YVR - MDW

C$ 291 Find Cheap Flights from Vancouver to Chicago Midway Airport – Compare and Save

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 25/8. 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

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Everything you should know

Cheapest round-trip
C$ 483
WestJet
Tue 15/9Tue 22/9
YVR - MDW • 1 stop
Cheapest one-way flights
C$ 291
Multiple Airlines
Tue 25/8
YVR - MDW • 3 stops
Direct flights
Not available
There are currently no direct flights between Vancouver and Chicago. You’ll need at least 2 connections.
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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

Tue, 15 Sep - Tue, 22 Sep
WestJet Logo
6:05 a.m. - 6:24 p.m.
YVR
-
MDW
10h 19m
1 stop
WestJet Logo
2:05 p.m. - 8:31 p.m.
MDW
-
YVR
8h 26m
1 stop
C$ 483WestJet
Sat, 17 Oct - Mon, 19 Oct
Delta Logo
6:00 a.m. - 6:05 p.m.
YVR
-
MDW
10h 05m
2 stops
Delta Logo
12:28 p.m. - 8:33 p.m.
MDW
-
YVR
10h 05m
1 stop
C$ 517Delta
Tue, 15 Sep - Tue, 29 Sep
Delta Logo
6:00 a.m. - 6:19 p.m.
YVR
-
MDW
10h 19m
1 stop
Delta Logo
9:59 a.m. - 6:40 p.m.
MDW
-
YVR
10h 41m
2 stops
C$ 522Delta
Fri, 20 Nov - Mon, 23 Nov
Delta Logo
7:35 p.m. - 7:49 a.m.
YVR
-
MDW
11h 14m
2 stops
Delta Logo
12:30 p.m. - 12:37 a.m.
MDW
-
YVR
13h 07m
2 stops
C$ 556Delta
Tue, 15 Sep - Tue, 29 Sep
Delta Logo
6:00 a.m. - 6:19 p.m.
YVR
-
MDW
10h 19m
1 stop
Delta Logo
2:00 p.m. - 8:26 p.m.
MDW
-
YVR
8h 26m
1 stop
C$ 570Delta
Tue, 15 Sep - Tue, 29 Sep
Delta Logo
6:00 a.m. - 6:19 p.m.
YVR
-
MDW
10h 19m
1 stop
Delta Logo
2:00 p.m. - 8:26 p.m.
MDW
-
YVR
8h 26m
1 stop
C$ 576Delta
Sat, 5 Sep - Thu, 10 Sep
Delta Logo
6:00 a.m. - 3:57 p.m.
YVR
-
MDW
7h 57m
1 stop
Delta Logo
2:00 p.m. - 8:26 p.m.
MDW
-
YVR
8h 26m
1 stop
C$ 584Delta
Mon, 5 Oct - Wed, 7 Oct
Delta Logo
7:30 p.m. - 8:47 a.m.
YVR
-
MDW
11h 17m
2 stops
Delta Logo
12:28 p.m. - 11:08 p.m.
MDW
-
YVR
12h 40m
2 stops
C$ 597Delta
Mon, 24 Aug - Tue, 1 Sep
Delta Logo
6:00 a.m. - 6:01 p.m.
YVR
-
MDW
10h 01m
1 stop
Delta Logo
9:59 a.m. - 7:10 p.m.
MDW
-
YVR
11h 11m
2 stops
C$ 626Delta
Sat, 10 Oct - Wed, 14 Oct
Delta Logo
6:00 a.m. - 6:05 p.m.
YVR
-
MDW
10h 05m
2 stops
Delta Logo
12:28 p.m. - 7:10 p.m.
MDW
-
YVR
8h 42m
2 stops
C$ 628Delta
Booking Insights

KAYAK's insights & trends for Vancouver to Chicago flights

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 round-trip price for the route for each airline clicked by KAYAK users in the last 5 days.

In the past 5 days, the cheapest round-trip tickets from Vancouver to Chicago Midway Airport were found on WestJet (C$ 483) and Delta (C$ 517).

Find deals

Good to know

Cheapest flight

C$ 291
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 5 days, the lowest price for a flight from Vancouver Intl Airport to Chicago Midway Airport was C$ 291 for a one-way ticket and C$ 483 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.

  • 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.

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

Information on your arrival and departure airports

Vancouver (YVR)
Midway (MDW)