How do I get Price Alerts for flights from Vancouver to Chicago Midway Airport?

Confirm your travel details to search for the latest offers for flights from Vancouver to Chicago Midway Airport . While browsing offers there will be the option to toggle “Price Alerts”. You’ll then receive updates when prices for the flight route increase or decrease.

How can I save money on flights from Vancouver to Chicago Midway Airport with momondo?

Leverage our AI within our “Price Forecast” tool, which predicts if it’s better to book now or wait until prices decrease. You can strategically pick the best days to fly and save money on your trip by using our “Price Calendar” tool. “Explore” shows an overview of how much it costs to fly to anywhere from a selected city or airport. Our “Discover” content is a great option for travel inspiration and money-saving tips, while “Price Alerts” will update you when prices change, so you can book when fares are right.

How does momondo find its flight prices?

momondo shows deals across 700+ competitors all at once. momondo is active in 30 international markets, so you can have access to a wide range of options from airlines and OTAs alike.

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.

$129 Cheap Flights from Vancouver to Chicago Midway Airport in 2025/26

1 adult

0 bags

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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.

11:00 pm - 11:45 amYVR-MDW

10h 45m1 stop

1:20 pm - 11:12 amMDW-YVR

23h 52m1 stop

$244Multiple Airlines

Find Deal

Sun, Jan 25 - Wed, Jan 28

5:00 pm - 10:10 amYVR-MDW

15h 10m1 stop

1:20 pm - 10:20 pmMDW-YVR

35h 00m2 stops

$267Multiple Airlines

Find Deal

Sun, Jan 25 - Wed, Jan 28

3:45 pm - 7:24 pmYVR-MDW

25h 39m2 stops

11:05 am - 9:15 pmMDW-YVR

12h 10m1 stop

$274Multiple Airlines

Find Deal

Sat, Jan 17 - Thu, Jan 29

7:50 pm - 11:45 amYVR-MDW

13h 55m2 stops

1:20 pm - 11:12 amMDW-YVR

23h 52m1 stop

$343Multiple Airlines

Find Deal

Sat, Jan 31 - Wed, Feb 4

7:37 pm - 8:53 amYVR-MDW

11h 16m2 stops

2:03 pm - 11:51 pmMDW-YVR

11h 48m2 stops

$391Delta

Find Deal

Thu, Mar 5 - Tue, Mar 10

12:13 pm - 11:47 pmYVR-MDW

9h 34m2 stops

1:50 pm - 11:59 pmMDW-YVR

12h 09m2 stops

$423Delta

Find Deal

Thu, Dec 4 - Wed, Dec 10

12:13 pm - 11:47 pmYVR-MDW

9h 34m2 stops

1:50 pm - 10:44 pmMDW-YVR

10h 54m2 stops

$424Delta

Find Deal

Thu, Dec 4 - Wed, Dec 10

3:45 pm - 11:20 amYVR-MDW

17h 35m2 stops

12:33 pm - 11:12 amMDW-YVR

24h 39m1 stop

$461Multiple Airlines

Find Deal

Fri, Mar 13 - Sun, Mar 22

6:20 am - 10:07 pmYVR-MDW

13h 47m2 stops

1:26 pm - 11:59 pmMDW-YVR

12h 33m2 stops

$464Delta

Find Deal

Sat, Jan 17 - Thu, Jan 29

11:00 pm - 9:55 amYVR-MDW

8h 55m1 stop

9:30 am - 6:43 pmMDW-YVR

11h 13m2 stops

$476Delta

Find Deal

Fri, Mar 27 - Tue, Mar 31

Delta flights from Vancouver to Chicago Midway Airport

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

Delta

Mar 5

YVR7:37 pmVancouver Intl

11h 16m

2 stops

MDW8:53 amChicago Midway

Mar 10

MDW2:03 pmChicago Midway

11h 48m

2 stops

YVR11:51 pmVancouver Intl

$391

Find similar

Delta

Dec 4

YVR12:13 pmVancouver Intl

9h 34m

2 stops

MDW11:47 pmChicago Midway

Dec 10

MDW1:50 pmChicago Midway

12h 09m

2 stops

YVR11:59 pmVancouver Intl

$423

Find similar

Delta

Dec 4

YVR12:13 pmVancouver Intl

9h 34m

2 stops

MDW11:47 pmChicago Midway

Dec 10

MDW1:50 pmChicago Midway

10h 54m

2 stops

YVR10:44 pmVancouver Intl

$424

Find similar

WestJet flights from Vancouver to Chicago Midway Airport

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

WestJet

Jan 6

YVR12:30 pmVancouver Intl

22h 39m

3 stops

MDW1:09 pmChicago Midway

Jan 13

MDW9:50 amChicago Midway

25h 14m

