Find flights
When to book
FAQs

Cheap flights from Vancouver Intl Airport to Chicago Midway Airport from C$ 207

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 2/5. Fares are subject to change and may not be available on all flights or dates of travel.
YVR — MDW
13 Apr — 20 Apr1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Vancouver Intl to Midway

Enter your travel dates to find the best prices.

Cheapest flights from Vancouver Intl to Midway
Explore the most affordable flight options available from Vancouver Intl to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 14 March 2026.

Sat 2/59:30 a.m.
YVR
-
MDW
1 stop10h 44m
Multiple Airlines
Tue 5/56:00 a.m.
MDW
-
YVR
2 stops16h 40m
Multiple Airlines
Deal found 11/3C$ 426
Sat 2/59:30 a.m.
YVR
-
MDW
1 stop10h 44m
Multiple Airlines
Thu 7/56:15 a.m.
MDW
-
YVR
2 stops13h 15m
Multiple Airlines
Deal found 9/3C$ 504
Fri 17/47:30 p.m.
YVR
-
MDW
2 stops11h 36m
Delta
Tue 21/49:27 a.m.
MDW
-
YVR
2 stops11h 13m
Delta
Deal found 10/3C$ 562
Fri 17/44:50 p.m.
YVR
-
MDW
1 stop17h 20m
Multiple Airlines
Tue 21/411:00 a.m.
MDW
-
YVR
1 stop12h 08m
Multiple Airlines
Deal found 10/3C$ 624
Sat 16/56:20 a.m.
YVR
-
MDW
2 stops12h 49m
Delta
Tue 26/59:22 a.m.
MDW
-
YVR
2 stops13h 17m
Delta
Deal found 11/3C$ 628
Sun 26/410:55 p.m.
YVR
-
MDW
1 stop21h 24m
Multiple Airlines
Fri 1/56:00 a.m.
MDW
-
YVR
2 stops33h 35m
Multiple Airlines
Deal found 12/3C$ 634
Fri 1/57:30 p.m.
YVR
-
MDW
2 stops15h 13m
Delta
Tue 5/59:29 a.m.
MDW
-
YVR
2 stops11h 41m
Delta
Deal found 9/3C$ 640
Fri 22/55:23 p.m.
YVR
-
MDW
2 stops13h 19m
Delta
Tue 26/59:22 a.m.
MDW
-
YVR
2 stops13h 17m
Delta
Deal found 11/3C$ 651
Sat 16/56:00 a.m.
YVR
-
MDW
1 stop9h 56m
Delta
Wed 27/59:23 a.m.
MDW
-
YVR
2 stops11h 47m
Delta
Deal found 11/3C$ 661
Sat 2/59:30 a.m.
YVR
-
MDW
1 stop10h 44m
Multiple Airlines
Mon 4/56:00 a.m.
MDW
-
YVR
2 stops15h 10m
Multiple Airlines
Deal found 11/3C$ 668

Find 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 14 March 2026.

Round-trip from

C$ 426

One-way from

C$ 207

Popular in

December

Cheapest in

October

Average price

C$ 632
2/5-5/5
  • 2/5-5/5
  • 3 total stops
  • 27h 24m total
  • Vancouver to Chicago
Search Deals
2/5
  • 2/5
  • 1 total stop
  • 10h 44m total
  • Vancouver to Chicago
Search Deals
Highest demand for flights based on searches. 16% potential increase in price (C$ 144 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 20 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals

Cheapflights Fare Finder

 
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 629,999 searches. Data last updated 14 March 2026.
Use the filters below to find and compare flights from Vancouver Intl Airport to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Fri 17/4

7:30 p.m.-9:06 a.m.

2 stops11h 36m

Chicago Midway

Tue 21/4

9:27 a.m.-6:40 p.m.

2 stops11h 13m

C$ 562

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Fri 1/5

7:30 p.m.-12:43 p.m.

2 stops15h 13m

Chicago Midway

Tue 5/5

9:29 a.m.-7:10 p.m.

2 stops11h 41m

C$ 640

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Tue 19/5

6:00 a.m.-5:56 p.m.

1 stop9h 56m

Chicago Midway

Tue 26/5

9:22 a.m.-8:39 p.m.

2 stops13h 17m

C$ 651

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Sat 16/5

6:45 a.m.-6:33 p.m.

2 stops9h 48m

Chicago Midway

Wed 27/5

9:23 a.m.-7:10 p.m.

2 stops11h 47m

C$ 661

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Sat 16/5

6:00 a.m.-5:56 p.m.

1 stop9h 56m

Chicago Midway

Sat 23/5

1:22 p.m.-10:35 p.m.

2 stops11h 13m

C$ 694

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Thu 14/5

6:00 a.m.-5:56 p.m.

1 stop9h 56m

Chicago Midway

Tue 26/5

9:23 a.m.-7:10 p.m.

2 stops11h 47m

C$ 694
Quickest round-trip

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Sun 26/4

6:45 a.m.-5:58 p.m.

2 stops9h 13m

Chicago Midway

Fri 1/5

1:24 p.m.-10:35 p.m.

2 stops11h 11m

C$ 714

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Wed 15/4

7:30 p.m.-8:47 a.m.

2 stops11h 17m

Chicago Midway

Sat 18/4

1:24 p.m.-10:31 p.m.

2 stops11h 07m

C$ 738
Cheapest one-way

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Thu 23/4

4:55 p.m.-9:50 p.m.

2 stops26h 55m

C$ 230

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Mon 13/4

4:35 p.m.-7:31 p.m.

2 stops48h 56m

C$ 275

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/3

Showing 1-10 of 16 resultsSorted by cheapest first
1
2

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.

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.

  • How long is the flight from Vancouver Intl Airport to Chicago Midway Airport?

    A quick flight from Vancouver Intl Airport to Chicago Midway Airport can take about 11h 36m. Delta provides one of the quickest options available for as low as C$ 562. The distance from Vancouver Intl Airport to Chicago Midway Airport is about 2850 km.

  • 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.

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

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Vancouver Intl to Midway?

Cheapflights makes it easy to find Vancouver Intl to Midway flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

Why should you use Cheapflights to find cheap flight tickets from Vancouver Intl to Midway?

Cheapflights helps you find that perfect flight to Midway from Vancouver Intl by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

Can Cheapflights find flights from Vancouver Intl to Midway with no change fees?

Certainly. Search results for flights to Midway from Vancouver Intl shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Can Cheapflights notify me if prices for flights from Vancouver Intl to Midway 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!

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.