Cheap flights from Vancouver to Chicago from $120

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 10/21. 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
0 bags

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Cheap round-trip flights

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8:30 pm - 4:00 pmYVR-MDW
17h 30m2 stops
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9:26 pm - 8:48 pmMDW-YVR
25h 22m1 stop
Thu, Oct 2 - Thu, Oct 9
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9:30 am - 11:41 pmYVR-MDW
12h 11m1 stop
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6:15 am - 8:48 pmMDW-YVR
16h 33m1 stop
Sat, Oct 4 - Sat, Oct 25
Delta Logo
7:44 pm - 8:53 amYVR-MDW
11h 09m2 stops
Delta Logo
3:00 pm - 8:35 pmMDW-YVR
7h 35m1 stop
$246Delta
Find Deal
Fri, Oct 3 - Sat, Oct 11
Delta Logo
5:55 am - 5:35 pmYVR-MDW
9h 40m1 stop
Delta Logo
9:20 am - 8:58 pmMDW-YVR
13h 38m2 stops
$247Delta
Find Deal
Sat, Sep 20 - Tue, Sep 23
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9:30 am - 11:41 pmYVR-MDW
12h 11m1 stop
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6:15 am - 8:48 pmMDW-YVR
16h 33m1 stop
Thu, Oct 2 - Sat, Oct 25
 Logo
9:30 am - 11:41 pmYVR-MDW
12h 11m1 stop
 Logo
6:15 am - 8:48 pmMDW-YVR
16h 33m1 stop
Fri, Oct 3 - Sat, Oct 25
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8:30 pm - 3:58 pmYVR-MDW
17h 28m2 stops
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6:15 am - 8:48 pmMDW-YVR
16h 33m1 stop
Wed, Oct 1 - Sat, Oct 25
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9:30 am - 11:41 pmYVR-MDW
12h 11m1 stop
 Logo
12:03 pm - 8:48 pmMDW-YVR
10h 45m1 stop
Thu, Oct 2 - Fri, Oct 24
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8:30 pm - 3:58 pmYVR-MDW
17h 28m2 stops
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6:20 am - 8:48 pmMDW-YVR
16h 28m1 stop
Wed, Oct 1 - Thu, Oct 23
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11:00 pm - 6:39 pmYVR-MDW
17h 39m1 stop
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9:32 am - 8:47 pmMDW-YVR
13h 15m1 stop
Wed, Oct 29 - Mon, Nov 3

Delta flights from Vancouver to Chicago Midway Airport

Our best Delta deals on Vancouver to Chicago Midway Airport flight tickets
Delta
Oct 3
YVR7:44 pmVancouver Intl
11h 09m
2 stops
MDW8:53 amChicago Midway
Oct 11
MDW3:00 pmChicago Midway
7h 35m
1 stop
YVR8:35 pmVancouver Intl
Delta
Sep 20
YVR5:55 amVancouver Intl
9h 40m
1 stop
MDW5:35 pmChicago Midway
Sep 23
MDW9:20 amChicago Midway
13h 38m
2 stops
YVR8:58 pmVancouver Intl
Delta
Oct 8
YVR7:36 pmVancouver Intl
11h 04m
2 stops
MDW8:40 amChicago Midway
Oct 11
MDW11:10 amChicago Midway
25h 40m
2 stops
YVR10:50 amVancouver Intl

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 September 4, 2025.
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

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Thu 10/2

8:30 pm-4:00 pm

2 stops17h 30m

Chicago Midway

Thu 10/9

9:26 pm-8:48 pm

1 stop25h 22m

$239

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Sat 10/4

9:30 am-11:41 pm

1 stop12h 11m

Chicago Midway

Sat 10/25

6:15 am-8:48 pm

1 stop16h 33m

$245

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Fri 10/3

7:44 pm-8:53 am

2 stops11h 09m

Chicago Midway

Sat 10/11

3:00 pm-8:35 pm

1 stop7h 35m

$246

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Sat 9/20

5:55 am-5:35 pm

1 stop9h 40m

Chicago Midway

Tue 9/23

9:20 am-8:58 pm

2 stops13h 38m

$247

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Thu 10/2

9:30 am-11:41 pm

1 stop12h 11m

Chicago Midway

Sat 10/25

6:15 am-8:48 pm

1 stop16h 33m

$262

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Fri 10/3

9:30 am-11:41 pm

1 stop12h 11m

Chicago Midway

Sat 10/25

6:15 am-8:48 pm

1 stop16h 33m

$263

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Wed 10/1

8:30 pm-3:58 pm

2 stops17h 28m

Chicago Midway

Sat 10/25

6:15 am-8:48 pm

1 stop16h 33m

$264

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Thu 10/2

9:30 am-11:41 pm

1 stop12h 11m

Chicago Midway

Fri 10/24

12:03 pm-8:48 pm

1 stop10h 45m

$274

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Wed 10/1

8:30 pm-3:58 pm

2 stops17h 28m

Chicago Midway

Thu 10/23

6:20 am-8:48 pm

1 stop16h 28m

$275

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Wed 10/29

11:00 pm-6:39 pm

1 stop17h 39m

Chicago Midway

Mon 11/3

9:32 am-8:47 pm

1 stop13h 15m

$281

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 and WestJet are the most popular carriers 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

Direct flights

None
There are no direct flights from Vancouver to Chicago Midway Airport. There are no popular flight routes 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 1768.9 mi. 9h 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
Benton Harbor
Saint Joseph
Lansing
Portage
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
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
Tue 9/9
Tue 9/16

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