Cheap flights from Vancouver to Chicago from $215

1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Vancouver to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
7:45 am - 10:54 pmYVR  Vancouver Intl-MDW Chicago Midway
14h 09m2 stops Salt Lake City Atlanta Hartsfield-Jackson
Delta Logo
12:39 pm - 10:12 pmMDW  Chicago Midway-YVR Vancouver Intl
10h 33m2 stops Minneapolis St Paul Seattle/Tacoma Intl
$422Delta
Thu, Nov 26 - Sat, Dec 5
Multiple Airlines Logo
8:30 pm - 4:06 pmYVR  Vancouver Intl-MDW Chicago Midway
18h 36m2 stops Calgary Atlanta Hartsfield-Jackson
Multiple Airlines Logo
10:40 am - 3:00 pmMDW  Chicago Midway-YVR Vancouver Intl
29h 20m3 stops Dallas/Fort Worth Atlanta Hartsfield-Jackson Calgary
$456Multiple Airlines
Wed, Dec 9 - Sat, Dec 12
Delta Logo
8:35 pm - 9:16 amYVR  Vancouver Intl-MDW Chicago Midway
11h 41m2 stops Seattle/Tacoma Intl Detroit Metropolitan Wayne County
Delta Logo
9:56 am - 7:45 pmMDW  Chicago Midway-YVR Vancouver Intl
10h 49m2 stops Minneapolis St Paul Seattle/Tacoma Intl
$467Delta
Wed, Jan 13 - Wed, Jan 20
Delta Logo
7:20 am - 4:41 pmYVR  Vancouver Intl-MDW Chicago Midway
8h 21m2 stops Seattle/Tacoma Intl Minneapolis St Paul
Delta Logo
1:41 pm - 11:56 pmMDW  Chicago Midway-YVR Vancouver Intl
11h 15m2 stops Detroit Metropolitan Wayne County Seattle/Tacoma Intl
$467Delta
Tue, Feb 23 - Tue, Mar 2
Delta Logo
7:16 am - 4:50 pmYVR  Vancouver Intl-MDW Chicago Midway
8h 34m2 stops Seattle/Tacoma Intl Minneapolis St Paul
Delta Logo
9:37 am - 10:12 pmMDW  Chicago Midway-YVR Vancouver Intl
13h 35m2 stops Detroit Metropolitan Wayne County Seattle/Tacoma Intl
$481Delta
Wed, Dec 9 - Sat, Dec 12
Delta Logo
7:16 am - 4:50 pmYVR  Vancouver Intl-MDW Chicago Midway
8h 34m2 stops Seattle/Tacoma Intl Minneapolis St Paul
Delta Logo
12:39 pm - 7:54 pmMDW  Chicago Midway-YVR Vancouver Intl
8h 15m2 stops Minneapolis St Paul Seattle/Tacoma Intl
$492Delta
Sat, Dec 5 - Wed, Dec 9
Delta Logo
5:00 am - 4:53 pmYVR  Vancouver Intl-MDW Chicago Midway
10h 53m2 stops Calgary Minneapolis St Paul
Delta Logo
9:56 am - 7:00 pmMDW  Chicago Midway-YVR Vancouver Intl
10h 04m2 stops Minneapolis St Paul Edmonton
$495Delta
Thu, Jan 7 - Mon, Jan 11
Delta Logo
7:16 am - 4:50 pmYVR  Vancouver Intl-MDW Chicago Midway
8h 34m2 stops Seattle/Tacoma Intl Minneapolis St Paul
Delta Logo
12:39 pm - 11:57 pmMDW  Chicago Midway-YVR Vancouver Intl
12h 18m2 stops Minneapolis St Paul Seattle/Tacoma Intl
$510Delta
Thu, Dec 10 - Wed, Dec 16
Delta Logo
7:16 am - 6:01 pmYVR  Vancouver Intl-MDW Chicago Midway
9h 45m2 stops Seattle/Tacoma Intl Detroit Metropolitan Wayne County
Delta Logo
10:24 am - 7:54 pmMDW  Chicago Midway-YVR Vancouver Intl
10h 30m2 stops Minneapolis St Paul Seattle/Tacoma Intl
$514Delta
Fri, Dec 4 - Fri, Dec 11
Delta Logo
8:45 pm - 8:55 amYVR  Vancouver Intl-MDW Chicago Midway
11h 10m2 stops Seattle/Tacoma Intl Minneapolis St Paul
Delta Logo
10:24 am - 10:12 pmMDW  Chicago Midway-YVR Vancouver Intl
12h 48m2 stops Minneapolis St Paul Seattle/Tacoma Intl
$514Delta
Wed, Dec 2 - Sat, Dec 5

