flight deals for travel between Midway and Puerto Rico in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,696,634 searches. Data last updated May 29, 2024.

Listed are some of the best fares we've found on flights departing from Chicago to Puerto Rico in 2024. If these deals don't appeal to you, be sure to come back soon for more options.

Midway to Puerto Rico flights leaving soon

Book one of these great deals on flights from Chicago to Puerto Rico. To prevent any unwanted surprises, users should verify their flight info before booking.

One-way flights to Puerto Rico from Midway

Some of the best available deals we've found on one-way flights from Chicago to Puerto Rico. Users in need of a round-trip flight from Chicago to Puerto Rico instead should update the search form at the top of page.

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Best time to book a flight from Midway to Puerto Rico

Have a flexible travel schedule? Discover the best time to fly to Puerto Rico from Midway with our price prediction graph.

Reviews of airlines servicing Puerto Rico

Read through reviews of airlines operating flights from Chicago to Puerto Rico, such as Frontier and Delta. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from Midway to Puerto Rico. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

Can I find flights from Chicago Midway Airport to Puerto Rico for under $300 on Cheapflights?

Are there last-minute flights available from Chicago Midway Airport to Puerto Rico for under $300?

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Alternative routes for Midway to Puerto RicoSee prices for flight routes from nearby airports that may be better suited for you.

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Top 3 airlines flying from Midway to Puerto Rico

Popular flight searches

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Hourly flight availability from Midway to Puerto Rico

Find hourly flight availability from Midway to Puerto Rico. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 29, 2024.

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Alternative routes for Midway to Puerto Rico
See prices for flight routes from nearby airports that may be better suited for you.