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Cheap flights from New York (NYC) to Midway (MDW) from $54

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 8/21. 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.
NYC — MDW
Jun 15 — Jun 221
From?
To?
Sat 6/15
Sat 6/22
1 adult, Economy
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Cheap flight deals from New York to Midway

Discover tips and strategies to find the most affordable flight options for your journey from New York (NYC) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated June 10, 2024.

Popular in

June

Cheapest in

January

Round-trip from

$222

One-way from

$54
High demand for flights, 29% potential price rise
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Best time to find cheap flights, 34% potential price drop
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From New York (NYC) to Chicago Midway
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One-way flight from New York (NYC) to Chicago Midway
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What is the cheapest day to fly round-trip from New York to Chicago Midway Airport?

Users have found that leaving on a Monday can be a cost-effective option. It’s possible to save up to 130% on your flight compared to booking on days when demand is much higher.

How far in advance should I book a flight from New York to Chicago Midway Airport?

Travelers have found it’s best to book a flight 56 days in advance to save up to 96% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 56 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from New York to Chicago Midway Airport 1-2 weeks in advance for as low as $281, or $423 for flights within the next 24 hours.

What is the cheapest month to fly from New York to Chicago Midway Airport?

Our data shows that January tends to be the cheapest month to fly to Chicago Midway Airport from New York. Users have commonly found prices around $258 for the month, but tickets can be as low as $86. Due to multiple factors, prepare for potentially higher prices in June.

What is the cheapest time of day to fly from NYC to MDW?

It’s optimal to fly from New York to Chicago Midway Airport in the evening. By choosing this option you can save up to 54% on the cost of your flight, compared to a flight at noon.

Cheap New York to Midway flights in June & July 2024

Find cheap flight options from New York to Midway specifically for the months of June and July 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,020,828 searches. Prices were last updated on June 10, 2024.
These are some of the best deals we've found on flights to Chicago in 2024 at this time. Check back soon for alternative fares.
Wed 6/196:00 amLGA - MDW
1 stop17h 58mFrontier
Wed 6/2612:57 pmMDW - LGA
1 stop9h 46mFrontier
Deal found 6/9$116
Tue 6/185:59 pmLGA - MDW
1 stop6h 07mFrontier
Wed 6/1912:57 pmMDW - LGA
1 stop9h 46mFrontier
Deal found 6/10$123
Tue 6/185:59 pmLGA - MDW
1 stop6h 07mFrontier
Wed 6/2612:57 pmMDW - LGA
1 stop9h 46mFrontier
Deal found 6/10$126
Tue 6/186:00 amLGA - MDW
2 stops16h 20mFrontier
Wed 6/1912:57 pmMDW - LGA
1 stop9h 46mFrontier
Deal found 6/10$128
Tue 6/186:00 amLGA - MDW
2 stops16h 20mFrontier
Wed 6/2612:57 pmMDW - LGA
1 stop9h 46mFrontier
Deal found 6/10$137
Mon 7/159:50 pmLGA - MDW
Nonstop2h 25mSouthwest
Wed 7/175:50 pmMDW - LGA
Nonstop2h 10mSouthwest
Deal found 6/9$149
Wed 7/106:00 amLGA - MDW
1 stop17h 59mFrontier
Wed 7/176:15 amMDW - LGA
1 stop14h 45mFrontier
Deal found 6/9$152
Tue 6/185:59 pmLGA - MDW
1 stop6h 07mFrontier
Wed 6/1912:57 pmMDW - LGA
1 stop9h 46mFrontier
Deal found 6/9$153
Wed 7/106:00 amLGA - MDW
1 stop17h 59mFrontier
Wed 7/176:15 amMDW - LGA
1 stop14h 45mFrontier
Deal found 6/9$156

