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.

$204 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.

10:55 pm - 5:51 pmYVR Vancouver Intl-MDW Chicago Midway

16h 56m1 stop Atlanta Hartsfield-Jackson

6:25 am - 7:10 pmMDW Chicago Midway-YVR Vancouver Intl

14h 45m2 stops Atlanta Hartsfield-Jackson Calgary

$336Multiple Airlines

Sun, Oct 4 - Wed, Oct 7

10:55 pm - 5:51 pmYVR Vancouver Intl-MDW Chicago Midway

16h 56m1 stop Atlanta Hartsfield-Jackson

6:25 am - 7:10 pmMDW Chicago Midway-YVR Vancouver Intl

14h 45m2 stops Atlanta Hartsfield-Jackson Calgary

$356Multiple Airlines

Sun, Oct 4 - Wed, Oct 7

10:55 pm - 5:51 pmYVR Vancouver Intl-MDW Chicago Midway

16h 56m1 stop Atlanta Hartsfield-Jackson

6:25 am - 10:45 amMDW Chicago Midway-YVR Vancouver Intl

30h 20m1 stop Atlanta Hartsfield-Jackson

$362Multiple Airlines

Sun, Oct 4 - Wed, Oct 7

10:55 pm - 5:51 pmYVR Vancouver Intl-MDW Chicago Midway

16h 56m1 stop Atlanta Hartsfield-Jackson

6:25 am - 10:45 amMDW Chicago Midway-YVR Vancouver Intl

30h 20m1 stop Atlanta Hartsfield-Jackson

$363Multiple Airlines

Sun, Oct 4 - Wed, Oct 7

10:55 pm - 5:51 pmYVR Vancouver Intl-MDW Chicago Midway

16h 56m1 stop Atlanta Hartsfield-Jackson

6:24 am - 7:10 pmMDW Chicago Midway-YVR Vancouver Intl

14h 46m2 stops Atlanta Hartsfield-Jackson Calgary

$373Multiple Airlines

Sun, Oct 4 - Sun, Oct 11

10:55 pm - 5:51 pmYVR Vancouver Intl-MDW Chicago Midway

16h 56m1 stop Atlanta Hartsfield-Jackson

6:24 am - 7:10 pmMDW Chicago Midway-YVR Vancouver Intl

14h 46m2 stops Atlanta Hartsfield-Jackson Calgary

$373Multiple Airlines

Tue, Oct 6 - Sun, Oct 11

10:55 pm - 5:51 pmYVR Vancouver Intl-MDW Chicago Midway

16h 56m1 stop Atlanta Hartsfield-Jackson

6:40 pm - 10:45 amMDW Chicago Midway-YVR Vancouver Intl

18h 05m1 stop Atlanta Hartsfield-Jackson

$374Multiple Airlines

Tue, Oct 6 - Sun, Oct 11

10:55 pm - 5:51 pmYVR Vancouver Intl-MDW Chicago Midway

16h 56m1 stop Atlanta Hartsfield-Jackson

6:40 pm - 10:45 amMDW Chicago Midway-YVR Vancouver Intl

18h 05m1 stop Atlanta Hartsfield-Jackson

$374Multiple Airlines

Sun, Oct 4 - Sun, Oct 11

6:00 am - 4:47 pmYVR Vancouver Intl-MDW Chicago Midway

8h 47m1 stop Minneapolis St Paul

12:27 pm - 8:33 pmMDW Chicago Midway-YVR Vancouver Intl

10h 06m1 stop Minneapolis St Paul

$376Delta

Sat, Oct 24 - Tue, Oct 27

6:00 am - 4:47 pmYVR Vancouver Intl-MDW Chicago Midway

8h 47m1 stop Minneapolis St Paul

12:27 pm - 9:13 pmMDW Chicago Midway-YVR Vancouver Intl

10h 46m2 stops Minneapolis St Paul Seattle/Tacoma Intl

$376Delta

Sat, Oct 24 - Tue, Oct 27

Cheap last minute flights

Enter your travel dates to find the best prices.

