HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news

Cheap flights from Vancouver Intl (YVR) to Midway (MDW) from $137

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 9/19. 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.
YVR — MDW
Jun 15 — Jun 221
From?
To?
Sat 6/15
Sat 6/22
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Cheap flight deals from Vancouver Intl to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Vancouver Intl (YVR) 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.

Round-trip from

$222
From Vancouver Intl to Chicago Midway
Search Deals

How far in advance should I book a flight from Vancouver Intl Airport to Chicago Midway Airport?

Find a great deal and save up to 122% by booking at least 41 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 Vancouver Intl Airport to Chicago Midway Airport within the next two weeks, with the cheapest ticket starting at $386.

What is the cheapest month to fly from Vancouver Intl Airport to Chicago Midway Airport?

The best pricing can be found in the month of April. Prices to Chicago Midway Airport from Vancouver Intl Airport average $477. You can even find prices in April for less than $477, as users have found deals to Chicago Midway Airport from as low as $220. The month of August appears to be one of the more expensive times to travel to Chicago Midway Airport from Vancouver Intl Airport. Flying in the targeted month can save you up to 9%.

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

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

Cheap Vancouver Intl to Midway flights in June & July 2024

Find cheap flight options from Vancouver Intl 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.
Listed are some of the best fares we've found on flights departing from Vancouver to Chicago in 2024. Check back regularly for other flight deals.
Wed 7/175:30 pmYVR - MDW
1 stop10h 03mMultiple Airlines
Tue 7/237:55 pmMDW - YVR
1 stop21h 35mMultiple Airlines
Deal found 6/10$291
Thu 7/115:30 pmYVR - MDW
1 stop9h 15mMultiple Airlines
Wed 7/178:59 pmMDW - YVR
1 stop29h 00mMultiple Airlines
Deal found 6/10$322
Fri 7/125:30 pmYVR - MDW
1 stop10h 03mMultiple Airlines
Wed 7/178:59 pmMDW - YVR
1 stop29h 00mMultiple Airlines
Deal found 6/10$351
Thu 7/115:30 pmYVR - MDW
1 stop9h 15mMultiple Airlines
Wed 7/178:59 pmMDW - YVR
2 stops19h 36mMultiple Airlines
Deal found 6/10$360
Tue 7/235:30 pmYVR - MDW
1 stop9h 15mMultiple Airlines
Mon 7/298:59 pmMDW - YVR
1 stop29h 00mMultiple Airlines
Deal found 6/9$364
Mon 7/225:30 pmYVR - MDW
1 stop10h 03mMultiple Airlines
Sun 7/287:56 pmMDW - YVR
1 stop21h 34mMultiple Airlines
Deal found 6/9$370
Tue 7/305:30 pmYVR - MDW
1 stop9h 15mMultiple Airlines
Fri 8/26:15 amMDW - YVR
2 stops16h 19mMultiple Airlines
Deal found 6/9$373
Tue 7/93:30 pmYVR - MDW
2 stops11h 15mMultiple Airlines
Wed 7/101:43 pmMDW - YVR
1 stop9h 15mMultiple Airlines
Deal found 6/9$375
Thu 6/136:15 amYVR - MDW
1 stop10h 21mDelta
Mon 6/172:24 pmMDW - YVR
1 stop8h 22mDelta
Deal found 6/10$380

Vancouver Intl to Midway 2024 flight deals

Discover exclusive flight deals for travel between Vancouver Intl 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.
Listed are some of the best fares we've found on flights departing from Vancouver to Chicago in 2024. Check back regularly for other flight deals.
Tue 9/109:25 amYVR - MDW
1 stop9h 24mMultiple Airlines
Wed 9/1110:00 amMDW - YVR
1 stop12h 58mMultiple Airlines
Deal found 6/9$215
Mon 9/98:30 pmYVR - MDW
2 stops12h 25mMultiple Airlines
Wed 9/1110:00 amMDW - YVR
1 stop12h 58mMultiple Airlines
Deal found 6/9$230
Tue 9/109:15 pmYVR - MDW
2 stops11h 40mMultiple Airlines
Sun 9/1510:00 amMDW - YVR
1 stop13h 04mMultiple Airlines
Deal found 6/9$231
Tue 9/109:15 pmYVR - MDW
2 stops11h 40mMultiple Airlines
Thu 9/1211:32 amMDW - YVR
1 stop9h 42mMultiple Airlines
Deal found 6/9$234
Tue 9/109:25 amYVR - MDW
1 stop9h 24mMultiple Airlines
Thu 9/1211:32 amMDW - YVR
1 stop9h 42mMultiple Airlines
Deal found 6/9$237
Sat 9/79:25 amYVR - MDW
1 stop9h 24mMultiple Airlines
Wed 9/1110:00 amMDW - YVR
1 stop12h 58mMultiple Airlines
Deal found 6/9$240
Fri 9/139:25 amYVR - MDW
1 stop9h 24mMultiple Airlines
Sat 9/1410:00 amMDW - YVR
1 stop12h 58mMultiple Airlines
Deal found 6/9$251
Mon 9/98:30 pmYVR - MDW
2 stops12h 25mMultiple Airlines
Thu 9/1211:32 amMDW - YVR
1 stop9h 42mMultiple Airlines
Deal found 6/9$252
Fri 9/139:25 amYVR - MDW
1 stop9h 24mMultiple Airlines
Fri 9/2011:32 amMDW - YVR
1 stop9h 44mMultiple Airlines
Deal found 6/10$253

