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YVR - MDW

Find cheap flights from Vancouver to Chicago Midway Airport from C$ 215

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Vancouver to Chicago departing on 3/5. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Sun 19/5
Sun 26/5

Search hundreds of travel sites at once for deals on flights to Chicago Midway Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Vancouver to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Vancouver to Chicago, as well as popular online travel agencies
In the last 7 days, travellers have searched 44,471,296 times on KAYAK, and here is why:

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Cheap flight deals from Vancouver to Chicago (YVR-MDW)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Vancouver to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
3:00 p.m. - 11:36 a.m.YVR-MDW
18h 36m1 stop
10:59 p.m. - 9:35 p.m.MDW-YVR
24h 36m1 stop
C$ 337
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Tue, 7 May - Wed, 8 May
7:00 a.m. - 10:09 p.m.YVR-MDW
13h 09m1 stop
10:59 p.m. - 9:35 p.m.MDW-YVR
24h 36m1 stop
C$ 369
Find Deal
Wed, 8 May - Mon, 13 May
7:00 a.m. - 10:09 p.m.YVR-MDW
13h 09m1 stop
8:02 p.m. - 3:30 p.m.MDW-YVR
21h 28m1 stop
C$ 372
Find Deal
Wed, 8 May - Tue, 25 Jun
7:00 a.m. - 10:09 p.m.YVR-MDW
13h 09m1 stop
5:30 a.m. - 3:36 p.m.MDW-YVR
12h 06m2 stops
C$ 376
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Tue, 7 May - Wed, 8 May
7:43 p.m. - 1:02 p.m.YVR-MDW
15h 19m2 stops
1:10 p.m. - 11:00 p.m.MDW-YVR
11h 50m2 stops
C$ 627Delta
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Tue, 24 Sep - Sun, 29 Sep
11:40 p.m. - 8:45 a.m.YVR-MDW
7h 05m1 stop
1:10 p.m. - 11:00 p.m.MDW-YVR
11h 50m2 stops
C$ 637Delta
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Tue, 24 Sep - Sun, 29 Sep
7:40 a.m. - 9:37 p.m.YVR-MDW
11h 57m2 stops
8:00 a.m. - 9:08 p.m.MDW-YVR
15h 08m2 stops
C$ 777Porter Airlines
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Thu, 6 Jun - Mon, 10 Jun
4:10 p.m. - 11:32 a.m.YVR-MDW
17h 22m1 stop
11:05 a.m. - 9:15 p.m.MDW-YVR
12h 10m2 stops
C$ 827Porter Airlines
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Fri, 17 May - Tue, 21 May
11:00 p.m. - 10:01 p.m.YVR-MDW
21h 01m1 stop
9:46 a.m. - 7:41 a.m.MDW-YVR
23h 55m2 stops
C$ 890WestJet
Find Deal
Thu, 16 May - Tue, 21 May
6:00 a.m. - 10:01 p.m.YVR-MDW
14h 01m2 stops
9:46 a.m. - 7:08 p.m.MDW-YVR
11h 22m2 stops
C$ 933WestJet
Find Deal
Wed, 8 May - Fri, 31 May

Flights from Vancouver to Chicago - Travel Insights & Trends

Get data-powered insights and trends into flights from Vancouver to Chicago to help you find the cheapest flights, the best time to fly and much more.

Which airlines provide the cheapest flights from Vancouver to Chicago Midway Airport?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
The best deals for a one-way ticket found by KAYAK users over the last 3 days were on Delta (C$ 270) and WestJet (C$ 465). The cheapest round-trip tickets were found on Delta (C$ 627) and Porter Airlines (C$ 777).

Good to know

Cheapest flight

C$ 215
Flight from Vancouver to Chicago Midway Airport

When to book flights from Vancouver to Chicago

Are your dates flexible? Find out the best times to travel from Vancouver to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Vancouver to Chicago Midway Airport flights

  • What is the cheapest flight from Vancouver Intl Airport to Chicago Midway Airport?

    In the last 3 days, the lowest price for a flight from Vancouver Intl Airport to Chicago Midway Airport was C$ 156 for a one-way ticket and C$ 245 for a round-trip.

  • Which airports will I be using when flying from Vancouver to Chicago Midway Airport?

    Vancouver and Chicago Midway Airport are both served by 1 main airport. You will leave Vancouver from Vancouver Intl and will be arriving at Chicago Midway.

  • Which aircraft models fly most regularly from Vancouver to Chicago Midway Airport?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Vancouver to Chicago Midway Airport?

    SkyTeam is the only airline alliance operating flights between Vancouver and Chicago Midway Airport.

  • How does KAYAK find such low prices on flights from Vancouver to Chicago Midway Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Vancouver to Chicago Midway Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Vancouver to Chicago Midway Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from Vancouver is likely to change within 7 days, so travellers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Vancouver to Chicago Midway Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago Midway Airport with an airline and back to Vancouver with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Vancouver to Chicago Midway Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago Midway Airport from Vancouver up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Book cheap flights from Vancouver to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Vancouver to Chicago found on KAYAK in the last 72 hours.
3/5Fri
1 stop
30h 28mYVR-MDW
C$ 215
24/9Tue
1 stop
11h 03mYVR-MDW
C$ 219
30/5Thu
1 stop
10h 20mYVR-MDW
C$ 224
19/5Sun
2 stops
24h 35mYVR-MDW
C$ 242
1/6Sat
2 stopsDelta
11h 07mYVR-MDW
C$ 270
30/5Thu
2 stopsDelta
11h 07mYVR-MDW
C$ 271
10/7Wed
1 stopDelta
10h 26mYVR-MDW
C$ 315
22/7Mon
2 stopsWestJet
12h 44mYVR-MDW
C$ 465
18/5Sat
1 stopWestJet
21h 01mYVR-MDW
C$ 528
29/4Mon
2 stopsWestJet
12h 40mYVR-MDW
C$ 608

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Last minute flights from Vancouver to Chicago

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Vancouver to Chicago that are departing in the next 10 days.
20/4Sat
multi-stopWestJet
6h 19mYVR-MDW
1/5Wed
multi-stopWestJet
7h 26mMDW-YVR
C$ 1,256
20/4Sat
multi-stopWestJet
6h 19mYVR-MDW
1/5Wed
multi-stopWestJet
9h 55mMDW-YVR
C$ 1,355

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Vancouver - Chicago Midway Airport Flights

Departure:

Vancouver (YVR)Canada

Destination:

Chicago Midway Airport (MDW)United States

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