When did momondo last update prices for flights from Vancouver to Chicago Midway Airport?

Prices for flights from Vancouver to Chicago Midway Airport are updated daily.

How old do you have to be to fly from Vancouver to Chicago Midway Airport?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Vancouver to Chicago Midway Airport.

What documentation or ID do you need to fly to Chicago Midway Airport?

The travel and health documents you'll need for your trip to Chicago Midway Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago Midway Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$199 Cheap Flights from Vancouver to Chicago Midway Airport in 2026/27

Find the cheapest flights from Vancouver to Chicago

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

8:30 pm - 11:33 amYVR Vancouver Intl-MDW Chicago Midway

14h 03m2 stops Calgary Atlanta Hartsfield-Jackson

5:02 pm - 3:00 pmMDW Chicago Midway-YVR Vancouver Intl

22h 58m2 stops Atlanta Hartsfield-Jackson Calgary

$427Multiple Airlines

Tue, Dec 1 - Fri, Dec 4

10:15 pm - 11:33 amYVR Vancouver Intl-MDW Chicago Midway

12h 18m2 stops Calgary Atlanta Hartsfield-Jackson

10:41 am - 3:00 pmMDW Chicago Midway-YVR Vancouver Intl

29h 19m3 stops Dallas/Fort Worth Atlanta Hartsfield-Jackson Calgary

$445Multiple Airlines

Tue, Dec 1 - Fri, Dec 4

8:45 pm - 9:37 amYVR Vancouver Intl-MDW Chicago Midway

11h 52m2 stops Seattle/Tacoma Intl Detroit Metropolitan Wayne County

12:39 pm - 11:57 pmMDW Chicago Midway-YVR Vancouver Intl

12h 18m2 stops Minneapolis St Paul Seattle/Tacoma Intl

$451Delta

Mon, Dec 7 - Fri, Dec 11

8:45 pm - 8:55 amYVR Vancouver Intl-MDW Chicago Midway

11h 10m2 stops Seattle/Tacoma Intl Minneapolis St Paul

9:37 am - 10:12 pmMDW Chicago Midway-YVR Vancouver Intl

13h 35m2 stops Detroit Metropolitan Wayne County Seattle/Tacoma Intl

$451Delta

Wed, Dec 2 - Sat, Dec 5

8:30 pm - 11:33 amYVR Vancouver Intl-MDW Chicago Midway

14h 03m2 stops Calgary Atlanta Hartsfield-Jackson

5:02 pm - 3:00 pmMDW Chicago Midway-YVR Vancouver Intl

22h 58m2 stops Atlanta Hartsfield-Jackson Calgary

$451Multiple Airlines

Fri, Dec 4 - Mon, Dec 7

8:26 am - 6:01 pmYVR Vancouver Intl-MDW Chicago Midway

8h 35m2 stops Seattle/Tacoma Intl Detroit Metropolitan Wayne County

10:24 am - 10:12 pmMDW Chicago Midway-YVR Vancouver Intl

12h 48m2 stops Minneapolis St Paul Seattle/Tacoma Intl

$464Delta

Thu, Dec 3 - Thu, Dec 10

7:16 am - 4:50 pmYVR Vancouver Intl-MDW Chicago Midway

8h 34m2 stops Seattle/Tacoma Intl Minneapolis St Paul

12:39 pm - 10:12 pmMDW Chicago Midway-YVR Vancouver Intl

10h 33m2 stops Minneapolis St Paul Seattle/Tacoma Intl

$464Delta

Sat, Dec 5 - Sat, Dec 12

8:26 am - 6:01 pmYVR Vancouver Intl-MDW Chicago Midway

8h 35m2 stops Seattle/Tacoma Intl Detroit Metropolitan Wayne County

12:39 pm - 10:12 pmMDW Chicago Midway-YVR Vancouver Intl

10h 33m2 stops Minneapolis St Paul Seattle/Tacoma Intl

$487Delta

Thu, Dec 3 - Wed, Dec 9

8:45 pm - 8:55 amYVR Vancouver Intl-MDW Chicago Midway

11h 10m2 stops Seattle/Tacoma Intl Minneapolis St Paul

9:37 am - 10:12 pmMDW Chicago Midway-YVR Vancouver Intl

13h 35m2 stops Detroit Metropolitan Wayne County Seattle/Tacoma Intl

$487Delta

Wed, Dec 2 - Sat, Dec 5

5:00 am - 11:47 pmYVR Vancouver Intl-MDW Chicago Midway

17h 47m2 stops Calgary Atlanta Hartsfield-Jackson

9:09 am - 10:40 pmMDW Chicago Midway-YVR Vancouver Intl

14h 31m2 stops Atlanta Hartsfield-Jackson Calgary

$499Multiple Airlines

Tue, Nov 17 - Mon, Nov 23

Cheap last minute flights

Enter your travel dates to find the best prices.