Vancouver Intl to Midway flights leaving soon

Find last-minute flight options from Vancouver Intl 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.
Check out these flights departing soon from Vancouver to Chicago. Users should examine the flight details to ensure there are no surprises.
Thu 6/206:15 amYVR - MDW
1 stop10h 21mDelta
Mon 6/249:29 amMDW - YVR
2 stops11h 16mDelta
Deal found 6/10$456
Thu 6/206:15 amYVR - MDW
1 stop10h 21mDelta
Mon 6/241:24 pmMDW - YVR
2 stops11h 38mDelta
Deal found 6/9$514
Thu 6/207:35 pmYVR - MDW
2 stops11h 19mDelta
Mon 6/249:29 amMDW - YVR
2 stops11h 16mDelta
Deal found 6/10$590
Thu 6/206:15 amYVR - MDW
1 stop10h 21mDelta
Mon 6/242:24 pmMDW - YVR
1 stop8h 22mDelta
Deal found 6/10$662
Thu 6/206:15 amYVR - MDW
1 stop10h 21mDelta
Mon 6/242:24 pmMDW - YVR
1 stop8h 22mDelta
Deal found 6/9$689
Wed 6/196:15 amYVR - MDW
1 stop10h 21mWestJet
Sun 6/232:24 pmMDW - YVR
1 stop8h 22mWestJet
Deal found 6/10$1,256
Wed 6/196:15 amYVR - MDW
1 stop10h 21mWestJet
Sun 6/232:24 pmMDW - YVR
1 stop8h 22mWestJet
Deal found 6/9$1,333
Thu 6/207:35 pmYVR - MDW
2 stops11h 19mDelta
Mon 6/241:24 pmMDW - YVR
2 stops11h 38mDelta
Deal found 6/9$1,430

One-way flights to Midway from Vancouver Intl

Search for one-way flight options from Vancouver Intl 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.
If you're seeking multiple options on one-way flights from Vancouver to Chicago, be sure to check out these deals, which are updated often. Those seeking round-trip flights from Vancouver to Chicago should utilize the search form at the the top of the page.
Thu 9/199:15 pmYVR - MDW
2 stops21h 34mMultiple Airlines
Deal found 6/9$137
Sat 9/149:15 pmYVR - MDW
2 stops11h 40mMultiple Airlines
Deal found 6/8$139
Fri 8/309:15 pmYVR - MDW
2 stops22h 37mMultiple Airlines
Deal found 6/8$144
Fri 8/3011:00 pmYVR - MDW
1 stop20h 52mMultiple Airlines
Deal found 6/8$147
Mon 8/265:30 pmYVR - MDW
1 stop11h 03mMultiple Airlines
Deal found 6/9$160
Wed 7/105:30 pmYVR - MDW
1 stop10h 03mMultiple Airlines
Deal found 6/9$161
Sun 8/119:15 amYVR - MDW
1 stop24h 13mMultiple Airlines
Deal found 6/9$165
Sun 8/259:15 amYVR - MDW
1 stop23h 27mMultiple Airlines
Deal found 6/9$167
Wed 7/106:15 amYVR - MDW
1 stop10h 24mDelta
Deal found 6/10$169

Find flights from Vancouver Intl to Midway within your budget

Customize your flight search to find flights from Vancouver Intl 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

