HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Midway

$139+ Cheap flights from Vancouver Intl (YVR) to Midway (MDW)

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 1/10. Fares are subject to change and may not be available on all flights or dates of travel.
YVR — MDW
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
1 adult, Economy
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
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 December 12, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/2710:55 pmYVR - MDW
1 stop14h 25mMultiple Airlines
Wed 1/146:14 pmMDW - YVR
2 stops19h 15mMultiple Airlines
Deal found 12/10$648
This Mytrip deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/2712:20 pmYVR - MDW
2 stops19h 45mPorter Airlines
Wed 1/1411:00 amMDW - YVR
2 stops12h 25mPorter Airlines
Deal found 12/10$691
This Justfly.com deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/2512:45 pmYVR - MDW
1 stop20h 21mWestJet
Mon 1/51:49 pmMDW - YVR
1 stop23h 10mWestJet
Deal found 12/10$706
This Kiwi.com deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3111:00 pmYVR - MDW
1 stop16h 38mMultiple Airlines
Sun 1/410:50 pmMDW - YVR
2 stops24h 05mMultiple Airlines
Deal found 12/10$722
This FlightHub deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3111:00 pmYVR - MDW
1 stop8h 05mWestJet
Sun 1/46:08 pmMDW - YVR
2 stops20h 56mWestJet
Deal found 12/10$728
This FlightHub deal was found by Cheapflights users on 12/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/2811:00 pmYVR - MDW
1 stop8h 05mWestJet
Wed 1/141:28 pmMDW - YVR
2 stops13h 16mWestJet
Deal found 12/11$743
This FlightHub deal was found by Cheapflights users on 12/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/249:15 pmYVR - MDW
2 stops18h 04mWestJet
Sun 1/46:08 pmMDW - YVR
2 stops20h 56mWestJet
Deal found 12/9$767
This Justfly.com deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/309:15 pmYVR - MDW
2 stops18h 04mWestJet
Sat 1/36:08 pmMDW - YVR
2 stops20h 56mWestJet
Deal found 12/10$783

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 December 12, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$266
(Kiwi.com)

One-way from

$139
(Kiwi.com)

Popular in

December

Cheapest in

October

Average price

$477
Provider with most accurate pricing for Vancouver Intl-Chicago Midway flight deals.
Search Deals
Provider most trusted by Cheapflights users for Vancouver Intl-Chicago Midway flights.
Search Deals
From Vancouver Intl to Chicago Midway
Search Deals
One-way flight from Vancouver Intl to Chicago Midway
Search Deals
Highest demand for flights based on searches. 16% potential increase in price ($67 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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 2,558,603 searches. Data last updated December 12, 2025.
Use the filters below to find and compare flights from Vancouver Intl Airport to Chicago Midway Airport that are best for you.

Fly from

Vancouver Intl

Fly to

Midway

Route

Depart

Return

Price

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Sun 1/25

11:00 pm-11:45 am

1 stop10h 45m

Chicago Midway

Sun 2/1

7:30 am-10:20 pm

2 stops16h 50m

$267

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Wed 1/21

11:00 pm-11:45 am

1 stop10h 45m

Chicago Midway

Sat 1/24

9:38 am-10:45 pm

2 stops15h 07m

$304

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Sun 2/15

10:55 pm-3:20 pm

1 stop14h 25m

Chicago Midway

Sun 2/22

3:02 pm-11:59 pm

2 stops34h 57m

$311

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Wed 1/21

7:37 pm-8:52 am

2 stops11h 15m

Chicago Midway

Sat 1/24

9:33 am-6:44 pm

2 stops11h 11m

$353

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Sat 1/17

6:20 am-10:07 pm

2 stops13h 47m

Chicago Midway

Wed 1/21

9:50 am-6:44 pm

2 stops10h 54m

$353

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Thu 1/22

6:20 am-8:52 am

2 stops24h 32m

Chicago Midway

Mon 1/26

1:49 pm-10:47 am

2 stops22h 58m

$355

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Thu 3/5

6:20 am-5:37 pm

2 stops9h 17m

Chicago Midway

Tue 3/10

9:30 am-6:46 pm

2 stops11h 16m

$355

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Fri 1/16

8:00 am-11:47 pm

2 stops13h 47m

Chicago Midway

Fri 1/23

5:01 pm-11:12 am

1 stop20h 11m

$357

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Mon 3/2

7:37 pm-8:53 am

2 stops11h 16m

Chicago Midway

Thu 3/5

1:28 pm-9:00 pm

2 stops9h 32m

$358

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Sat 1/10

12:30 pm-11:45 am

2 stops21h 15m

$139

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/10

Showing 1-10 of 17 results
1
2

Compare providers for flights from Vancouver Intl to Midway

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
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 December.
ProviderPrice AccuracyTrust Score*
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
ExpediaPrice 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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Vancouver Intl Airport-Chicago Midway Airport flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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
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?

    For as low as $353, Delta can have you in Chicago Midway Airport from Vancouver Intl Airport in 11h 15m. 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
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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

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.