2 stops

YVR9:04 amVancouver Intl

$529

Find similar

WestJet

Jan 9

YVR11:45 amVancouver Intl

21h 20m

3 stops

MDW11:05 amChicago Midway

Jan 17

MDW5:00 pmChicago Midway

18h 04m

2 stops

YVR9:04 amVancouver Intl

$543

Find similar

WestJet

Jan 6

YVR12:30 pmVancouver Intl

22h 39m

3 stops

MDW1:09 pmChicago Midway

Jan 13

MDW7:16 pmChicago Midway

27h 59m

3 stops

YVR9:15 pmVancouver Intl

$559

Find similar

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

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Sun 1/25

11:00 pm-11:45 am

1 stop10h 45m

Chicago Midway

Wed 1/28

1:20 pm-11:12 am

1 stop23h 52m

$244

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Sun 1/25

5:00 pm-10:10 am

1 stop15h 10m

Chicago Midway

Wed 1/28

1:20 pm-10:20 pm

2 stops35h 00m

$267

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Sat 1/17

3:45 pm-7:24 pm

2 stops25h 39m

Chicago Midway

Thu 1/29

11:05 am-9:15 pm

1 stop12h 10m

$274

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Sat 1/31

7:50 pm-11:45 am

2 stops13h 55m

Chicago Midway

Wed 2/4

1:20 pm-11:12 am

1 stop23h 52m

$343

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Thu 3/5

7:37 pm-8:53 am

2 stops11h 16m

Chicago Midway

Tue 3/10

2:03 pm-11:51 pm

2 stops11h 48m

$391

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Thu 12/4

12:13 pm-11:47 pm

2 stops9h 34m

Chicago Midway

Wed 12/10

1:50 pm-11:59 pm

2 stops12h 09m

$423

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Thu 12/4

12:13 pm-11:47 pm

2 stops9h 34m

Chicago Midway

Wed 12/10

1:50 pm-10:44 pm

2 stops10h 54m

$424

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Fri 3/13

3:45 pm-11:20 am

2 stops17h 35m

Chicago Midway

Sun 3/22

12:33 pm-11:12 am

1 stop24h 39m

$461

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Sat 1/17

6:20 am-10:07 pm

2 stops13h 47m

Chicago Midway

Thu 1/29

1:26 pm-11:59 pm

2 stops12h 33m

$464

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Fri 3/27

11:00 pm-9:55 am

1 stop8h 55m

Chicago Midway

Tue 3/31

9:30 am-6:43 pm

2 stops11h 13m

$476

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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.

Search flight deals

How far is Vancouver to Chicago Midway by plane?
The straight-line distance from Vancouver to Chicago Midway is 1768.9 mi. 8h 05m 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.

How do I get Price Alerts for flights from Vancouver to Chicago Midway Airport?
Confirm your travel details to search for the latest offers for flights from Vancouver to Chicago Midway Airport. While browsing offers there will be the option to toggle “Price Alerts”. You’ll then receive updates when prices for the flight route increase or decrease.
How can I save money on flights from Vancouver to Chicago Midway Airport with momondo?
Leverage our AI within our “Price Forecast” tool, which predicts if it’s better to book now or wait until prices decrease. You can strategically pick the best days to fly and save money on your trip by using our “Price Calendar” tool. “Explore” shows an overview of how much it costs to fly to anywhere from a selected city or airport. Our “Discover” content is a great option for travel inspiration and money-saving tips, while “Price Alerts” will update you when prices change, so you can book when fares are right.
How does momondo find its flight prices?
momondo shows deals across 700+ competitors all at once. momondo is active in 30 international markets, so you can have access to a wide range of options from airlines and OTAs alike.

Merrillville

New Buffalo

Hammond

Benton Harbor

Saint Joseph

Portage

Lansing

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.