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Cheap flights from Vancouver to Chicago Midway Airport from C$ 180

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 26/2. Fares are subject to change and may not be available on all flights or dates of travel.
YVR — MDW
13 feb. — 20 feb.1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Vancouver to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Vancouver (8CA) 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 enero 2026.

Round-trip from

C$ 307

One-way from

C$ 180

Popular in

December

Cheapest in

October

Average price

C$ 462
5/2-16/2
  • 5/2-16/2
  • 2 total stops
  • 54h 54m total
  • Vancouver to Chicago
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26/2
  • 26/2
  • 1 total stop
  • 28h 25m total
  • Vancouver to Chicago
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Highest demand for flights based on searches. 18% potential increase in price (C$ 151 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease (C$ 27 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Find flight deals from Vancouver to Midway

Enter your travel dates to find the best prices.

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

jue. 5/212:05 p.m.
YVR
-
MDW
1 stop25h 53m
Multiple Airlines
lun. 16/28:58 p.m.
MDW
-
YVR
1 stop29h 01m
Multiple Airlines
Deal found 13/1C$ 307
sáb. 24/17:37 p.m.
YVR
-
MDW
2 stops11h 15m
Delta
vie. 30/19:33 a.m.
MDW
-
YVR
2 stops11h 11m
Delta
Deal found 10/1C$ 343
jue. 19/28:00 a.m.
YVR
-
MDW
2 stops13h 41m
Multiple Airlines
lun. 23/23:24 p.m.
MDW
-
YVR
1 stop10h 35m
Multiple Airlines
Deal found 12/1C$ 348
mar. 3/27:37 p.m.
YVR
-
MDW
2 stops15h 14m
Delta
mié. 18/21:28 p.m.
MDW
-
YVR
2 stops12h 31m
Delta
Deal found 13/1C$ 364
lun. 26/17:37 p.m.
YVR
-
MDW
2 stops11h 15m
Delta
jue. 29/19:33 a.m.
MDW
-
YVR
2 stops11h 11m
Delta
Deal found 12/1C$ 401
dom. 1/211:00 p.m.
YVR
-
MDW
1 stop10h 45m
Multiple Airlines
lun. 16/28:58 p.m.
MDW
-
YVR
1 stop29h 01m
Multiple Airlines
Deal found 12/1C$ 404
jue. 26/212:05 p.m.
YVR
-
MDW
1 stop9h 36m
Multiple Airlines
jue. 5/311:00 a.m.
MDW
-
YVR
2 stops12h 20m
Multiple Airlines
Deal found 12/1C$ 425
mié. 22/47:30 p.m.
YVR
-
MDW
2 stops11h 17m
Delta
dom. 26/41:10 p.m.
MDW
-
YVR
2 stops9h 25m
Delta
Deal found 13/1C$ 437
sáb. 24/16:15 p.m.
YVR
-
MDW
2 stops15h 30m
Multiple Airlines
vie. 30/15:01 p.m.
MDW
-
YVR
1 stop20h 11m
Multiple Airlines
Deal found 10/1C$ 446
lun. 2/27:37 p.m.
YVR
-
MDW
2 stops11h 15m
Delta
sáb. 21/29:34 a.m.
MDW
-
YVR
2 stops13h 34m
Delta
Deal found 13/1C$ 448
jue. 19/212:05 p.m.
YVR
-
MDW
1 stop9h 36m
Multiple Airlines
dom. 22/23:21 p.m.
MDW
-
YVR
1 stop10h 38m
Multiple Airlines
Deal found 11/1C$ 451

Cheapflights Fare Finder

 
Customize your flight search to find flights from Vancouver 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 enero 2026.
Use the filters below to find and compare flights from Vancouver to Chicago Midway Airport that are best for you.

Fly from

Vancouver

Fly to

Midway

Route

Depart

Return

Price

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

jue. 19/2

8:00 a.m.-11:41 p.m.

2 stops13h 41m

Chicago Midway

lun. 23/2

3:24 p.m.-11:59 p.m.

1 stop10h 35m

C$ 348

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

dom. 1/2

11:00 p.m.-11:45 a.m.

1 stop10h 45m

Chicago Midway

lun. 16/2

8:58 p.m.-11:59 p.m.

1 stop29h 01m

C$ 404

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

mié. 22/4

11:00 p.m.-9:56 a.m.

1 stop8h 56m

Chicago Midway

dom. 26/4

1:10 p.m.-9:50 p.m.

2 stops10h 40m

C$ 437

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

lun. 9/2

7:37 p.m.-8:52 a.m.

2 stops11h 15m

Chicago Midway

mié. 11/2

1:51 p.m.-12:10 a.m.

2 stops12h 19m

C$ 437

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

mié. 11/2

11:00 p.m.-11:27 a.m.

1 stop10h 27m

Chicago Midway

mié. 18/2

11:05 a.m.-10:38 p.m.

2 stops13h 33m

C$ 437

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

sáb. 31/1

10:30 p.m.-5:55 p.m.

2 stops17h 25m

Chicago Midway

sáb. 21/2

9:34 a.m.-9:08 p.m.

2 stops13h 34m

C$ 461

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

vie. 30/1

10:30 p.m.-12:46 p.m.

2 stops12h 16m

Chicago Midway

sáb. 21/2

9:34 a.m.-9:08 p.m.

2 stops13h 34m

C$ 461

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

lun. 9/2

2:25 p.m.-10:10 a.m.

2 stops17h 45m

Chicago Midway

lun. 16/2

8:58 p.m.-11:59 p.m.

1 stop29h 01m

C$ 469

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

lun. 2/3

7:37 p.m.-8:54 a.m.

2 stops11h 17m

Chicago Midway

mié. 4/3

9:50 a.m.-6:43 p.m.

2 stops10h 53m

C$ 473

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

jue. 5/2

12:05 p.m.-3:58 p.m.

1 stop25h 53m

C$ 196

Flights are sorted by cheapest round-trip flights first.

Deals found on 13/1

Showing 1-10 of 19 results
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Best time to book a flight from Vancouver to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Vancouver 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.

Cheapflights Insights

Everything you need to know about your flight from Vancouver to Chicago Midway Airport
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Vancouver 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 to Chicago Midway Airport?

    Departing from Vancouver to Chicago Midway Airport will take you 8h 56m. There are 2850 km between Vancouver and Chicago Midway Airport.

  • Can I find deals for flights from Vancouver to Midway that include hotel bookings?

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

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

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

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

    Yes. Cheapflights offers flight deals from Vancouver 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

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

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

Need flexible booking options for your flight to Midway from Vancouver? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

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Not ready to book yet? You can track prices for flights from Vancouver to Midway on Cheapflights with our Price Alert feature and get notified when better prices are available.

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