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Whistler

$134+ 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 1/29. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YVR
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
1 adult, Economy
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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 December 12, 2025.

This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/122:59 pmMDW - YVR
2 stops27h 32mMultiple Airlines
Wed 12/1711:00 pmYVR - MDW
1 stop16h 38mMultiple Airlines
Deal found 12/9$649
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.
Wed 12/1710:49 amMDW - YVR
2 stops15h 55mWestJet
Thu 12/1812:13 pmYVR - MDW
1 stop22h 57mWestJet
Deal found 12/11$857
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.
Fri 12/2611:00 amMDW - YVR
1 stop14h 25mMultiple Airlines
Wed 12/3110:55 pmYVR - MDW
1 stop14h 25mMultiple Airlines
Deal found 12/10$862
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/131:14 pmMDW - YVR
2 stops11h 30mDelta
Sat 12/207:32 pmYVR - MDW
2 stops11h 17mDelta
Deal found 12/9$960
This Porter Airlines 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/304:15 pmMDW - YVR
2 stops30h 31mPorter Airlines
Tue 1/67:00 amYVR - MDW
2 stops25h 05mPorter Airlines
Deal found 12/9$983
This Porter Airlines 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/304:15 pmMDW - YVR
2 stops30h 31mPorter Airlines
Mon 1/58:30 amYVR - MDW
2 stops23h 35mPorter Airlines
Deal found 12/9$985
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.
Thu 12/114:15 pmMDW - YVR
1 stop20h 05mMultiple Airlines
Mon 12/157:35 pmYVR - MDW
2 stops15h 26mMultiple Airlines
Deal found 12/10$1,016
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/189:59 amMDW - YVR
2 stops13h 05mDelta
Wed 12/246:00 amYVR - MDW
2 stops9h 19mDelta
Deal found 12/10$1,067
This Porter Airlines 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/304:15 pmMDW - YVR
2 stops30h 31mPorter Airlines
Thu 1/18:30 amYVR - MDW
2 stops23h 35mPorter Airlines
Deal found 12/9$1,073
This Porter Airlines 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/304:15 pmMDW - YVR
2 stops30h 31mPorter Airlines
Sun 1/48:30 amYVR - MDW
2 stops23h 35mPorter Airlines
Deal found 12/9$1,081

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 December 12, 2025.

Round-trip from

$293
(Kiwi.com)

One-way from

$134
(Kiwi.com)

Popular in

July

Cheapest in

November

Average price

$582
From Chicago Midway to Whistler
Search Deals
One-way flight from Chicago Midway to Whistler
Search Deals
Highest demand for flights based on searches. 17% potential increase in price ($92 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($17 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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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 December 12, 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

Thu 2/19

11:05 am-10:20 am

1 stop25h 15m

Vancouver Intl

Mon 2/23

8:30 am-10:10 am

2 stops23h 40m

$316

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Tue 1/27

11:00 am-9:25 pm

2 stops12h 25m

Vancouver Intl

Fri 1/30

5:00 pm-11:50 am

1 stop16h 50m

$381

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Sat 1/17

9:32 am-8:54 pm

2 stops13h 22m

Vancouver Intl

Tue 1/20

7:37 pm-8:52 am

2 stops11h 15m

$384

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Thu 1/8

11:21 am-8:54 pm

2 stops11h 33m

Vancouver Intl

Wed 1/14

7:25 am-10:07 pm

2 stops12h 42m

$388

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Thu 2/26

9:50 am-9:00 pm

2 stops13h 10m

Vancouver Intl

Tue 3/3

7:37 pm-8:53 am

2 stops11h 16m

$388

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Mon 1/26

1:49 pm-11:59 pm

2 stops12h 10m

Vancouver Intl

Wed 1/28

6:20 am-5:29 pm

2 stops9h 09m

$388

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Fri 2/13

9:50 am-9:00 pm

2 stops13h 10m

Vancouver Intl

Tue 2/17

6:20 am-5:37 pm

2 stops9h 17m

$388

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Thu 2/26

1:28 pm-11:59 pm

2 stops12h 31m

Vancouver Intl

Mon 3/2

7:37 pm-8:53 am

2 stops11h 16m

$393

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Thu 1/22

9:32 am-8:54 pm

2 stops13h 22m

Vancouver Intl

Mon 1/26

7:37 pm-9:53 am

2 stops12h 16m

$393

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Thu 1/29

6:20 am-4:31 pm

2 stops36h 11m

$134

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/9

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 December 12, 2025.

It’s optimal to fly from Chicago Midway Airport to Whistler in the evening. By choosing this option you can save up to 74% on the cost of your flight, compared to a flight in the morning.

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 22m. 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

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