Midway

$199+ Cheap flights from Vancouver Intl (YVR) to Midway (MDW)

YVR — MDW
Dec 3 — Dec 101
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Vancouver Intl to Midway with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Vancouver Intl to Midway

Cheapest flights from Vancouver Intl to Midway

Tue 12/18:30 pm -
2 stops14h 03m
Fri 12/45:02 pm -
2 stops22h 58m
Deal found 10/31$427
Wed 12/28:45 pm -
2 stops11h 10m
Sat 12/59:37 am -
2 stops13h 35m
Deal found 11/1$451
Thu 12/38:26 am -
2 stops8h 35m
Thu 12/1010:24 am -
2 stops12h 48m
Deal found 10/29$464
Thu 12/38:26 am -
2 stops8h 35m
Wed 12/912:39 pm -
2 stops10h 33m
Deal found 11/2$487
Tue 11/175:00 am -
2 stops17h 47m
Mon 11/239:09 am -
2 stops14h 31m
Deal found 10/29$499
Fri 11/137:15 am -
2 stops8h 24m
Thu 11/1912:30 pm -
2 stops12h 26m
Deal found 10/30$511
Tue 12/18:30 pm -
2 stops14h 03m
Wed 12/912:28 pm -
3 stops28h 52m
Deal found 10/31$519
Tue 12/153:00 pm -
3 stops17h 45m
Tue 12/226:43 am -
3 stops18h 16m
Deal found 10/31$521
Mon 12/147:00 pm -
2 stops15h 33m
Mon 12/218:35 pm -
2 stops28h 24m
Deal found 10/30$523
Sat 11/217:00 pm -
2 stops14h 24m
Sat 11/2810:34 am -
2 stops12h 36m
Deal found 10/30$542

Find flight deals from Vancouver Intl to Midway

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$427
(Mytrip)

One-way from

$199
(Kiwi.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

Thu 1/7

8:50 am-8:56 am

2 stops23h 06m

Chicago Midway

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$224

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Mon 1/18

2:05 pm-11:46 pm

3 stops32h 41m

Chicago Midway

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$246

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Sat 12/5

7:16 am-6:01 pm

2 stops9h 45m

Chicago Midway

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$248

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

$248

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Sun 11/22

8:45 pm-8:50 am

2 stops11h 05m

Chicago Midway

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$271
Quickest round-trip

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Thu 12/24

7:16 am-5:44 pm

2 stops9h 28m

Chicago Midway

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$274

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Mon 2/15

2:05 pm-12:13 pm

2 stops45h 08m

Chicago Midway

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$277

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Tue 11/24

5:00 am-7:23 am

3 stops25h 23m

Chicago Midway

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$283

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Sun 11/22

2:32 pm-4:39 pm

1 stop25h 07m

Chicago Midway

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$310

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Mon 12/7

8:45 pm-9:37 am

2 stops11h 52m

Chicago Midway

Fri 12/11

12:39 pm-11:57 pm

2 stops12h 18m

$451

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Showing 1-10 of 21 resultsSorted by cheapest first
1
2
3

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 $451, Delta can have you in Chicago Midway Airport from Vancouver Intl Airport in 11h 52m. 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

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Vancouver Intl to Midway

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.