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.

$207 Cheap Flights from Vancouver to Chicago Midway Airport in 2026

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.

7:30 pm - 8:48 am

YVR

MDW

11h 18m

2 stops

2:00 pm - 10:59 pm

MDW

YVR

10h 59m

2 stops

$331Delta

Tue, Sep 15 - Tue, Sep 29

6:00 am - 6:19 pm

YVR

MDW

10h 19m

1 stop

2:00 pm - 10:34 pm

MDW

YVR

10h 34m

2 stops

$331Delta

Tue, Sep 8 - Tue, Sep 15

6:00 am - 6:19 pm

YVR

MDW

10h 19m

1 stop

9:59 am - 6:40 pm

MDW

YVR

10h 41m

2 stops

$331Delta

Tue, Sep 15 - Tue, Sep 29

6:00 am - 6:19 pm

YVR

MDW

10h 19m

1 stop

2:00 pm - 10:59 pm

MDW

YVR

10h 59m

2 stops

$331Delta

Tue, Sep 15 - Tue, Sep 29

7:15 am - 3:39 pm

YVR

MDW

7h 24m

2 stops

10:22 am - 12:59 am

MDW

YVR

15h 37m

2 stops

$343Delta

Sat, Dec 5 - Wed, Dec 9

6:00 am - 6:19 pm

YVR

MDW

10h 19m

1 stop

12:28 pm - 11:08 pm

MDW

YVR

12h 40m

2 stops

$344Delta

Mon, Oct 5 - Wed, Oct 7

7:30 pm - 8:47 am

YVR

MDW

11h 17m

2 stops

12:28 pm - 11:08 pm

MDW

YVR

12h 40m

2 stops

$344Delta

Mon, Oct 5 - Wed, Oct 7

6:00 am - 4:47 pm

YVR

MDW

8h 47m

1 stop

12:27 pm - 8:33 pm

MDW

YVR

10h 06m

1 stop

$356Delta

Sat, Oct 17 - Mon, Oct 26

6:05 am - 6:24 pm

YVR

MDW

10h 19m

1 stop

12:32 pm - 8:38 pm

MDW

YVR

10h 06m

1 stop

$468WestJet

Mon, Oct 5 - Wed, Oct 14

6:05 am - 6:06 pm

YVR

MDW

10h 01m

1 stop

2:05 pm - 8:31 pm

MDW

YVR

8h 26m

1 stop

$505WestJet

Thu, Sep 3 - Thu, Sep 10

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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

Oct 5

YVR6:05 amVancouver Intl

10h 19m

1 stop

MDW6:24 pmChicago Midway

Oct 14

MDW12:32 pmChicago Midway

10h 06m

1 stop

YVR8:38 pmVancouver Intl

$468

WestJet

Sep 3

YVR6:05 amVancouver Intl

10h 01m

1 stop

MDW6:06 pmChicago Midway

Sep 10

MDW2:05 pmChicago Midway

8h 26m

1 stop

YVR8:31 pmVancouver Intl

$505

WestJet

Sep 26

YVR6:05 amVancouver Intl

9h 59m

1 stop

MDW6:04 pmChicago Midway

Sep 29

MDW2:05 pmChicago Midway

8h 26m

1 stop

YVR8:31 pmVancouver Intl

$542

Delta flights from Vancouver to Chicago Midway Airport

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

Delta

Sep 15

YVR6:00 amVancouver Intl

10h 19m

1 stop

MDW6:19 pmChicago Midway

Sep 29

MDW9:59 amChicago Midway

10h 41m

2 stops

YVR6:40 pmVancouver Intl

$331

Delta

Oct 29

YVR6:00 amVancouver Intl

8h 47m

1 stop

MDW4:47 pmChicago Midway

Nov 4

MDW12:27 pmChicago Midway

11h 06m

1 stop

YVR10:33 pmVancouver Intl

$343

Delta

Oct 5

YVR7:30 pmVancouver Intl

11h 17m

2 stops

MDW8:47 amChicago Midway

Oct 7

MDW12:28 pmChicago Midway

12h 40m

2 stops

YVR11:08 pmVancouver Intl

$344

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 - MDW

YVRMDW

Vancouver Intl

Tue 9/15

7:30 pm-8:48 am

2 stops11h 18m

Chicago Midway

Tue 9/29

2:00 pm-10:59 pm

2 stops10h 59m

$331

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Tue 9/8

6:00 am-6:19 pm

1 stop10h 19m

Chicago Midway

Tue 9/15

2:00 pm-10:34 pm

2 stops10h 34m

$331

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Tue 9/15

6:00 am-6:19 pm

1 stop10h 19m

Chicago Midway

Tue 9/29

9:59 am-6:40 pm

2 stops10h 41m

$331

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Tue 9/15

6:00 am-6:19 pm

1 stop10h 19m

Chicago Midway

Tue 9/29

2:00 pm-10:59 pm

2 stops10h 59m

$331

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Sat 12/5

7:15 am-3:39 pm

2 stops7h 24m

Chicago Midway

Wed 12/9

10:22 am-12:59 am

2 stops15h 37m

$343

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Mon 10/5

6:00 am-6:19 pm

1 stop10h 19m

Chicago Midway

Wed 10/7

12:28 pm-11:08 pm

2 stops12h 40m

$344

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Mon 10/5

7:30 pm-8:47 am

2 stops11h 17m

Chicago Midway

Wed 10/7

12:28 pm-11:08 pm

2 stops12h 40m

$344

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Sat 10/17

6:00 am-4:47 pm

1 stop8h 47m

Chicago Midway

Mon 10/26

12:27 pm-8:33 pm

1 stop10h 06m

$356

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Mon 10/5

6:05 am-6:24 pm

1 stop10h 19m

Chicago Midway

Wed 10/14

12:32 pm-8:38 pm

1 stop10h 06m

$468

Quickest round-trip

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Thu 9/3

6:05 am-6:06 pm

1 stop10h 01m

Chicago Midway

Thu 9/10

2:05 pm-8:31 pm

1 stop8h 26m

$505

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

Fastest flight time	9h 40m
Direct flights	None

The fastest flight from Vancouver to Chicago Midway Airport takes 9h 40m

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 40m 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

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.