6:00 am - 6:19 pmYVR Vancouver Intl-MDW Chicago Midway

10h 19m1 stop Minneapolis St Paul

2:00 pm - 8:26 pmMDW Chicago Midway-YVR Vancouver Intl

8h 26m1 stop Minneapolis St Paul

$578Delta

Fri, Sep 18 - Tue, Sep 22

6:00 am - 6:19 pmYVR Vancouver Intl-MDW Chicago Midway

10h 19m1 stop Minneapolis St Paul

9:29 am - 8:26 pmMDW Chicago Midway-YVR Vancouver Intl

12h 57m2 stops Detroit Metropolitan Wayne County Minneapolis St Paul

$578Delta

Fri, Sep 18 - Tue, Sep 22

7:30 pm - 8:48 amYVR Vancouver Intl-MDW Chicago Midway

11h 18m2 stops Seattle/Tacoma Intl Minneapolis St Paul

9:29 am - 8:26 pmMDW Chicago Midway-YVR Vancouver Intl

12h 57m2 stops Detroit Metropolitan Wayne County Minneapolis St Paul

$642Delta

Fri, Sep 18 - Tue, Sep 22

2:35 pm - 2:35 pmYVR Vancouver Intl-MDW Chicago Midway

22h 00m2 stops Edmonton Toronto Pearson Intl

6:46 pm - 10:45 amMDW Chicago Midway-YVR Vancouver Intl

17h 59m1 stop Atlanta Hartsfield-Jackson

$688Multiple Airlines

Mon, Sep 21 - Fri, Sep 25

4:50 pm - 11:00 amYVR Vancouver Intl-MDW Chicago Midway

16h 10m1 stop Toronto Pearson Intl

11:45 am - 9:12 pmMDW Chicago Midway-YVR Vancouver Intl

11h 27m2 stops Toronto Island Ottawa

$699Multiple Airlines

Sat, Sep 19 - Sun, Sep 27

10:15 pm - 5:46 pmYVR Vancouver Intl-MDW Chicago Midway

17h 31m2 stops Calgary Atlanta Hartsfield-Jackson

6:46 pm - 10:45 amMDW Chicago Midway-YVR Vancouver Intl

17h 59m1 stop Atlanta Hartsfield-Jackson

$714Multiple Airlines

Mon, Sep 21 - Fri, Sep 25

4:50 pm - 11:00 amYVR Vancouver Intl-MDW Chicago Midway

16h 10m1 stop Toronto Pearson Intl

6:46 pm - 10:45 amMDW Chicago Midway-YVR Vancouver Intl

17h 59m1 stop Atlanta Hartsfield-Jackson

$726Multiple Airlines

Sat, Sep 19 - Sun, Sep 27

11:15 am - 11:00 amYVR Vancouver Intl-MDW Chicago Midway

21h 45m3 stops Edmonton Calgary Toronto Pearson Intl

3:20 pm - 12:44 amMDW Chicago Midway-YVR Vancouver Intl

11h 24m1 stop Toronto Island

$728Multiple Airlines

Mon, Sep 21 - Fri, Sep 25

11:15 pm - 2:35 pmYVR Vancouver Intl-MDW Chicago Midway

13h 20m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Island

3:20 pm - 12:44 amMDW Chicago Midway-YVR Vancouver Intl

11h 24m1 stop Toronto Island

$759Multiple Airlines

Sun, Sep 20 - Fri, Sep 25

12:50 pm - 11:00 amYVR Vancouver Intl-MDW Chicago Midway

20h 10m1 stop Toronto Pearson Intl

6:46 pm - 10:45 amMDW Chicago Midway-YVR Vancouver Intl

17h 59m1 stop Atlanta Hartsfield-Jackson

$769Multiple Airlines

Mon, Sep 21 - Fri, Sep 25

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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

