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Cheap flights from Vancouver to Chicago from $198

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Vancouver to Chicago departing on 9/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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
6:00 am - 6:19 pmYVR  Vancouver Intl-MDW Chicago Midway
10h 19m1 stop Minneapolis St Paul
Delta Logo
12:27 pm - 10:59 pmMDW  Chicago Midway-YVR Vancouver Intl
12h 32m2 stops Minneapolis St Paul Seattle/Tacoma Intl
$327Delta
Wed, Sep 23 - Wed, Oct 21
Delta Logo
6:00 am - 4:47 pmYVR  Vancouver Intl-MDW Chicago Midway
8h 47m1 stop Minneapolis St Paul
Delta Logo
1:22 pm - 11:14 pmMDW  Chicago Midway-YVR Vancouver Intl
10h 52m2 stops Detroit Metropolitan Wayne County Seattle/Tacoma Intl
$327Delta
Tue, Oct 20 - Tue, Nov 17
Delta Logo
7:36 pm - 8:44 amYVR  Vancouver Intl-MDW Chicago Midway
11h 08m2 stops Seattle/Tacoma Intl Minneapolis St Paul
Delta Logo
10:22 am - 12:59 amMDW  Chicago Midway-YVR Vancouver Intl
15h 37m2 stops Minneapolis St Paul Seattle/Tacoma Intl
$327Delta
Tue, Oct 20 - Tue, Nov 17
Delta Logo
6:00 am - 4:47 pmYVR  Vancouver Intl-MDW Chicago Midway
8h 47m1 stop Minneapolis St Paul
Delta Logo
12:30 pm - 12:59 amMDW  Chicago Midway-YVR Vancouver Intl
13h 29m2 stops Minneapolis St Paul Seattle/Tacoma Intl
$327Delta
Tue, Oct 20 - Wed, Nov 18
Delta Logo
6:00 am - 6:19 pmYVR  Vancouver Intl-MDW Chicago Midway
10h 19m1 stop Minneapolis St Paul
Delta Logo
12:27 pm - 8:33 pmMDW  Chicago Midway-YVR Vancouver Intl
10h 06m1 stop Minneapolis St Paul
$327Delta
Wed, Sep 23 - Wed, Oct 21
Delta Logo
7:36 pm - 8:44 amYVR  Vancouver Intl-MDW Chicago Midway
11h 08m2 stops Seattle/Tacoma Intl Minneapolis St Paul
Delta Logo
12:30 pm - 12:59 amMDW  Chicago Midway-YVR Vancouver Intl
13h 29m2 stops Minneapolis St Paul Seattle/Tacoma Intl
$327Delta
Tue, Oct 20 - Wed, Nov 18
Delta Logo
6:00 am - 6:19 pmYVR  Vancouver Intl-MDW Chicago Midway
10h 19m1 stop Minneapolis St Paul
Delta Logo
12:27 pm - 8:33 pmMDW  Chicago Midway-YVR Vancouver Intl
10h 06m1 stop Minneapolis St Paul
$327Delta
Wed, Sep 23 - Tue, Oct 20
Delta Logo
6:00 am - 6:19 pmYVR  Vancouver Intl-MDW Chicago Midway
10h 19m1 stop Minneapolis St Paul
Delta Logo
12:27 pm - 10:59 pmMDW  Chicago Midway-YVR Vancouver Intl
12h 32m2 stops Minneapolis St Paul Seattle/Tacoma Intl
$327Delta
Wed, Sep 23 - Tue, Oct 20
Delta Logo
7:00 am - 3:47 pmYVR  Vancouver Intl-MDW Chicago Midway
7h 47m1 stop Minneapolis St Paul
Delta Logo
12:30 pm - 11:14 pmMDW  Chicago Midway-YVR Vancouver Intl
11h 44m2 stops Minneapolis St Paul Seattle/Tacoma Intl
$339Delta
Sat, Nov 7 - Tue, Nov 17
Delta Logo
6:00 am - 4:47 pmYVR  Vancouver Intl-MDW Chicago Midway
8h 47m1 stop Minneapolis St Paul
Delta Logo
12:30 pm - 12:59 amMDW  Chicago Midway-YVR Vancouver Intl
13h 29m2 stops Minneapolis St Paul Seattle/Tacoma Intl
$339Delta
Mon, Oct 19 - Wed, Nov 18