New York to Midway 2024 flight deals

Discover exclusive flight deals for travel between New York and Midway in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 3,020,828 searches. Data last updated June 10, 2024.
These are some of the best deals we've found on flights to Chicago in 2024 at this time. Check back soon for alternative fares.
Tue 9/2410:56 amLGA - MDW
1 stop10h 53mFrontier
Sun 9/299:44 pmMDW - LGA
1 stop11h 22mFrontier
Deal found 6/9$113
Wed 6/196:00 amLGA - MDW
1 stop17h 58mFrontier
Wed 6/2612:57 pmMDW - LGA
1 stop9h 46mFrontier
Deal found 6/9$116
Wed 10/26:00 amLGA - MDW
1 stop16h 55mFrontier
Sat 10/59:44 pmMDW - LGA
1 stop11h 22mFrontier
Deal found 6/10$119
Tue 6/185:59 pmLGA - MDW
1 stop6h 07mFrontier
Wed 6/1912:57 pmMDW - LGA
1 stop9h 46mFrontier
Deal found 6/10$123
Thu 10/310:56 amLGA - MDW
1 stop10h 53mFrontier
Sat 10/59:44 pmMDW - LGA
1 stop11h 22mFrontier
Deal found 6/10$126
Tue 6/186:00 amLGA - MDW
2 stops16h 20mFrontier
Wed 6/1912:57 pmMDW - LGA
1 stop9h 46mFrontier
Deal found 6/10$128
Tue 10/14:20 pmLGA - MDW
1 stop5h 29mFrontier
Fri 10/49:44 pmMDW - LGA
1 stop11h 22mFrontier
Deal found 6/9$129
Tue 10/14:20 pmLGA - MDW
1 stop5h 29mFrontier
Fri 10/49:44 pmMDW - LGA
1 stop11h 22mFrontier
Deal found 6/10$131
Wed 8/76:00 amLGA - MDW
1 stop17h 59mFrontier
Mon 8/121:05 pmMDW - LGA
1 stop8h 55mFrontier
Deal found 6/10$133

New York to Midway flights leaving soon

Find last-minute flight options from New York to Midway for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 3,020,828 searches. Data last updated June 10, 2024.
Users seeking a last-minute flight from New York to Chicago should consider booking one of these fares. Users should be sure to double check the price, date, and time of their last-minute flight.
Wed 6/196:00 amLGA - MDW
1 stop17h 58mFrontier
Wed 6/2612:57 pmMDW - LGA
1 stop9h 46mFrontier
Deal found 6/9$116
Tue 6/185:59 pmLGA - MDW
1 stop6h 07mFrontier
Wed 6/1912:57 pmMDW - LGA
1 stop9h 46mFrontier
Deal found 6/10$123
Tue 6/185:59 pmLGA - MDW
1 stop6h 07mFrontier
Wed 6/2612:57 pmMDW - LGA
1 stop9h 46mFrontier
Deal found 6/10$126
Tue 6/186:00 amLGA - MDW
2 stops16h 20mFrontier
Wed 6/1912:57 pmMDW - LGA
1 stop9h 46mFrontier
Deal found 6/10$128
Tue 6/186:00 amLGA - MDW
2 stops16h 20mFrontier
Wed 6/2612:57 pmMDW - LGA
1 stop9h 46mFrontier
Deal found 6/10$137
Tue 6/185:59 pmLGA - MDW
1 stop6h 07mFrontier
Wed 6/1912:57 pmMDW - LGA
1 stop9h 46mFrontier
Deal found 6/9$153
Tue 6/185:59 pmLGA - MDW
1 stop6h 07mFrontier
Fri 7/261:04 pmMDW - LGA
1 stop9h 12mFrontier
Deal found 6/10$179
Wed 6/196:00 amLGA - MDW
1 stop17h 58mFrontier
Mon 6/2412:57 pmMDW - LGA
1 stop9h 18mFrontier
Deal found 6/9$180
Mon 6/176:00 amLGA - MDW
1 stop17h 58mFrontier
Wed 6/1912:57 pmMDW - LGA
1 stop9h 46mFrontier
Deal found 6/9$182

One-way flights to Midway from New York

Search for one-way flight options from New York to Midway. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 3,020,828 searches. Data last updated June 10, 2024.
Take a look at some of the best available options we've come across on one-way flights from New York to Chicago. Users needing a return flight from New York to Chicago should utilize the search form above.
Wed 8/216:00 amLGA - MDW
1 stop16h 55mFrontier
Deal found 6/9$54
Tue 8/2010:56 amLGA - MDW
1 stop11h 14mFrontier
Deal found 6/9$56
Wed 8/146:00 amLGA - MDW
1 stop16h 55mFrontier
Deal found 6/9$58
Tue 6/185:59 pmLGA - MDW
1 stop6h 07mFrontier
Deal found 6/9$59
Tue 6/185:59 pmLGA - MDW
1 stop6h 07mFrontier
Deal found 6/10$60
Fri 9/64:20 pmLGA - MDW
1 stop5h 29mFrontier
Deal found 6/8$61
Wed 6/196:00 amLGA - MDW
1 stop17h 58mFrontier
Deal found 6/10$63
Sat 9/710:56 amLGA - MDW
1 stop10h 53mFrontier
Deal found 6/9$64
Wed 6/196:00 amLGA - MDW
1 stop17h 58mFrontier
Deal found 6/9$65

Find flights from New York to Midway within your budget

Customize your flight search to find flights from New York to Midway that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 3,020,828 searches. Data last updated June 10, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$96 - $260