7:00 am - 4:47 pmYVR Vancouver Intl-MDW Chicago Midway

8h 47m1 stop Minneapolis St Paul

1:31 pm - 10:16 pmMDW Chicago Midway-YVR Vancouver Intl

9h 45m2 stops Detroit Metropolitan Wayne County Seattle/Tacoma Intl

$577Delta

Sun, Nov 8 - Thu, Nov 12

7:00 am - 4:47 pmYVR Vancouver Intl-MDW Chicago Midway

8h 47m1 stop Minneapolis St Paul

1:31 pm - 10:16 pmMDW Chicago Midway-YVR Vancouver Intl

9h 45m2 stops Detroit Metropolitan Wayne County Seattle/Tacoma Intl

$579Delta

Sun, Nov 8 - Thu, Nov 12

8:39 pm - 9:32 amYVR Vancouver Intl-MDW Chicago Midway

11h 53m2 stops Seattle/Tacoma Intl Detroit Metropolitan Wayne County

1:31 pm - 10:16 pmMDW Chicago Midway-YVR Vancouver Intl

9h 45m2 stops Detroit Metropolitan Wayne County Seattle/Tacoma Intl

$678Delta

Sat, Nov 7 - Thu, Nov 12

7:00 am - 4:47 pmYVR Vancouver Intl-MDW Chicago Midway

8h 47m1 stop Minneapolis St Paul

1:31 pm - 10:16 pmMDW Chicago Midway-YVR Vancouver Intl

9h 45m2 stops Detroit Metropolitan Wayne County Seattle/Tacoma Intl

$692Delta

Sat, Nov 7 - Thu, Nov 12

7:00 am - 6:00 pmYVR Vancouver Intl-MDW Chicago Midway

10h 00m2 stops Minneapolis St Paul Detroit Metropolitan Wayne County

1:31 pm - 10:16 pmMDW Chicago Midway-YVR Vancouver Intl

9h 45m2 stops Detroit Metropolitan Wayne County Seattle/Tacoma Intl

$692Delta

Sat, Nov 7 - Thu, Nov 12

7:00 am - 6:00 pmYVR Vancouver Intl-MDW Chicago Midway

10h 00m2 stops Minneapolis St Paul Detroit Metropolitan Wayne County

1:31 pm - 10:16 pmMDW Chicago Midway-YVR Vancouver Intl

9h 45m2 stops Detroit Metropolitan Wayne County Seattle/Tacoma Intl

$721Delta

Sun, Nov 8 - Thu, Nov 12

7:00 am - 11:25 amYVR Vancouver Intl-MDW Chicago Midway

27h 25m2 stops San Francisco Dallas/Fort Worth

6:17 pm - 12:55 amMDW Chicago Midway-YVR Vancouver Intl

31h 38m1 stop Guadalajara Miguel Hidal

$723Multiple Airlines

Sun, Nov 8 - Sun, Nov 15

8:30 pm - 5:47 pmYVR Vancouver Intl-MDW Chicago Midway

20h 17m2 stops Calgary Atlanta Hartsfield-Jackson

6:08 am - 10:45 pmMDW Chicago Midway-YVR Vancouver Intl

17h 37m2 stops Atlanta Hartsfield-Jackson Calgary

$866Multiple Airlines

Sun, Nov 8 - Thu, Nov 12

7:00 am - 4:47 pmYVR Vancouver Intl-MDW Chicago Midway

8h 47m1 stop Minneapolis St Paul

6:42 pm - 3:00 pmMDW Chicago Midway-YVR Vancouver Intl

21h 18m2 stops Atlanta Hartsfield-Jackson Calgary

$927Multiple Airlines

Sat, Nov 7 - Thu, Nov 12

10:15 pm - 5:47 pmYVR Vancouver Intl-MDW Chicago Midway

18h 32m2 stops Calgary Atlanta Hartsfield-Jackson

12:30 pm - 12:40 pmMDW Chicago Midway-YVR Vancouver Intl

25h 10m2 stops Dallas/Fort Worth San Francisco

$1,006Multiple Airlines

Sun, Nov 8 - Sun, Nov 15

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WestJet flights from Vancouver to Chicago Midway Airport

