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

Confirm your travel details to search for the latest offers for flights from Vancouver Intl Airport 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 does momondo find its flight prices?

We aggregate our prices from over 700+ competitors from airlines to OTAs. We operate in over 30 markets worldwide to show you a wide range of travel options.

How old do you have to be to fly from Vancouver Intl Airport to Chicago Midway Airport?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Vancouver Intl Airport to Chicago Midway Airport.

What documentation or ID do you need to fly to Chicago Midway Airport?

The necessary travel and health documents for your Chicago Midway Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$195 Cheap Flights from Vancouver Intl Airport to Chicago Midway Airport in 2026

1 adult

0 bags

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Find the cheapest flights from Vancouver Intl Airport 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

7:41 pm - 8:42 am

YVR

MDW

11h 01m

2 stops

1:59 pm - 8:39 pm

MDW

YVR

8h 40m

1 stop

$449Delta

Tue, May 19 - Sat, May 30

6:00 am - 5:56 pm

YVR

MDW

9h 56m

1 stop

1:59 pm - 8:39 pm

MDW

YVR

8h 40m

1 stop

$457Delta

Fri, May 22 - Sat, May 30

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

7:41 pm - 8:42 am

YVR

MDW

11h 01m

2 stops

9:22 am - 8:39 pm

MDW

YVR

13h 17m

2 stops

$469Delta

Tue, May 19 - Thu, May 28

5:23 pm - 8:42 am

YVR

MDW

13h 19m

2 stops

9:22 am - 8:39 pm

MDW

YVR

13h 17m

2 stops

$477Delta

Fri, May 22 - Thu, May 28

Porter Airlines flights from Vancouver Intl Airport to Chicago Midway Airport

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

Porter Airlines

Apr 9

YVR10:05 pmVancouver Intl

15h 15m

1 stop

MDW3:20 pmChicago Midway

Apr 15

MDW11:00 amChicago Midway

11h 40m

2 stops

YVR8:40 pmVancouver Intl

$589

Porter Airlines

Apr 16

YVR10:05 pmVancouver Intl

15h 15m

1 stop

MDW3:20 pmChicago Midway

Apr 23

MDW11:00 amChicago Midway

11h 40m

2 stops

YVR8:40 pmVancouver Intl

$592

Porter Airlines

Apr 20

YVR8:30 amVancouver Intl

23h 45m

2 stops

MDW10:15 amChicago Midway

Apr 24

MDW4:05 pmChicago Midway

21h 11m

2 stops

YVR11:16 amVancouver Intl

$657

Delta flights from Vancouver Intl Airport to Chicago Midway Airport

Our best Delta deals on Vancouver Intl Airport 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 Intl Airport 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

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Tue 5/19

7:41 pm-8:42 am

2 stops11h 01m

Chicago Midway

Sat 5/30

1:59 pm-8:39 pm

1 stop8h 40m

$449

Quickest round-trip

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Fri 5/22

6:00 am-5:56 pm

1 stop9h 56m

Chicago Midway

Sat 5/30

1:59 pm-8:39 pm

1 stop8h 40m

$457

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

Tue 5/19

7:41 pm-8:42 am

2 stops11h 01m

Chicago Midway

Thu 5/28

9:22 am-8:39 pm

2 stops13h 17m

$469

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Fri 5/22

5:23 pm-8:42 am

2 stops13h 19m

Chicago Midway

Thu 5/28

9:22 am-8:39 pm

2 stops13h 17m

$477

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

When to book flights from Vancouver Intl Airport to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Vancouver Intl Airport to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Vancouver Intl Airport to Chicago Midway Airport (YVR to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Vancouver Intl Airport to Chicago Midway Airport

Fastest flight time	9h 34m
Direct flights	None

The fastest flight from Vancouver Intl Airport to Chicago Midway Airport takes 9h 34m

There are no direct flights from Vancouver Intl Airport to Chicago Midway Airport. There are no popular flight routes from Vancouver Intl Airport to Chicago Midway Airport.

Search flight deals

How far is Vancouver Intl to Chicago Midway by plane?
The distance between Vancouver Intl and Chicago Midway is about 1771.5 mi. A reasonable flight in good conditions will take 9h 34m.
When did momondo last update prices for flights from Vancouver Intl Airport to Chicago Midway Airport?
Prices for flights from Vancouver Intl Airport to Chicago Midway Airport were last updated today.
How old do you have to be to fly from Vancouver Intl Airport to Chicago Midway Airport?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Vancouver Intl Airport to Chicago Midway Airport.
What documentation or ID do you need to fly to Chicago Midway Airport?
The necessary travel and health documents for your Chicago Midway Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

How do I get Price Alerts for flights from Vancouver Intl Airport to Chicago Midway Airport?
Confirm your travel details to search for the latest offers for flights from Vancouver Intl Airport 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 Intl Airport to Chicago Midway Airport with momondo?
Plan your trips smart with the “Price Forecast” feature, which uses flight data to help you pick the best days to fly for the lowest fares. Our “Price Calendar” helps you get the most for your money by showing you when it’s most advantageous to fly. Curate your own travel experiences for less with “Explore”. Expert travel hacks to fuel your next adventure are a click away with “Discover” by momondo. Set up our “Price Alerts” to track fare changes and book when prices are at their lowest point.
How does momondo find its flight prices?
We aggregate our prices from over 700+ competitors from airlines to OTAs. We operate in over 30 markets worldwide to show you a wide range of travel options.

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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. All flights to Chicago from Vancouver on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Vancouver to Chicago?

momondo provides multiple filters to help you find the best flight to Chicago from Vancouver. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Vancouver to Chicago right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Vancouver to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.