Cheap flights from Vancouver to Chicago Midway Airport

YVR — MDW
2 Oct — 9 Oct1
Return
1 adult
Economy
From?
To?
Sun 2/10
Sun 9/10

How far in advance should I book a flight from Vancouver to Chicago Midway Airport?

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 41 days in advance, which can save you up to 25% on flights from Vancouver to Chicago Midway Airport compared to booking the week you need them. Waiting 41 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at C$ 798. For sooner than that we have options available in the next 3 days from C$ 905.

What is the cheapest month to fly from Vancouver to Chicago Midway Airport?

Our data shows that November tends to be the cheapest month to fly to Chicago Midway Airport from Vancouver. Users have commonly found prices around C$ 706 for the month, but tickets can be as low as C$ 461. Due to multiple factors, prepare for potentially higher prices in August.

When is the cheapest time to fly from Vancouver to Chicago Midway Airport (YVR - MDW)?

When flying from Vancouver to Chicago Midway Airport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Cheap flights from Vancouver to Midway in September, October 2022

The best prices found for Vancouver to MDW flights for September, October
15 Oct. - 18 Oct.
YVR

Vancouver Intl

MDW

Chicago Midway

1 stop

6h 12m
MDW

Chicago Midway

YVR

Vancouver Intl

2 stops

12h 10m
C$ 534

Delta

Pick Dates

Deal found 9/26/22

28 Oct. - 30 Oct.
YVR

Vancouver Intl

MDW

Chicago Midway

1 stop

10h 57m
MDW

Chicago Midway

YVR

Vancouver Intl

2 stops

12h 40m
C$ 552

Multiple Airlines

Pick Dates

Deal found 9/25/22

28 Oct. - 30 Oct.
YVR

Vancouver Intl

MDW

Chicago Midway

2 stops

11h 11m
MDW

Chicago Midway

YVR

Vancouver Intl

2 stops

13h 39m
C$ 651

Delta

Pick Dates

Deal found 9/25/22

Vancouver to Midway 2022 flight deals

Cheap flights to Midway from Vancouver found for this year
9 Nov. - 23 Nov.
YVR

Vancouver Intl

MDW

Chicago Midway

1 stop

14h 50m
MDW

Chicago Midway

YVR

Vancouver Intl

1 stop

10h 00m
C$ 448

Multiple Airlines

Pick Dates

Deal found 9/25/22

15 Oct. - 18 Oct.
YVR

Vancouver Intl

MDW

Chicago Midway

1 stop

6h 12m
MDW

Chicago Midway

YVR

Vancouver Intl

2 stops

12h 10m
C$ 534

Delta

Pick Dates

Deal found 9/26/22

12 Nov. - 15 Nov.
YVR

Vancouver Intl

MDW

Chicago Midway

2 stops

9h 25m
MDW

Chicago Midway

YVR

Vancouver Intl

2 stops

11h 16m
C$ 538

Delta

Pick Dates

Deal found 9/27/22

Cheap Delta flights from Vancouver to Midway

15 Oct. - 18 Oct.
YVR

Vancouver Intl

MDW

Chicago Midway

1 stop

6h 12m
MDW

Chicago Midway

YVR

Vancouver Intl

2 stops

12h 10m
C$ 534

Delta

Pick Dates

Deal found 26/9/22

12 Nov. - 15 Nov.
YVR

Vancouver Intl

MDW

Chicago Midway

2 stops

9h 25m
MDW

Chicago Midway

YVR

Vancouver Intl

2 stops

11h 16m
C$ 538

Delta

Pick Dates

Deal found 27/9/22

15 Nov. - 21 Nov.
YVR

Vancouver Intl

MDW

Chicago Midway

2 stops

11h 17m
MDW

Chicago Midway

YVR

Vancouver Intl

2 stops

13h 36m
C$ 577

Delta

Pick Dates

Deal found 26/9/22

Last minute flights from Vancouver to Midway

Late deals on round-trip flights to Midway from Vancouver, departing today and this week
7 Oct. - 10 Oct.
YVR

Vancouver Intl

MDW

Chicago Midway

2 stops

21h 05m
MDW

Chicago Midway

YVR

Vancouver Intl

1 stop

19h 21m
C$ 671

Multiple Airlines

Pick Dates

Deal found 9/24/22

3 Oct. - 8 Oct.
YVR

Vancouver Intl

MDW

Chicago Midway

1 stop

16h 32m
MDW

Chicago Midway

YVR

Vancouver Intl

1 stop

11h 15m
C$ 733

Multiple Airlines

Pick Dates

Deal found 9/27/22

2 Oct. - 8 Oct.
YVR

Vancouver Intl

MDW

Chicago Midway

1 stop

16h 32m
MDW

Chicago Midway

YVR

Vancouver Intl

1 stop

14h 07m
C$ 790

Multiple Airlines

Pick Dates

Deal found 9/27/22

One-way flights to Midway from Vancouver

The cheapest one-way flights from Vancouver to Midway
15 Oct.
YVR

Vancouver Intl

MDW

Chicago Midway

1 stop

20h 55m
C$ 221

Multiple Airlines

Pick Dates

Deal found 9/25/22

11 Oct.
YVR

Vancouver Intl

MDW

Chicago Midway

2 stops

14h 15m
C$ 228

Multiple Airlines

Pick Dates

Deal found 9/26/22

4 Oct.
YVR

Vancouver Intl

MDW

Chicago Midway

2 stops

13h 20m
C$ 232

Multiple Airlines

Pick Dates

Deal found 9/26/22

Related info for your journey

Useful info, stats and facts about Vancouver to Midway flights.

Can I find flights from Vancouver to Chicago Midway Airport for under C$ 500 on Cheapflights?

Yes, there are multiple flights from Vancouver to Chicago Midway Airport for under C$ 500. The cheapest flight booked recently is on Multiple Airlines for just C$ 448, but on average you can expect to pay C$ 694.

Are there last-minute flights available from Vancouver to Chicago Midway Airport for under C$ 700?

There are currently 5+ open flights from Vancouver to Chicago Midway Airport within the next 7 days for less than C$ 700.

What are the cheapest flights from Vancouver to Chicago Midway Airport?

On average you can expect to pay C$ 496 for a flight from Vancouver to Chicago Midway Airport. The cheapest flight overall is C$ 470 while the most popular route, (Vancouver Intl - Chicago Midway) is currently priced at C$ 420.

Other flights to Midway

Alternative routes for Vancouver to Midway

See prices for flight routes from nearby airports that may be better suited for you.
Kelowna to O'Hare Intlfrom C$ 1,103 pp