$215 - $625

Route

Depart

Return

Price

Vancouver IntlChicago Midway

YVR - MDW

YVRMDW

Vancouver Intl

Tue 9/10

1 stop9h 24m

Chicago Midway

Wed 9/11

1 stop12h 58m

$215

Vancouver IntlChicago Midway

YVR - MDW

YVRMDW

Vancouver Intl

Mon 9/9

2 stops12h 25m

Chicago Midway

Wed 9/11

1 stop12h 58m

$230

Vancouver IntlChicago Midway

YVR - MDW

YVRMDW

Vancouver Intl

Tue 9/10

2 stops11h 40m

Chicago Midway

Sun 9/15

1 stop13h 04m

$231

Vancouver IntlChicago Midway

YVR - MDW

YVRMDW

Vancouver Intl

Tue 9/10

2 stops11h 40m

Chicago Midway

Thu 9/12

1 stop9h 42m

$234

Vancouver IntlChicago Midway

YVR - MDW

YVRMDW

Vancouver Intl

Tue 9/10

1 stop9h 24m

Chicago Midway

Thu 9/12

1 stop9h 42m

$237

Vancouver IntlChicago Midway

YVR - MDW

YVRMDW

Vancouver Intl

Sat 9/7

1 stop9h 24m

Chicago Midway

Wed 9/11

1 stop12h 58m

$240

Vancouver IntlChicago Midway

YVR - MDW

YVRMDW

Vancouver Intl

Fri 9/13

2 stops10h 44m

Chicago Midway

Fri 9/20

2 stops10h 54m

$376

Vancouver IntlChicago Midway

YVR - MDW

YVRMDW

Vancouver Intl

Tue 7/23

2 stops19h 52m

Chicago Midway

Wed 7/31

2 stops15h 33m

$533

Vancouver IntlChicago Midway

YVR - MDW

YVRMDW

Vancouver Intl

Mon 7/8

2 stops18h 04m

Chicago Midway

Wed 7/10

2 stops16h 52m

$625

Flights are sorted by cheapest first

Deals found on 6/9

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

Best time to book a flight from Vancouver Intl to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Vancouver Intl 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.
See what other customers who have flown with Delta, Porter Airlines and WestJet from Vancouver to Chicago have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
10,295 reviews

Boarding

8.2

Food

7.4

Overall

8.0

Entertainment

8.0

Crew

8.6

Comfort

7.9

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Delta
8.0
Very good
10,295 reviews
Delta
8.0
Very good
10,295 reviews

Boarding

8.2

Food

7.4

Overall

8.0

Entertainment

8.0

Crew

8.6

Comfort

7.9

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

WestJet
7.5
Good
2,847 reviews
Delta
8.0
Very good
10,295 reviews

Boarding

8.2

Food

7.4

Overall

8.0

Entertainment

8.0

Crew

8.6

Comfort

7.9

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Porter Airlines
7.4
Good
382 reviews
Delta
8.0
Very good
10,295 reviews

Boarding

8.2

Food

7.4

Overall

8.0

Entertainment

8.0

Crew

8.6

Comfort

7.9

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Related info for your journey

Find useful and relevant information for your journey from Vancouver Intl 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 Vancouver Intl Airport to Chicago Midway Airport for under $300 on Cheapflights?

    Yes, there are multiple flights from Vancouver Intl Airport to Chicago Midway Airport for under $300. The cheapest flight booked recently is on Multiple Airlines for just $215, but on average you can expect to pay $261.

  • Are there last-minute flights available from Vancouver Intl Airport to Chicago Midway Airport for under $500?

    There are currently 8+ open flights from Vancouver Intl Airport to Chicago Midway Airport within the next 7 days for less than $500.

  • What is the cheapest airline to fly from Vancouver Intl Airport to Chicago Midway Airport round-trip?

    Our cheapest airline available from Vancouver Intl Airport to Chicago Midway Airport is Delta. Our recent data shows that you can find tickets from as low as $376 on this airline.

  • What does YVR to MDW mean?

    This is defined as Vancouver Intl Airport (YVR) and Chicago Midway Airport (MDW). Codes like Chicago Midway Airport are often used to just call airports uniquely.

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

    The amount of baggage you can bring on your Vancouver Intl 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 Vancouver Intl to Midway with specific airlines?

    Yes, Cheapflights allows you to browse and filter Vancouver Intl 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 Vancouver Intl to Midway that include hotel bookings?

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

  • How can I find direct flights from Vancouver Intl to Midway?

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

  • Can I find deals for business class flights from Vancouver Intl to Midway?

    Yes. Cheapflights offers flight deals from Vancouver Intl 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 Vancouver Intl to Midway that allow pets onboard?

    Many airlines flying from Vancouver Intl 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 Vancouver Intl to Midway?

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

    The Vancouver Intl Airport 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 Vancouver Intl Airport to Chicago Midway Airport?

    Currently, December is the cheapest month in which you can book a flight from Vancouver Intl Airport to Chicago Midway Airport (average of $141). Flying from Vancouver Intl Airport 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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

Vancouver Intl to O'Hare Intl flights
Washington, D.C. to Atlanta flights
Indianapolis to Las Vegas flights
Tampa to Fort Lauderdale flights
New York to Hawaii flights
Miami to Los Angeles flights
Chicago to Toronto flights
New York to Miami flights
Fort Lauderdale to Dallas flights
Orlando to New York flights
Los Angeles to Amsterdam flights
Denver to Albuquerque flights
Vancouver Intl Airport to Mendoza flights

Search flights from Vancouver Intl to Midway by cabin class

Find flights from Vancouver Intl 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

Book a flight to one of these trending destinations

User searches for flights to these destinations increased 20% or more in the past 90 days compared to other destinations
Flights to Gaziantep
Flights to Miyakojima Hirara
Flights to Figari-Sud Corse
Flights to Mason City
Flights to Komatsu
Flights to Sendai
Flights to Rhinelander Oneida County
Flights to Constanţa Mihail Kogalniceanu
Flights to Brainerd Crow Wing County
Flights to Reus
Flights to Virac
Flights to Neiva La Marguita
Flights to Pellston Emmet County
Flights to Urumqi
Flights to Bastia Poretta
Flights to Samos
Flights to Hyannis Barnstable
Flights to Provincetown
Flights to Alghero-Fertilia
Flights to Laayoune Hassan I
Flights to Devils Lake
Flights to Vava'u Lupepau'U
Flights to Hakodate
Flights to Edremit/Korfez
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
View all available airlines