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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
Dec 1
YVR5:00 amVancouver Intl
10h 50m
2 stops
MDW4:50 pmChicago Midway
Dec 8
MDW5:30 pmChicago Midway
20h 51m
1 stop
YVR1:21 pmVancouver Intl
$547
WestJet
Dec 1
YVR5:00 amVancouver Intl
10h 50m
2 stops
MDW4:50 pmChicago Midway
Dec 8
MDW5:30 pmChicago Midway
20h 51m
1 stop
YVR1:21 pmVancouver Intl
$548
WestJet
Dec 1
YVR2:32 pmVancouver Intl
25h 18m
1 stop
MDW4:50 pmChicago Midway
Dec 8
MDW12:39 pmChicago Midway
25h 42m
1 stop
YVR1:21 pmVancouver Intl
$551

Delta flights from Vancouver to Chicago Midway Airport

Our best Delta deals on Vancouver to Chicago Midway Airport flight tickets
Delta
Nov 26
YVR7:45 amVancouver Intl
14h 09m
2 stops
MDW10:54 pmChicago Midway
Dec 5
MDW12:39 pmChicago Midway
10h 33m
2 stops
YVR10:12 pmVancouver Intl
$422
Delta
Jan 13
YVR8:35 pmVancouver Intl
11h 41m
2 stops
MDW9:16 amChicago Midway
Jan 20
MDW9:56 amChicago Midway
10h 49m
2 stops
YVR7:45 pmVancouver Intl
$467
Delta
Dec 9
YVR7:16 amVancouver Intl
8h 34m
2 stops
MDW4:50 pmChicago Midway
Dec 12
MDW9:37 amChicago Midway
13h 35m
2 stops
YVR10:12 pmVancouver Intl
$481

momondo Fare Finder

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

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Route

Depart

Return

Price

Cheapest round-trip

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Thu 11/26

7:45 am-10:54 pm

2 stops14h 09m

Chicago Midway

Sat 12/5

12:39 pm-10:12 pm

2 stops10h 33m

$422

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Wed 12/9

8:30 pm-4:06 pm

2 stops18h 36m

Chicago Midway

Sat 12/12

10:40 am-3:00 pm

3 stops29h 20m

$456

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Wed 1/13

8:35 pm-9:16 am

2 stops11h 41m

Chicago Midway

Wed 1/20

9:56 am-7:45 pm

2 stops10h 49m

$467

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Tue 2/23

7:20 am-4:41 pm

2 stops8h 21m

Chicago Midway

Tue 3/2

1:41 pm-11:56 pm

2 stops11h 15m

$467

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Wed 12/9

7:16 am-4:50 pm

2 stops8h 34m

Chicago Midway

Sat 12/12

9:37 am-10:12 pm

2 stops13h 35m

$481
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

Wed 12/9

12:39 pm-7:54 pm

2 stops8h 15m

$492

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Thu 1/7

5:00 am-4:53 pm

2 stops10h 53m

Chicago Midway

Mon 1/11

9:56 am-7:00 pm

2 stops10h 04m

$495

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Thu 12/10

7:16 am-4:50 pm

2 stops8h 34m

Chicago Midway

Wed 12/16

12:39 pm-11:57 pm

2 stops12h 18m

$510

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Fri 12/4

7:16 am-6:01 pm

2 stops9h 45m

Chicago Midway

Fri 12/11

10:24 am-7:54 pm

2 stops10h 30m

$514

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

10:24 am-10:12 pm

2 stops12h 48m

$514

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

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

$215

Fastest flight time

8h 50m

Direct flights

None
The best one-way flight to Chicago Midway Airport from Vancouver in the past 72 hours is $215. The best round-trip flight deal from Vancouver to Chicago Midway Airport found on momondo in the last 72 hours is $422.
The fastest flight from Vancouver to Chicago Midway Airport takes 8h 50m
There are no direct flights from Vancouver to Chicago Midway Airport. There are no popular flight routes from Vancouver to Chicago Midway Airport.

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. 8h 50m 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.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Portage
Lansing
Benton Harbor
Saint Joseph
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.

An easier way to manage your Chicago Midway Airport trip

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1 adult
Thu 12/10
Thu 12/17

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