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Cheap flights from Whistler to Chicago Midway Airport from C$ 196

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 19/4. Fares are subject to change and may not be available on all flights or dates of travel.
YVR — MDW
26 Feb — 5 Mar1
1 adult

Cheap flight deals from Whistler to Midway

Keep the following information in mind while searching for Whistler to Midway flight deals. Data was last updated 21 February 2025.

Round-trip from

C$ 284

One-way from

C$ 196

Popular in

December

Cheapest in

January

Average price

C$ 476
2/4-8/4
  • 2/4-8/4
  • 2 total stops
  • 39h 08m total
  • Whistler to Chicago
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19/4
  • 19/4
  • 1 total stop
  • 10h 03m total
  • Whistler to Chicago
Search Deals
Highest demand for flights based on searches. 1% potential increase in price (C$ 12 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 14 potential savings vs. average RT price).
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Average for round-trip flights in February 2025
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Find flight deals from Whistler to Midway

Cheapest flights from Whistler to Midway
Explore the most affordable flight options available from Whistler to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 21 February 2025.

Wed 2/43:55 p.m.YVR - MDW
1 stop11h 28mMultiple Airlines
Tue 8/48:50 p.m.MDW - YVR
1 stop27h 40mMultiple Airlines
Deal found 20/2C$ 284
Thu 20/37:25 p.m.YVR - MDW
2 stops12h 20mDelta
Tue 1/410:25 a.m.MDW - YVR
2 stops14h 29mDelta
Deal found 20/2C$ 446
Mon 17/310:05 p.m.YVR - MDW
1 stop10h 15mPorter Airlines
Thu 20/311:15 a.m.MDW - YVR
2 stops12h 10mPorter Airlines
Deal found 20/2C$ 697
Mon 28/411:00 p.m.YVR - MDW
1 stop8h 07mWestJet
Tue 29/41:16 p.m.MDW - YVR
2 stops12h 54mWestJet
Deal found 20/2C$ 835

Find flights from Whistler to Midway within your budget

Customize your flight search to find flights from Whistler 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 629,999 searches. Data last updated 21 February 2025.

Fly from

Whistler

Fly to

Midway

Route

Depart

Return

Price

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Wed 2/4

3:55 p.m.-5:23 a.m.

1 stop11h 28m

Chicago Midway

Tue 8/4

8:50 p.m.-10:30 p.m.

1 stop27h 40m

C$ 284

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Thu 20/3

7:25 p.m.-9:45 a.m.

2 stops12h 20m

Chicago Midway

Tue 1/4

10:25 a.m.-10:54 p.m.

2 stops14h 29m

C$ 446

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Mon 17/3

10:05 p.m.-10:20 a.m.

1 stop10h 15m

Chicago Midway

Thu 20/3

11:15 a.m.-9:25 p.m.

2 stops12h 10m

C$ 697

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Mon 28/4

11:00 p.m.-9:07 a.m.

1 stop8h 07m

Chicago Midway

Tue 29/4

1:16 p.m.-12:10 a.m.

2 stops12h 54m

C$ 835

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Sat 19/4

5:30 p.m.-5:33 a.m.

1 stop10h 03m

C$ 196

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Tue 18/3

7:25 p.m.-8:45 a.m.

2 stops11h 20m

C$ 254

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Wed 19/3

10:05 p.m.-10:20 a.m.

1 stop10h 15m

C$ 375

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Sat 28/6

6:15 a.m.-6:03 p.m.

1 stop9h 48m

C$ 480

Flights are sorted by cheapest round-trip flights first.

Deals found on 19/2

Best time to book a flight from Whistler to Midway

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

Travel insights for flights from Whistler to Midway

Get recent, data-driven insights about flights from Whistler to Midway including ideal travel times, pricing trends, and more.

Rainfall in Midway by month

Plan your trip to Midway by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 43.0 - 125.0 mm per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 43.0 mm.

Temperature in Midway by month

Plan your trip to Midway by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago Midway Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated 21 February 2025.
See what other customers who have flown with Delta, Porter Airlines and WestJet from Whistler to Chicago have to say. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
8,219 reviews
Check prices

Food

7.3

Boarding

8.2

Overall

8.0

Entertainment

7.9

Comfort

8.0

Crew

8.5

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Delta
8.0
Very good
8,219 reviews
Delta
8.0
Very good
8,219 reviews
Check prices

Food

7.3

Boarding

8.2

Overall

8.0

Entertainment

7.9

Comfort

8.0

Crew

8.5

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Porter Airlines
7.9
Good
276 reviews
Delta
8.0
Very good
8,219 reviews
Check prices

Food

7.3

Boarding

8.2

Overall

8.0

Entertainment

7.9

Comfort

8.0

Crew

8.5

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

WestJet
7.2
Good
2,801 reviews
Delta
8.0
Very good
8,219 reviews
Check prices

Food

7.3

Boarding

8.2

Overall

8.0

Entertainment

7.9

Comfort

8.0

Crew

8.5

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Related info for your journey

Find useful and relevant information for your journey from Whistler to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Whistler to Chicago Midway Airport one-way?

    The cheapest airline one-way is Delta, with whom users have recently found tickets for as low as C$ 254. However, be on the lookout for offers from Porter Airlines and WestJet, as they are both options that can get you from Whistler to Chicago Midway Airport for a low price.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Whistler 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.

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

    Currently, January is the cheapest month in which you can book a flight from Whistler to Chicago Midway Airport (average of C$ 243). Flying from Whistler to Chicago Midway Airport in November is currently the most expensive (average of C$ 312). 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.

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