HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Whistler

$85+ Cheap flights from Midway (MDW) to Whistler, Canada

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 3/2. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YVR
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Midway to Whistler 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 Midway to Whistler

Cheapest flights from Midway to Whistler
Explore the most affordable flight options available from Midway to Whistler. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Sun 3/19:04 pm
MDW
-
YVR
2 stops28h 55m
Multiple Airlines
Sun 3/84:35 pm
YVR
-
MDW
1 stop28h 10m
Multiple Airlines
Deal found 1/27$288
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Mon 3/23:29 pm
MDW
-
YVR
1 stop10h 30m
Multiple Airlines
Mon 3/99:10 am
YVR
-
MDW
1 stop11h 35m
Multiple Airlines
Deal found 1/27$314
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Fri 2/277:32 pm
MDW
-
YVR
1 stop25h 57m
Multiple Airlines
Fri 3/66:00 am
YVR
-
MDW
2 stops15h 51m
Multiple Airlines
Deal found 1/27$324
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 2/2511:05 am
MDW
-
YVR
1 stop25h 15m
Multiple Airlines
Wed 3/412:55 pm
YVR
-
MDW
1 stop19h 10m
Multiple Airlines
Deal found 1/28$333
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 3/411:00 am
MDW
-
YVR
2 stops12h 20m
Multiple Airlines
Sun 3/84:35 pm
YVR
-
MDW
1 stop28h 10m
Multiple Airlines
Deal found 1/27$336
This FlightHub deal was found by Cheapflights users on 1/28. 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.
Sat 8/229:20 am
MDW
-
YVR
1 stop13h 02m
WestJet
Sat 8/2210:35 pm
YVR
-
MDW
2 stops11h 55m
WestJet
Deal found 1/28$346
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 2/2812:50 pm
MDW
-
YVR
1 stop23h 30m
Multiple Airlines
Tue 3/31:45 pm
YVR
-
MDW
2 stops18h 20m
Multiple Airlines
Deal found 1/28$367
This Kiwi.com deal was found by Cheapflights users on 1/28. 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.
Thu 3/511:00 am
MDW
-
YVR
1 stop14h 25m
Multiple Airlines
Mon 3/97:10 am
YVR
-
MDW
2 stops13h 35m
Multiple Airlines
Deal found 1/28$374

Find flight deals from Midway to Whistler

Keep the following information in mind while searching for Midway to Whistler flight deals. Data was last updated January 29, 2026.

Round-trip from

$288
(Kiwi.com)

One-way from

$85
(Trip.com)

Popular in

July

Cheapest in

November

Average price

$440
From Chicago Midway to Whistler
Search Deals
One-way flight from Chicago Midway to Whistler
Search Deals
Highest demand for flights based on searches. 21% potential increase in price ($111 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($19 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Whistler 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 January 29, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Whistler that are best for you.

Fly from

Midway

Fly to

Whistler

Route

Depart

Return

Price

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Fri 2/27

7:32 pm-7:29 pm

1 stop25h 57m

Vancouver Intl

Fri 3/6

10:30 pm-11:50 am

1 stop11h 20m

$365

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Fri 5/1

9:27 am-8:50 pm

2 stops13h 23m

Vancouver Intl

Fri 5/1

10:55 pm-10:28 pm

1 stop21h 33m

$398

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Thu 2/26

11:05 am-11:25 pm

1 stop14h 20m

Vancouver Intl

Mon 3/2

9:10 am-11:54 pm

1 stop12h 44m

$421

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Fri 5/1

9:27 am-8:50 pm

2 stops13h 23m

Vancouver Intl

Sat 5/2

9:30 am-10:28 pm

1 stop10h 58m

$429

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Fri 2/20

3:21 pm-11:59 pm

1 stop10h 38m

Vancouver Intl

Sun 2/22

4:35 pm-11:44 pm

1 stop29h 09m

$439

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Wed 4/1

1:10 pm-11:59 pm

2 stops12h 49m

Vancouver Intl

Mon 4/6

7:35 pm-8:50 am

2 stops11h 15m

$565

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Tue 2/24

1:26 pm-11:59 pm

2 stops12h 33m

Vancouver Intl

Tue 3/3

6:20 am-5:37 pm

2 stops9h 17m

$567

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Thu 2/26

9:50 am-12:38 am

2 stops16h 48m

Vancouver Intl

Mon 3/2

10:30 pm-12:46 pm

2 stops12h 16m

$567

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Thu 2/19

9:50 am-12:38 am

2 stops16h 48m

Vancouver Intl

Mon 2/23

10:30 pm-12:46 pm

2 stops12h 16m

$567

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Thu 3/5

9:34 am-9:00 pm

2 stops13h 26m

Vancouver Intl

Sun 3/8

7:35 pm-8:50 am

2 stops11h 15m

$592

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Showing 1-10 of 19 results
1
2

Best time to book a flight from Midway to Whistler

Have a flexible travel schedule? Discover the best time to fly to Whistler from Midway 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 Chicago Midway Airport to Whistler
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 Midway to Whistler. 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 Chicago Midway Airport to Whistler?

    Departing from Chicago Midway Airport to Whistler will take you 13h 23m. Airlines will cover a distance of 1771 mi.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Midway to Whistler 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.

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.