Our best WestJet deals on Vancouver to Chicago Midway Airport flight tickets

WestJet

Nov 21

YVR7:00 pmVancouver Intl

14h 24m

2 stops

MDW10:24 amChicago Midway

Nov 28

MDW10:34 amChicago Midway

12h 36m

2 stops

YVR10:10 pmVancouver Intl

$542

WestJet

Dec 1

YVR7:00 pmVancouver Intl

14h 28m

2 stops

MDW10:28 amChicago Midway

Dec 8

MDW12:39 pmChicago Midway

25h 42m

1 stop

YVR1:21 pmVancouver Intl

$544

WestJet

Nov 21

YVR2:32 pmVancouver Intl

20h 18m

1 stop

MDW11:50 amChicago Midway

Nov 28

MDW10:34 amChicago Midway

12h 36m

2 stops

YVR10:10 pmVancouver Intl

$545

Delta flights from Vancouver to Chicago Midway Airport

Our best Delta deals on Vancouver to Chicago Midway Airport flight tickets

Delta

Dec 2

YVR8:45 pmVancouver Intl

11h 10m

2 stops

MDW8:55 amChicago Midway

Dec 5

MDW9:37 amChicago Midway

13h 35m

2 stops

YVR10:12 pmVancouver Intl

$451

Delta

Dec 2

YVR8:45 pmVancouver Intl

11h 10m

2 stops

MDW8:55 amChicago Midway

Dec 5

MDW9:37 amChicago Midway

13h 35m

2 stops

YVR10:12 pmVancouver Intl

$487

Delta

Nov 13

YVR7:15 amVancouver Intl

8h 24m

2 stops

MDW4:39 pmChicago Midway

Nov 19

MDW12:30 pmChicago Midway

12h 26m

2 stops

YVR11:56 pmVancouver Intl

$511

momondo Fare Finder

Use the filters below to find and compare flights from Vancouver to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Tue 12/1

8:30 pm-11:33 am

2 stops14h 03m

Chicago Midway

Fri 12/4

5:02 pm-3:00 pm

2 stops22h 58m

$427

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Tue 12/1

10:15 pm-11:33 am

2 stops12h 18m

Chicago Midway

Fri 12/4

10:41 am-3:00 pm

3 stops29h 19m

$445

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Mon 12/7

8:45 pm-9:37 am

2 stops11h 52m

Chicago Midway

Fri 12/11

12:39 pm-11:57 pm

2 stops12h 18m

$451

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Wed 12/2

8:45 pm-8:55 am

2 stops11h 10m

Chicago Midway

Sat 12/5

9:37 am-10:12 pm

2 stops13h 35m

$451

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Fri 12/4

8:30 pm-11:33 am

2 stops14h 03m

Chicago Midway

Mon 12/7

5:02 pm-3:00 pm

2 stops22h 58m

$451

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Thu 12/3

8:26 am-6:01 pm

2 stops8h 35m

Chicago Midway

Thu 12/10

10:24 am-10:12 pm

2 stops12h 48m

$464

Quickest round-trip

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Sat 12/5

7:16 am-4:50 pm

2 stops8h 34m

Chicago Midway

Sat 12/12

12:39 pm-10:12 pm

2 stops10h 33m

$464

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Thu 12/3

8:26 am-6:01 pm

2 stops8h 35m

Chicago Midway

Wed 12/9

12:39 pm-10:12 pm

2 stops10h 33m

$487

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Wed 12/2

8:45 pm-8:55 am

2 stops11h 10m

Chicago Midway

Sat 12/5

9:37 am-10:12 pm

2 stops13h 35m

$487

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Tue 11/17

5:00 am-11:47 pm

2 stops17h 47m

Chicago Midway

Mon 11/23

9:09 am-10:40 pm

2 stops14h 31m

$499

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Vancouver to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Vancouver to Chicago Midway?

Delta is the most popular carrier operating from Vancouver to Chicago Midway

Cheap Vancouver to Chicago Midway Airport flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Vancouver to Chicago Midway Airport

Best Price Found	$199
Fastest flight time	9h 49m
Direct flights	None

The best one-way flight to Chicago Midway Airport from Vancouver in the past 72 hours is $199. The best round-trip flight deal from Vancouver to Chicago Midway Airport found on momondo in the last 72 hours is $427.

The fastest flight from Vancouver to Chicago Midway Airport takes 9h 49m

There are no direct flights from Vancouver to Chicago Midway Airport. There are no popular flight routes from Vancouver to Chicago Midway Airport.

Search flight deals

Frequently asked questions about flying from Vancouver to Chicago Midway Airport

How far is Vancouver to Chicago Midway by plane?
The straight-line distance from Vancouver to Chicago Midway is 1768.8 mi. 9h 49m is a normal flight duration for this route.
When did momondo last update prices for flights from Vancouver to Chicago Midway Airport?
Prices for flights from Vancouver to Chicago Midway Airport are updated daily.
How old do you have to be to fly from Vancouver to Chicago Midway Airport?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Vancouver to Chicago Midway Airport.
What documentation or ID do you need to fly to Chicago Midway Airport?
The travel and health documents you'll need for your trip to Chicago Midway Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago Midway Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Merrillville

New Buffalo

Hammond

Portage

Lansing

Saint Joseph

Benton Harbor

Valparaiso

Schererville

Munster

Chesterton

Monticello

Crown Point

Porter

Griffith

Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Vancouver to Chicago?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Vancouver to Chicago for you.

Can I find flights from Vancouver to Chicago with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Chicago from Vancouver with this policy.

How can momondo help me find flights from Vancouver to Chicago?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Vancouver.

I’m not ready to book a flight from Vancouver to Chicago right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Vancouver and alert you when they change.