Route

Depart

Return

Price

New York LaGuardiaChicago Midway

LGA - MDW

LGAMDW

New York LaGuardia

Wed 9/11

1 stop16h 55m

Chicago Midway

Wed 9/18

1 stop10h 03m

$96

New York LaGuardiaChicago Midway

LGA - MDW

LGAMDW

New York LaGuardia

Tue 9/10

1 stop5h 29m

Chicago Midway

Wed 9/11

1 stop10h 03m

$100

New York LaGuardiaChicago Midway

LGA - MDW

LGAMDW

New York LaGuardia

Wed 9/25

1 stop5h 29m

Chicago Midway

Sun 9/29

1 stop11h 22m

$101

New York LaGuardiaChicago Midway

LGA - MDW

LGAMDW

New York LaGuardia

Fri 9/6

1 stop10h 53m

Chicago Midway

Sat 9/14

1 stop11h 22m

$102

New York LaGuardiaChicago Midway

LGA - MDW

LGAMDW

New York LaGuardia

Tue 9/10

1 stop5h 29m

Chicago Midway

Tue 9/17

1 stop11h 22m

$103

New York LaGuardiaChicago Midway

LGA - MDW

LGAMDW

New York LaGuardia

Mon 9/9

1 stop5h 29m

Chicago Midway

Tue 9/17

1 stop11h 22m

$105

New York LaGuardiaChicago Midway

LGA - MDW

LGAMDW

New York LaGuardia

Mon 7/15

Nonstop2h 25m

Chicago Midway

Wed 7/17

Nonstop2h 10m

$149

NewarkChicago Midway

EWR - MDW

EWRMDW

Newark

Sat 9/28

1 stop8h 11m

Chicago Midway

Tue 10/8

1 stop5h 17m

$156

NewarkChicago Midway

EWR - MDW

EWRMDW

Newark

Fri 6/21

1 stop10h 23m

Chicago Midway

Mon 6/24

1 stop11h 57m

$260

Flights are sorted by cheapest first

Deals found on 6/9

What is the cheapest day to fly from New York to Chicago Midway Airport?

Use this chart to determine the cheapest time to fly round-trip from New York to Midway. Price data was last updated on June 2, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their New York to Chicago Midway Airport flight should consider departing on Saturday mornings when fares are most often at their lowest. Sunday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Best time to book a flight from New York to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from New York with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Temperature and rainfall in Midway by month

Plan your trip to Midway by taking into account the average temperature and rainfall totals by month.

CHI

Temperature

23 - 73.4 °F

If weather is an important factor for your trip to Chicago Midway Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated June 10, 2024.
Get a feel of what it's like to fly with Delta, Frontier and Porter Airlines from New York to Chicago by reading reviews from past customers. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.2
Very good
5,897 reviews

Comfort

8.1

Entertainment

7.8

Crew

8.7

Overall

8.2

Boarding

8.3

Food

7.3

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Southwest
8.2
Very good
5,897 reviews
Southwest
8.2
Very good
5,897 reviews

Comfort

8.1

Entertainment

7.8

Crew

8.7

Overall

8.2

Boarding

8.3

Food

7.3

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Delta
8.0
Very good
10,295 reviews
Southwest
8.2
Very good
5,897 reviews

Comfort

8.1

Entertainment

7.8

Crew

8.7

Overall

8.2

Boarding

8.3

Food

7.3

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

WestJet
7.5
Good
2,847 reviews
Southwest
8.2
Very good
5,897 reviews

Comfort

8.1

Entertainment

7.8

Crew

8.7

Overall

8.2

Boarding

8.3

Food

7.3

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Allegiant Air
7.5
Good
991 reviews
Southwest
8.2
Very good
5,897 reviews

Comfort

8.1

Entertainment

7.8

Crew

8.7

Overall

8.2

Boarding

8.3

Food

7.3

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Porter Airlines
7.4
Good
382 reviews
Southwest
8.2
Very good
5,897 reviews

Comfort

8.1

Entertainment

7.8

Crew

8.7

Overall

8.2

Boarding

8.3

Food

7.3

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Related info for your journey

Find useful and relevant information for your journey from New York to Midway. 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 New York to Chicago Midway Airport for under $100 on Cheapflights?

    Yes, there are multiple flights from New York to Chicago Midway Airport for under $100. The cheapest flight booked recently is on Frontier for just $96, but on average you can expect to pay $115.

  • Are there nonstop flights from New York to Chicago Midway Airport for under $200 on Cheapflights?

    Cheapflights has at least 7 direct flights from New York to Chicago Midway Airport under $200. A good price for a nonstop flight from New York to Chicago Midway Airport is less than $227.

  • Are there last-minute flights available from New York to Chicago Midway Airport for under $200?

    There are currently 20+ open flights from New York to Chicago Midway Airport within the next 7 days for less than $200.

  • What are the cheapest airlines flying from New York to Chicago Midway Airport round-trip?

