YVR - MDW

C$ 185 Find Cheap Flights from Vancouver to Chicago

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 10/12. 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
1 adult, Economy, 0 bags

KAYAK searches 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
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Everything you should know

Cheapest round-trip
C$ 344
Multiple Airlines
Sun 25/1Wed 28/1
YVR - MDW • 1 stop
Cheapest one-way flights
C$ 185
Multiple Airlines
Wed 10/12
YVR - MDW • 2 stops
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KAYAK searches hundreds of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Flight Deals
Useful Info
Flight Deals

Cheap Flights 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 for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Vancouver to Chicago

Sun, 25 Jan - Wed, 28 Jan
Multiple Airlines Logo
11:00 p.m. - 11:45 a.m.YVR-MDW
10h 45m1 stop
Multiple Airlines Logo
1:20 p.m. - 11:12 a.m.MDW-YVR
23h 52m1 stop
C$ 344Multiple Airlines
Find Deal
Sun, 25 Jan - Wed, 28 Jan
Multiple Airlines Logo
5:00 p.m. - 10:10 a.m.YVR-MDW
15h 10m1 stop
Multiple Airlines Logo
1:20 p.m. - 10:20 p.m.MDW-YVR
35h 00m2 stops
C$ 376Multiple Airlines
Find Deal
Sat, 17 Jan - Thu, 29 Jan
Multiple Airlines Logo
3:45 p.m. - 7:24 p.m.YVR-MDW
25h 39m2 stops
Multiple Airlines Logo
11:05 a.m. - 9:15 p.m.MDW-YVR
12h 10m1 stop
C$ 386Multiple Airlines
Find Deal
Thu, 4 Dec - Fri, 5 Dec
Multiple Airlines Logo
12:10 a.m. - 3:20 p.m.YVR-MDW
13h 10m1 stop
Multiple Airlines Logo
8:42 p.m. - 4:54 p.m.MDW-YVR
22h 12m2 stops
C$ 457Multiple Airlines
Find Deal
Thu, 4 Dec - Fri, 5 Dec
Multiple Airlines Logo
12:10 a.m. - 3:20 p.m.YVR-MDW
13h 10m1 stop
Multiple Airlines Logo
8:42 p.m. - 11:12 a.m.MDW-YVR
16h 30m1 stop
C$ 464Multiple Airlines
Find Deal
Sat, 31 Jan - Wed, 4 Feb
Multiple Airlines Logo
7:50 p.m. - 11:45 a.m.YVR-MDW
13h 55m2 stops
Multiple Airlines Logo
1:20 p.m. - 11:12 a.m.MDW-YVR
23h 52m1 stop
C$ 484Multiple Airlines
Find Deal
Fri, 30 Jan - Thu, 5 Feb
Delta Logo
7:37 p.m. - 8:52 a.m.YVR-MDW
11h 15m2 stops
Delta Logo
9:33 a.m. - 8:54 p.m.MDW-YVR
13h 21m2 stops
C$ 508Delta
Find Deal
Thu, 5 Mar - Tue, 10 Mar
Delta Logo
7:37 p.m. - 8:54 a.m.YVR-MDW
11h 17m2 stops
Delta Logo
9:20 a.m. - 8:52 p.m.MDW-YVR
13h 32m2 stops
C$ 551Delta
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Thu, 5 Mar - Tue, 10 Mar
Delta Logo
7:37 p.m. - 8:54 a.m.YVR-MDW
11h 17m2 stops
Delta Logo
9:30 a.m. - 6:47 p.m.MDW-YVR
11h 17m2 stops
C$ 553Delta
Find Deal
Fri, 30 Jan - Thu, 5 Feb
Multiple Airlines Logo
5:00 p.m. - 11:05 a.m.YVR-MDW
16h 05m2 stops
Multiple Airlines Logo
11:05 a.m. - 11:25 p.m.MDW-YVR
14h 20m1 stop
C$ 584Multiple Airlines
Find Deal
Useful Info

Good to know

Cheapest flightC$ 185
Flight from Vancouver to Chicago

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 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$ 185 for a one-way ticket and C$ 344 for a round-trip.

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

    Vancouver and Chicago 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?

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

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

    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.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago 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?

    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 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?

    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 from Vancouver up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Everything you need to know for your flight from Vancouver to Chicago

Information on your arrival and departure airports

Vancouver (YVR)
Midway (MDW)