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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 11/12. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YVR
Nov 24 — Dec 11
Mon 11/24
Mon 12/1
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 October 25, 2025.

Round-trip from

$222
(Kiwi.com)

One-way from

$85
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$334
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. 0% potential increase in price ($1 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($23 potential savings vs. average RT price).
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Average for round-trip flights in October 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 October 25, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/23. 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 12/77:27 pmMDW - YVR
1 stop17h 45mMultiple Airlines
Sun 12/149:10 amYVR - MDW
1 stop27h 42mMultiple Airlines
Deal found 10/23$222
This Kiwi.com deal was found by Cheapflights users on 10/24. 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 11/71:37 pmMDW - YVR
1 stop23h 35mMultiple Airlines
Mon 11/107:45 pmYVR - MDW
2 stops13h 53mMultiple Airlines
Deal found 10/24$249
This Delta deal was found by Cheapflights users on 10/24. 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.
Mon 12/81:14 pmMDW - YVR
2 stops12h 45mDelta
Mon 12/156:45 amYVR - MDW
2 stops9h 33mDelta
Deal found 10/24$301
This Kiwi.com deal was found by Cheapflights users on 10/24. 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 11/96:15 amMDW - YVR
1 stop30h 57mMultiple Airlines
Sun 11/1612:10 amYVR - MDW
1 stop13h 10mMultiple Airlines
Deal found 10/24$312
This Delta deal was found by Cheapflights users on 10/24. 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 11/221:26 pmMDW - YVR
2 stops12h 33mDelta
Wed 11/2612:07 pmYVR - MDW
2 stops9h 33mDelta
Deal found 10/24$340
This Kiwi.com deal was found by Cheapflights users on 10/23. 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 11/69:00 amMDW - YVR
1 stop9h 31mMultiple Airlines
Sun 11/911:00 pmYVR - MDW
1 stop17h 39mMultiple Airlines
Deal found 10/23$341
This Kiwi.com deal was found by Cheapflights users on 10/23. 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 12/1011:00 amMDW - YVR
2 stops11h 46mMultiple Airlines
Sun 12/149:10 amYVR - MDW
1 stop27h 42mMultiple Airlines
Deal found 10/23$360
This Justfly.com deal was found by Cheapflights users on 10/23. 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 12/97:02 pmMDW - YVR
2 stops28h 13mWestJet
Thu 12/1112:13 pmYVR - MDW
1 stop28h 05mWestJet
Deal found 10/23$369
This Delta deal was found by Cheapflights users on 10/23. 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.
Mon 11/101:15 pmMDW - YVR
2 stops9h 55mDelta
Wed 11/1211:00 pmYVR - MDW
1 stop10h 52mDelta
Deal found 10/23$371

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 October 25, 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

Sun 12/7

7:27 pm-11:12 am

1 stop17h 45m

Vancouver Intl

Sun 12/14

3:45 pm-2:52 pm

2 stops21h 07m

$234

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Sun 2/22

12:25 pm-11:59 pm

1 stop13h 34m

Vancouver Intl

Fri 2/27

11:00 pm-11:25 pm

1 stop22h 25m

$260

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Tue 12/9

1:14 pm-11:59 pm

2 stops12h 45m

Vancouver Intl

Sun 12/14

7:36 pm-8:54 am

2 stops11h 18m

$301

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Sat 11/8

3:00 pm-11:57 pm

2 stops10h 57m

Vancouver Intl

Sat 11/15

7:36 pm-8:54 am

2 stops11h 18m

$301

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Tue 12/9

9:59 am-9:04 pm

2 stops13h 05m

Vancouver Intl

Fri 12/12

7:36 pm-9:19 am

2 stops11h 43m

$301

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Fri 11/14

1:15 pm-9:10 pm

2 stops9h 55m

Vancouver Intl

Thu 11/20

12:07 pm-11:40 pm

2 stops9h 33m

$301

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Mon 12/8

1:14 pm-11:59 pm

2 stops12h 45m

Vancouver Intl

Mon 12/15

6:45 am-6:18 pm

2 stops9h 33m

$301

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Wed 12/10

9:59 am-6:44 pm

2 stops10h 45m

Vancouver Intl

Sun 12/14

7:36 pm-8:54 am

2 stops11h 18m

$301

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Sun 11/9

6:15 am-11:12 am

1 stop30h 57m

Vancouver Intl

Sun 11/16

12:10 am-3:20 pm

1 stop13h 10m

$323

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Sat 11/22

1:26 pm-11:59 pm

2 stops12h 33m

Vancouver Intl

Wed 11/26

12:07 pm-11:40 pm

2 stops9h 33m

$340

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/23

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 October 25, 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 12h 45m. 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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