    Cheapflights users have booked flights from New York to Chicago Midway Airport round-trip from $96. Other airlines that can offer you cheap pricing are Southwest, from $149, and Delta, from $156. Frontier is priced at 73% lower than the current average price of a flight leaving 3 months from now.

  • What are the most popular routes from New York to Chicago Midway Airport?

    While some choose either New York LaGuardia - Chicago Midway or New York John F Kennedy Intl - Chicago Midway, Newark - Chicago Midway is the most popular route from New York to Chicago Midway Airport.

  • What does JFK to MDW mean?

    This is defined as New York John F Kennedy Intl Airport (JFK) and Chicago Midway Airport (MDW). Codes like Chicago Midway Airport are often used to just call airports uniquely. This flight route has multiple associated airports, so we think it might be helpful to learn the name and codes of them as well. They are Newark Airport (EWR), New York LaGuardia Airport (LGA), New Windsor Stewart Airport (SWF), New York Skyports SPB Airport (NYS).

  • Can I find deals for flights from New York to Midway that include extra baggage allowance?

    The amount of baggage you can bring on your New York to Midway 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 New York to Midway with specific airlines?

    Yes, Cheapflights allows you to browse and filter New York to Midway 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 New York to Midway that include hotel bookings?

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

  • How can I find direct flights from New York to Midway?

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

  • Can I find deals for business class flights from New York to Midway?

    Yes. Cheapflights offers flight deals from New York to Midway 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 New York to Midway that allow pets onboard?

    Many airlines flying from New York to Midway 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 New York to Midway?

    Yes, you can often find last-minute deals on New York to Midway 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 New York to Chicago Midway Airport flight deals updated?

    The New York to Chicago Midway Airport flight deals you see on this page were last updated on 6/10.

  • What is the cheapest month to book a flight from New York to Chicago Midway Airport?

    Currently, December is the cheapest month in which you can book a flight from New York to Chicago Midway Airport (average of $141). Flying from New York to Chicago Midway Airport in July is currently the most expensive (average of $249). 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

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

LaGuardia to O'Hare Intl flights
John F Kennedy Intl to O'Hare Intl flights
Newark to O'Hare Intl flights
Newark to Midway flights
LaGuardia to Midway flights
John F Kennedy Intl to Midway flights
White Plains to O'Hare Intl flights
Buffalo to O'Hare Intl flights
Syracuse to O'Hare Intl flights
Albany to O'Hare Intl flights
Rochester to O'Hare Intl flights
Buffalo to Midway flights
White Plains to Midway flights
Syracuse to Midway flights
Rochester to Midway flights
Albany to Midway flights
Stewart to O'Hare Intl flights
Islip to O'Hare Intl flights
Binghamton to O'Hare Intl flights
Binghamton to Midway flights
Ithaca to O'Hare Intl flights
Elmira to O'Hare Intl flights
Newark to Rockford flights
Elmira to Midway flights
Ithaca to Midway flights
Stewart to Midway flights
Watertown to O'Hare Intl flights
Niagara Falls to O'Hare Intl flights
Saranac Lake to O'Hare Intl flights
Plattsburgh to O'Hare Intl flights
Rutland to O'Hare Intl flights
Stewart to Rockford flights

Top 2 airlines flying from New York to Midway

Discover the top 2 airlines that operate flights from New York to Midway. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 3,020,828 searches. Data last updated June 10, 2024.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$135Average$258FlexibilityNo cancel feeOn-time69%
DeltaCheapest$181Average$610FlexibilityNo cancel feeOn-timeN/A
Boston to Philadelphia flights
USA to Zurich flights
New Jersey to New York flights
New York John F Kennedy Intl Airport to London Heathrow Airport flights
Boston to Detroit flights
New York John F Kennedy Intl Airport to Dhaka flights
Los Angeles to Tokyo Haneda Airport flights
Boston to Phoenix flights
Boston to Cancún flights
Houston to Boston flights
Atlanta to Mumbai flights
New York to Mendoza flights

Search flights from New York to Midway by cabin class

Find flights from New York to Midway, based on your preferred cabin class, be it economy, premium economy, business, or first class.
First Class
Business Class
Prem Econ Class
Economy Class

Hourly flight availability from New York to Midway

Find hourly flight availability from New York to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 10, 2024.
13%of flight departuresEarly morningMidnight to 6 am
21%of flight departuresMorning6 am to noon
30%of flight departuresAfternoonNoon to 6 pm
36%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from New York to Midway

Explore weekly flight availability from New York to Midway. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated June 10, 2024.
Sunday5daily flights
Monday10daily flights
Tuesday10daily flights
Wednesday10daily flights
Thursday10daily flights
Friday10daily flights
Saturday4daily flights

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