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.

$130 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

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One-way

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Cheap round-trip flights

Enter your travel dates to find the best prices.

7:30 am - 11:09 pmYVR-MDW

13h 39m1 stop

9:09 pm - 4:31 pmMDW-YVR

45h 22m2 stops

$259Multiple Airlines

Find Deal

Mon, Jan 12 - Mon, Jan 19

7:50 pm - 3:20 pmYVR-MDW

17h 30m2 stops

4:15 pm - 11:50 amMDW-YVR

21h 35m1 stop

$311Multiple Airlines

Find Deal

Tue, Mar 31 - Wed, Apr 22

7:37 pm - 8:52 amYVR-MDW

11h 15m2 stops

9:32 am - 6:44 pmMDW-YVR

11h 12m2 stops

$322Delta

Find Deal

Tue, Jan 13 - Sat, Jan 17

5:00 pm - 10:05 amYVR-MDW

15h 05m1 stop

4:15 pm - 11:50 amMDW-YVR

21h 35m1 stop

$340Multiple Airlines

Find Deal

Tue, Mar 31 - Wed, Apr 22

10:30 pm - 11:50 amYVR-MDW

11h 20m1 stop

2:01 pm - 10:20 pmMDW-YVR

34h 19m2 stops

$371Multiple Airlines

Find Deal

Fri, Dec 5 - Sun, Dec 7

5:00 pm - 10:05 amYVR-MDW

15h 05m1 stop

12:45 pm - 12:44 amMDW-YVR

13h 59m1 stop

$383Multiple Airlines

Find Deal

Tue, Jan 13 - Sat, Jan 17

7:37 pm - 8:54 amYVR-MDW

11h 17m2 stops

9:30 am - 8:52 pmMDW-YVR

13h 22m2 stops

$394Delta

Find Deal

Thu, Mar 5 - Tue, Mar 10

11:00 pm - 1:21 pmYVR-MDW

12h 21m1 stop

3:15 pm - 12:40 pmMDW-YVR

23h 25m2 stops

$413Multiple Airlines

Find Deal

Sun, Dec 21 - Fri, Jan 9

5:00 pm - 10:05 amYVR-MDW

15h 05m1 stop

5:00 pm - 9:04 amMDW-YVR

18h 04m2 stops

$416Multiple Airlines

Find Deal

Tue, Jan 13 - Sat, Jan 17

7:37 pm - 8:52 amYVR-MDW

11h 15m2 stops

9:50 am - 8:54 pmMDW-YVR

13h 04m2 stops

$426Delta

Find Deal

Fri, Jan 23 - Fri, Jan 30

Porter Airlines flights from Vancouver to Chicago Midway Airport

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

Porter Airlines

Dec 15

YVR4:20 pmVancouver Intl

15h 45m

1 stop

MDW10:05 amChicago Midway

Dec 24

MDW11:00 amChicago Midway

12h 05m

1 stop

YVR9:05 pmVancouver Intl

$716

Find similar

Porter Airlines

Dec 1

YVR4:20 pmVancouver Intl

15h 45m

1 stop

MDW10:05 amChicago Midway

Dec 3

MDW11:00 amChicago Midway

12h 05m

1 stop

YVR9:05 pmVancouver Intl

$1,036

Find similar

Porter Airlines

Nov 24

YVR4:20 pmVancouver Intl

15h 45m

1 stop

MDW10:05 amChicago Midway

Dec 22

MDW11:00 amChicago Midway

14h 59m

1 stop

YVR11:59 pmVancouver Intl

$1,063

Find similar

WestJet flights from Vancouver to Chicago Midway Airport

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

WestJet

Jan 20

YVR5:00 pmVancouver Intl

22h 29m

2 stops

MDW5:29 pmChicago Midway

Jan 25

MDW9:50 amChicago Midway

13h 25m

2 stops

YVR9:15 pmVancouver Intl

$468

Find similar

WestJet

Mar 27

YVR9:15 pmVancouver Intl

10h 41m

2 stops

MDW9:56 amChicago Midway

Mar 31

MDW10:35 amChicago Midway

12h 33m

2 stops

YVR9:08 pmVancouver Intl

$560

Find similar

WestJet

Mar 27

YVR9:15 pmVancouver Intl

10h 41m

2 stops

MDW9:56 amChicago Midway

Mar 31

MDW9:20 amChicago Midway

13h 48m

2 stops

YVR9:08 pmVancouver Intl

$564

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

Mon 1/12

7:30 am-11:09 pm

1 stop13h 39m

Chicago Midway

Mon 1/19

9:09 pm-4:31 pm

2 stops45h 22m

$259

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Tue 3/31

7:50 pm-3:20 pm

2 stops17h 30m

Chicago Midway

Wed 4/22

4:15 pm-11:50 am

1 stop21h 35m

$311

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Tue 1/13

7:37 pm-8:52 am

2 stops11h 15m

Chicago Midway

Sat 1/17

9:32 am-6:44 pm

2 stops11h 12m

$322

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Tue 3/31

5:00 pm-10:05 am

1 stop15h 05m

Chicago Midway

Wed 4/22

4:15 pm-11:50 am

1 stop21h 35m

$340

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Fri 12/5

10:30 pm-11:50 am

1 stop11h 20m

Chicago Midway

Sun 12/7

2:01 pm-10:20 pm

2 stops34h 19m

$371

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Tue 1/13

5:00 pm-10:05 am

1 stop15h 05m

Chicago Midway

Sat 1/17

12:45 pm-12:44 am

1 stop13h 59m

$383

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Thu 3/5

7:37 pm-8:54 am

2 stops11h 17m

Chicago Midway

Tue 3/10

9:30 am-8:52 pm

2 stops13h 22m

$394

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Sun 12/21

11:00 pm-1:21 pm

1 stop12h 21m

Chicago Midway

Fri 1/9

3:15 pm-12:40 pm

2 stops23h 25m

$413

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Tue 1/13

5:00 pm-10:05 am

1 stop15h 05m

Chicago Midway

Sat 1/17

5:00 pm-9:04 am

2 stops18h 04m

$416

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Fri 1/23

7:37 pm-8:52 am

2 stops11h 15m

Chicago Midway

Fri 1/30

9:50 am-8:54 pm

2 stops13h 04m

$426

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.