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.

$203 Cheap Flights from Vancouver to Chicago Midway Airport in 2026

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

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.

7:23 am - 5:58 pm

YVR

MDW

8h 35m

2 stops

1:24 pm - 11:01 pm

MDW

YVR

11h 37m

2 stops

$426Delta

Thu, Apr 16 - Wed, Apr 22

7:30 pm - 8:47 am

YVR

MDW

11h 17m

2 stops

1:22 pm - 10:32 pm

MDW

YVR

11h 10m

2 stops

$427Delta

Fri, May 1 - Sat, May 9

7:30 pm - 12:43 pm

YVR

MDW

15h 13m

2 stops

10:41 am - 10:31 pm

MDW

YVR

13h 50m

2 stops

$440Delta

Fri, May 1 - Tue, May 5

7:30 pm - 9:06 am

YVR

MDW

11h 36m

2 stops

1:24 pm - 10:31 pm

MDW

YVR

11h 07m

2 stops

$442Delta

Fri, Apr 17 - Sat, Apr 25

7:30 pm - 8:47 am

YVR

MDW

11h 17m

2 stops

1:59 pm - 8:39 pm

MDW

YVR

8h 40m

1 stop

$459Delta

Mon, May 4 - Mon, May 11

9:27 am - 8:47 am

YVR

MDW

21h 20m

2 stops

1:24 pm - 10:27 am

MDW

YVR

23h 03m

2 stops

$465Delta

Fri, May 1 - Tue, May 5

7:30 pm - 8:46 am

YVR

MDW

11h 16m

2 stops

9:29 am - 6:43 pm

MDW

YVR

11h 14m

2 stops

$487Delta

Thu, Apr 16 - Wed, Apr 22

7:30 pm - 8:46 am

YVR

MDW

11h 16m

2 stops

1:24 pm - 11:01 pm

MDW

YVR

11h 37m

2 stops

$488Delta

Thu, Apr 16 - Thu, Apr 23

7:30 pm - 8:47 am

YVR

MDW

11h 17m

2 stops

9:29 am - 7:10 pm

MDW

YVR

11h 41m

2 stops

$493Delta

Fri, May 1 - Tue, May 5

4:35 pm - 10:14 pm

YVR

MDW

27h 39m

2 stops

12:55 pm - 12:38 am

MDW

YVR

13h 43m

1 stop

$506Multiple Airlines

Fri, Apr 17 - Sat, Apr 25

WestJet flights from Vancouver to Chicago Midway Airport

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

WestJet

May 21

YVR6:00 amVancouver Intl

9h 56m

1 stop

MDW5:56 pmChicago Midway

May 25

MDW1:59 pmChicago Midway

8h 40m

1 stop

YVR8:39 pmVancouver Intl

$676

WestJet

Apr 18

YVR10:30 pmVancouver Intl

12h 13m

2 stops

MDW12:43 pmChicago Midway

Apr 25

MDW9:27 amChicago Midway

13h 41m

2 stops

YVR9:08 pmVancouver Intl

$678

WestJet

Apr 3

YVR4:15 pmVancouver Intl

14h 38m

2 stops

MDW8:53 amChicago Midway

Apr 6

MDW2:05 pmChicago Midway

10h 35m

2 stops

YVR10:40 pmVancouver Intl

$800

Delta flights from Vancouver to Chicago Midway Airport

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

Delta

Apr 16

YVR7:23 amVancouver Intl

8h 35m

2 stops

MDW5:58 pmChicago Midway

Apr 22

MDW1:24 pmChicago Midway

11h 37m

2 stops

YVR11:01 pmVancouver Intl

$426

Delta

May 1

YVR7:30 pmVancouver Intl

11h 17m

2 stops

MDW8:47 amChicago Midway

May 9

MDW1:22 pmChicago Midway

11h 10m

2 stops

YVR10:32 pmVancouver Intl

$427

Delta

May 1

YVR7:30 pmVancouver Intl

15h 13m

2 stops

MDW12:43 pmChicago Midway

May 5

MDW10:41 amChicago Midway

13h 50m

2 stops

YVR10:31 pmVancouver Intl

$440

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

Thu 4/16

7:23 am-5:58 pm

2 stops8h 35m

Chicago Midway

Wed 4/22

1:24 pm-11:01 pm

2 stops11h 37m

$426

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Fri 5/1

7:30 pm-8:47 am

2 stops11h 17m

Chicago Midway

Sat 5/9

1:22 pm-10:32 pm

2 stops11h 10m

$427

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Fri 5/1

7:30 pm-12:43 pm

2 stops15h 13m

Chicago Midway

Tue 5/5

10:41 am-10:31 pm

2 stops13h 50m

$440

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Fri 4/17

7:30 pm-9:06 am

2 stops11h 36m

Chicago Midway

Sat 4/25

1:24 pm-10:31 pm

2 stops11h 07m

$442

Quickest round-trip

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Mon 5/4

7:30 pm-8:47 am

2 stops11h 17m

Chicago Midway

Mon 5/11

1:59 pm-8:39 pm

1 stop8h 40m

$459

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Fri 5/1

9:27 am-8:47 am

2 stops21h 20m

Chicago Midway

Tue 5/5

1:24 pm-10:27 am

2 stops23h 03m

$465

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Thu 4/16

7:30 pm-8:46 am

2 stops11h 16m

Chicago Midway

Wed 4/22

9:29 am-6:43 pm

2 stops11h 14m

$487

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Thu 4/16

7:30 pm-8:46 am

2 stops11h 16m

Chicago Midway

Thu 4/23

1:24 pm-11:01 pm

2 stops11h 37m

$488

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Fri 5/1

7:30 pm-8:47 am

2 stops11h 17m

Chicago Midway

Tue 5/5

9:29 am-7:10 pm

2 stops11h 41m

$493

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Fri 4/17

4:35 pm-10:14 pm

2 stops27h 39m

Chicago Midway

Sat 4/25

12:55 pm-12:38 am

1 stop13h 43m

$506

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

Fastest flight time	10h 18m
Direct flights	None

The fastest flight from Vancouver to Chicago Midway Airport takes 10h 18m

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 1768.8 mi. 10h 18m 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

Saint Joseph

Benton Harbor

Portage

Lansing

Valparaiso

Schererville

Munster

Crown Point

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.