Oct 24

YVR6:00 amVancouver Intl

8h 47m

1 stop

MDW4:47 pmChicago Midway

Oct 27

MDW12:27 pmChicago Midway

10h 46m

2 stops

YVR9:13 pmVancouver Intl

$376

Delta

Oct 24

YVR6:00 amVancouver Intl

8h 47m

1 stop

MDW4:47 pmChicago Midway

Oct 27

MDW12:27 pmChicago Midway

10h 06m

1 stop

YVR8:33 pmVancouver Intl

$377

Delta

Oct 7

YVR6:00 amVancouver Intl

8h 47m

1 stop

MDW4:47 pmChicago Midway

Oct 14

MDW12:27 pmChicago Midway

10h 06m

1 stop

YVR8:33 pmVancouver Intl

$378

Porter Airlines flights from Vancouver to Chicago Midway Airport

Our best Porter Airlines deals on Vancouver to Chicago Midway Airport flight tickets

Porter Airlines

Sep 28

YVR9:55 pmVancouver Intl

14h 40m

2 stops

MDW2:35 pmChicago Midway

Oct 2

MDW11:45 amChicago Midway

11h 30m

2 stops

YVR9:15 pmVancouver Intl

$646

Porter Airlines

Sep 27

YVR9:55 pmVancouver Intl

11h 05m

2 stops

MDW11:00 amChicago Midway

Oct 2

MDW11:45 amChicago Midway

11h 30m

2 stops

YVR9:15 pmVancouver Intl

$857

Porter Airlines

Sep 25

YVR9:55 pmVancouver Intl

35h 05m

2 stops

MDW11:00 amChicago Midway

Sep 27

MDW3:20 pmChicago Midway

31h 52m

2 stops

YVR9:12 pmVancouver Intl

$865

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

Sun 10/4

10:55 pm-5:51 pm

1 stop16h 56m

Chicago Midway

Wed 10/7

6:25 am-7:10 pm

2 stops14h 45m

$336

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Sun 10/4

10:55 pm-5:51 pm

1 stop16h 56m

Chicago Midway

Wed 10/7

6:25 am-7:10 pm

2 stops14h 45m

$356

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Sun 10/4

10:55 pm-5:51 pm

1 stop16h 56m

Chicago Midway

Wed 10/7

6:25 am-10:45 am

1 stop30h 20m

$362

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Sun 10/4

10:55 pm-5:51 pm

1 stop16h 56m

Chicago Midway

Wed 10/7

6:25 am-10:45 am

1 stop30h 20m

$363

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Sun 10/4

10:55 pm-5:51 pm

1 stop16h 56m

Chicago Midway

Sun 10/11

6:24 am-7:10 pm

2 stops14h 46m

$373

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Tue 10/6

10:55 pm-5:51 pm

1 stop16h 56m

Chicago Midway

Sun 10/11

6:24 am-7:10 pm

2 stops14h 46m

$373

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Tue 10/6

10:55 pm-5:51 pm

1 stop16h 56m

Chicago Midway

Sun 10/11

6:40 pm-10:45 am

1 stop18h 05m

$374

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Sun 10/4

10:55 pm-5:51 pm

1 stop16h 56m

Chicago Midway

Sun 10/11

6:40 pm-10:45 am

1 stop18h 05m

$374

Quickest round-trip

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Sat 10/24

6:00 am-4:47 pm

1 stop8h 47m

Chicago Midway

Tue 10/27

12:27 pm-8:33 pm

1 stop10h 06m

$376

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Sat 10/24

6:00 am-4:47 pm

1 stop8h 47m

Chicago Midway

Tue 10/27

12:27 pm-9:13 pm

2 stops10h 46m

$376

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	$204
Fastest flight time	7h 35m
Direct flights	None

The best one-way flight to Chicago Midway Airport from Vancouver in the past 72 hours is $204. The best round-trip flight deal from Vancouver to Chicago Midway Airport found on momondo in the last 72 hours is $336.

The fastest flight from Vancouver to Chicago Midway Airport takes 7h 35m

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. 7h 35m 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

Porter

Crown Point

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.