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Delta flights from Vancouver to Chicago Midway Airport

Our best Delta deals on Vancouver to Chicago Midway Airport flight tickets
Delta
Sep 23
YVR6:00 amVancouver Intl
10h 19m
1 stop
MDW6:19 pmChicago Midway
Oct 20
MDW12:27 pmChicago Midway
12h 32m
2 stops
YVR10:59 pmVancouver Intl
$327
Delta
Sep 23
YVR6:00 amVancouver Intl
10h 19m
1 stop
MDW6:19 pmChicago Midway
Oct 23
MDW12:27 pmChicago Midway
10h 06m
1 stop
YVR8:33 pmVancouver Intl
$339
Delta
Oct 6
YVR6:00 amVancouver Intl
8h 47m
1 stop
MDW4:47 pmChicago Midway
Oct 10
MDW12:27 pmChicago Midway
10h 06m
1 stop
YVR8:33 pmVancouver Intl
$340

WestJet flights from Vancouver to Chicago Midway Airport

Our best WestJet deals on Vancouver to Chicago Midway Airport flight tickets
WestJet
Aug 13
YVR6:05 amVancouver Intl
10h 01m
1 stop
MDW6:06 pmChicago Midway
Aug 23
MDW1:56 pmChicago Midway
8h 41m
1 stop
YVR8:37 pmVancouver Intl
$638
WestJet
Aug 17
YVR7:30 pmVancouver Intl
12h 29m
2 stops
MDW9:59 amChicago Midway
Aug 22
MDW1:51 pmChicago Midway
8h 41m
1 stop
YVR8:32 pmVancouver Intl
$882
WestJet
Aug 18
YVR6:45 amVancouver Intl
9h 48m
2 stops
MDW6:33 pmChicago Midway
Aug 29
MDW9:24 amChicago Midway
27h 36m
1 stop
YVR11:00 amVancouver Intl
$889

momondo Fare Finder

 
Customize your flight search to find flights from Vancouver to Chicago Midway Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated August 11, 2026.
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

Wed 9/23

6:00 am-6:19 pm

1 stop10h 19m

Chicago Midway

Wed 10/21

12:27 pm-10:59 pm

2 stops12h 32m

$327

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Tue 10/20

6:00 am-4:47 pm

1 stop8h 47m

Chicago Midway

Tue 11/17

1:22 pm-11:14 pm

2 stops10h 52m

$327

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Tue 10/20

7:36 pm-8:44 am

2 stops11h 08m

Chicago Midway

Tue 11/17

10:22 am-12:59 am

2 stops15h 37m

$327

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Tue 10/20

6:00 am-4:47 pm

1 stop8h 47m

Chicago Midway

Wed 11/18

12:30 pm-12:59 am

2 stops13h 29m

$327

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Wed 9/23

6:00 am-6:19 pm

1 stop10h 19m

Chicago Midway

Wed 10/21

12:27 pm-8:33 pm

1 stop10h 06m

$327

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Tue 10/20

7:36 pm-8:44 am

2 stops11h 08m

Chicago Midway

Wed 11/18

12:30 pm-12:59 am

2 stops13h 29m

$327

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Wed 9/23

6:00 am-6:19 pm

1 stop10h 19m

Chicago Midway

Tue 10/20

12:27 pm-8:33 pm

1 stop10h 06m

$327

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Wed 9/23

6:00 am-6:19 pm

1 stop10h 19m

Chicago Midway

Tue 10/20

12:27 pm-10:59 pm

2 stops12h 32m

$327
Quickest round-trip

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Sat 11/7

7:00 am-3:47 pm

1 stop7h 47m

Chicago Midway

Tue 11/17

12:30 pm-11:14 pm

2 stops11h 44m

$339

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Mon 10/19

6:00 am-4:47 pm

1 stop8h 47m

Chicago Midway

Wed 11/18

12:30 pm-12:59 am

2 stops13h 29m

$339

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

Fastest flight time

8h 30m

Direct flights

None
The fastest flight from Vancouver to Chicago Midway Airport takes 8h 30m
There are no direct flights from Vancouver to Chicago Midway Airport. There are no popular flight routes from Vancouver to Chicago Midway Airport.
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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 30m 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
Benton Harbor
Lansing
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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