Midway

$207+ Cheap flights from Vancouver Intl (YVR) to Midway (MDW)

YVR — MDW
Dec 13 — Dec 201
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1. Tell us where you want to go

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2. Select your favorite providers

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3. Compare prices and book

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Cheap flight deals from Vancouver Intl to Midway

Cheapest flights from Vancouver Intl to Midway

Thu 12/108:45 pm -
2 stops11h 10m
Sat 12/1210:24 am -
2 stops12h 48m
Deal found 11/11$418
Wed 12/97:16 am -
2 stops8h 34m
Sat 12/1210:24 am -
2 stops12h 48m
Deal found 11/11$421
Thu 11/267:45 am -
2 stops14h 09m
Sat 12/512:39 pm -
2 stops10h 33m
Deal found 11/10$422
Wed 12/98:30 pm -
2 stops18h 36m
Sat 12/1210:40 am -
3 stops29h 20m
Deal found 11/8$456
Wed 12/24:45 pm -
2 stops23h 05m
Sat 12/510:24 am -
2 stops14h 33m
Deal found 11/10$480
Tue 12/15:00 am -
2 stops10h 50m
Tue 12/85:30 pm -
1 stop20h 51m
Deal found 11/9$548
Wed 12/95:00 am -
2 stops10h 50m
Sat 12/1210:24 am -
1 stop27h 57m
Deal found 11/11$577
Thu 12/108:45 pm -
2 stops11h 52m
Sun 12/131:41 pm -
2 stops11h 16m
Deal found 11/11$579

Find flight deals from Vancouver Intl to Midway

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$418
(Delta)

One-way from

$207
(Trip.com)

Popular in

December

Cheapest in

September

Average price

$471
Provider with most accurate pricing for Vancouver Intl-Chicago Midway flight deals.
Provider most trusted by Cheapflights users for Vancouver Intl-Chicago Midway flights.
From Vancouver Intl to Chicago Midway
One-way flight from Vancouver Intl to Chicago Midway
Highest demand for flights based on searches. 3% potential increase in price ($14 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
Average for round-trip flights in November 2026

Cheapflights Fare Finder

 
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 Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Sat 12/12

8:45 pm-8:55 am

2 stops11h 10m

Chicago Midway

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$232

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Fri 12/25

7:16 am-5:44 pm

2 stops9h 28m

Chicago Midway

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$233

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Sun 2/14

8:35 pm-9:00 am

2 stops11h 25m

Chicago Midway

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$271

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Mon 11/30

8:45 pm-8:55 am

2 stops11h 10m

Chicago Midway

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$280

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Mon 11/30

8:50 am-9:26 am

3 stops47h 36m

Chicago Midway

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$317

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Wed 11/18

7:00 am-11:25 am

2 stops27h 25m

Chicago Midway

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$322

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Fri 1/8

5:00 am-4:53 pm

2 stops10h 53m

Chicago Midway

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$327

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Tue 1/19

2:20 pm-4:53 pm

1 stop25h 33m

Chicago Midway

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$332
Quickest round-trip

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Fri 4/30

10:55 pm-9:52 am

1 stop8h 57m

Chicago Midway

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$334

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Sat 5/1

10:55 pm-9:52 am

1 stop8h 57m

Chicago Midway

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$335

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/12

Showing 1-10 of 20 resultsSorted by cheapest first
1
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Compare providers for flights from Vancouver Intl to Midway

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Vancouver Intl to Midway in November.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
ExpediaPrice Accuracy1 starTrust Score*3 stars
eDreamsPrice Accuracy2 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Vancouver Intl Airport-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Vancouver Intl Airport-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Vancouver Intl Airport-Chicago Midway Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Vancouver Intl Airport-Chicago Midway Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Vancouver Intl Airport-Chicago Midway Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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

Related info for your journey

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

    For as low as $418, Delta can have you in Chicago Midway Airport from Vancouver Intl Airport in 11h 10m. The distance from Vancouver Intl Airport to Chicago Midway Airport is about 1771 mi.

  • 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

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Benton Harbor
Merrillville
Lansing
Valparaiso
Hammond
Saint Joseph
Porter

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