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Whistler

$101+ 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 10/1. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YVR
Aug 22 — Aug 291
Fri 8/22
Fri 8/29
1 adult, Economy
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Cheap flight deals from Midway to Whistler

Keep the following information in mind while searching for Midway to Whistler flight deals. Data was last updated August 17, 2025.

Round-trip from

$239
(Kiwi.com)

One-way from

$101
(Kiwi.com)

Popular in

December

Cheapest in

October

Average price

$464
From Chicago Midway to Whistler
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One-way flight from Chicago Midway to Whistler
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Highest demand for flights based on searches. 6% potential increase in price ($36 potential increase over avg. RT price).
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Cheapest flight prices on average. 7% potential price decrease ($36 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find 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 August 17, 2025.

This Kiwi.com deal was found by Cheapflights users on 8/17. 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.
Tue 9/162:32 pmMDW - YVR
1 stop32h 16mMultiple Airlines
Fri 9/199:30 amYVR - MDW
1 stop11h 50mMultiple Airlines
Deal found 8/17$239
This Kiwi.com deal was found by Cheapflights users on 8/17. 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 10/99:26 pmMDW - YVR
1 stop25h 22mMultiple Airlines
Mon 10/138:30 pmYVR - MDW
2 stops15h 08mMultiple Airlines
Deal found 8/17$244
This Kiwi.com deal was found by Cheapflights users on 8/17. 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 9/226:20 amMDW - YVR
1 stop16h 28mMultiple Airlines
Mon 9/298:30 pmYVR - MDW
2 stops17h 28mMultiple Airlines
Deal found 8/17$247
This Kiwi.com deal was found by Cheapflights users on 8/16. 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 10/166:20 amMDW - YVR
1 stop16h 28mMultiple Airlines
Mon 10/208:30 pmYVR - MDW
2 stops15h 08mMultiple Airlines
Deal found 8/16$250
This Kiwi.com deal was found by Cheapflights users on 8/16. 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 9/46:20 amMDW - YVR
2 stops17h 31mMultiple Airlines
Sat 9/139:20 amYVR - MDW
1 stop25h 24mMultiple Airlines
Deal found 8/16$251
This Kiwi.com deal was found by Cheapflights users on 8/17. 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 10/186:15 amMDW - YVR
1 stop16h 33mMultiple Airlines
Sat 10/259:30 amYVR - MDW
1 stop11h 55mMultiple Airlines
Deal found 8/17$253
This Kiwi.com deal was found by Cheapflights users on 8/16. 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.
Tue 10/148:05 amMDW - YVR
1 stop14h 43mMultiple Airlines
Sat 10/189:20 amYVR - MDW
2 stops12h 05mMultiple Airlines
Deal found 8/16$263
This Kiwi.com deal was found by Cheapflights users on 8/16. 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 9/56:21 amMDW - YVR
2 stops16h 15mMultiple Airlines
Mon 9/811:00 pmYVR - MDW
1 stop14h 58mMultiple Airlines
Deal found 8/16$271
This Kiwi.com deal was found by Cheapflights users on 8/17. 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 10/179:44 amMDW - YVR
1 stop13h 04mMultiple Airlines
Fri 10/249:30 amYVR - MDW
1 stop11h 55mMultiple Airlines
Deal found 8/17$273
This Kiwi.com deal was found by Cheapflights users on 8/16. 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 9/56:21 amMDW - YVR
2 stops16h 15mMultiple Airlines
Thu 9/119:30 amYVR - MDW
1 stop11h 50mMultiple Airlines
Deal found 8/16$274
This Kiwi.com deal was found by Cheapflights users on 8/16. 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 9/46:20 amMDW - YVR
2 stops17h 31mMultiple Airlines
Fri 9/129:30 amYVR - MDW
1 stop11h 50mMultiple Airlines
Deal found 8/16$276

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 August 17, 2025.
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

Tue 9/16

2:32 pm-8:48 pm

1 stop32h 16m

Vancouver Intl

Fri 9/19

9:30 am-11:20 pm

1 stop11h 50m

$239

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Thu 10/9

9:26 pm-8:48 pm

1 stop25h 22m

Vancouver Intl

Mon 10/13

8:30 pm-1:38 pm

2 stops15h 08m

$244

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Mon 9/22

6:20 am-8:48 pm

1 stop16h 28m

Vancouver Intl

Mon 9/29

8:30 pm-3:58 pm

2 stops17h 28m

$247

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Thu 10/16

6:20 am-8:48 pm

1 stop16h 28m

Vancouver Intl

Mon 10/20

8:30 pm-1:38 pm

2 stops15h 08m

$250

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Thu 9/4

6:20 am-9:51 pm

2 stops17h 31m

Vancouver Intl

Sat 9/13

9:20 am-12:44 pm

1 stop25h 24m

$251

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Sat 10/18

6:15 am-8:48 pm

1 stop16h 33m

Vancouver Intl

Sat 10/25

9:30 am-11:25 pm

1 stop11h 55m

$253

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Sun 10/19

6:20 am-8:48 pm

1 stop16h 28m

Vancouver Intl

Sat 10/25

9:30 am-11:25 pm

1 stop11h 55m

$263

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Wed 10/15

8:05 am-8:48 pm

1 stop14h 43m

Vancouver Intl

Thu 10/23

9:30 am-11:25 pm

1 stop11h 55m

$263

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Fri 10/17

9:44 am-8:48 pm

1 stop13h 04m

Vancouver Intl

Sat 10/25

9:30 am-11:25 pm

1 stop11h 55m

$263

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Tue 10/14

8:05 am-8:48 pm

1 stop14h 43m

Vancouver Intl

Sat 10/18

9:20 am-11:25 pm

2 stops12h 05m

$263

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/17

Showing 1-10 of 19 results
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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

What is the cheapest time of day to fly from MDW to WH1?

Find hourly flight availability from Midway to Whistler. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 17, 2025.

When flying from Chicago Midway Airport to Whistler, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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.

  • 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.

  • What is the cheapest month to book a flight from Chicago Midway Airport to Whistler?

    Currently, October is the cheapest month in which you can book a flight from Chicago Midway Airport to Whistler (average of $258). Flying from Chicago Midway Airport to Whistler in March is currently the most expensive (average of $405). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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