Latest deals
Insights
When to book
FAQs
Price Alerts

Cheap flights from Vancouver Intl Airport to Chicago from $225

1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Vancouver Intl Airport to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
8:30 pm - 4:06 pmYVR  Vancouver Intl-MDW Chicago Midway
18h 36m2 stops Calgary Atlanta Hartsfield-Jackson
Multiple Airlines Logo
10:40 am - 3:00 pmMDW  Chicago Midway-YVR Vancouver Intl
29h 20m3 stops Dallas/Fort Worth Atlanta Hartsfield-Jackson Calgary
$456Multiple Airlines
Wed, Dec 9 - Sat, Dec 12
Delta Logo
8:35 pm - 9:16 amYVR  Vancouver Intl-MDW Chicago Midway
11h 41m2 stops Seattle/Tacoma Intl Detroit Metropolitan Wayne County
Delta Logo
9:56 am - 7:45 pmMDW  Chicago Midway-YVR Vancouver Intl
10h 49m2 stops Minneapolis St Paul Seattle/Tacoma Intl
$467Delta
Wed, Jan 13 - Wed, Jan 20
Delta Logo
7:20 am - 4:41 pmYVR  Vancouver Intl-MDW Chicago Midway
8h 21m2 stops Seattle/Tacoma Intl Minneapolis St Paul
Delta Logo
1:41 pm - 11:56 pmMDW  Chicago Midway-YVR Vancouver Intl
11h 15m2 stops Detroit Metropolitan Wayne County Seattle/Tacoma Intl
$467Delta
Tue, Feb 23 - Tue, Mar 2
Delta Logo
7:16 am - 4:50 pmYVR  Vancouver Intl-MDW Chicago Midway
8h 34m2 stops Seattle/Tacoma Intl Minneapolis St Paul
Delta Logo
9:37 am - 10:12 pmMDW  Chicago Midway-YVR Vancouver Intl
13h 35m2 stops Detroit Metropolitan Wayne County Seattle/Tacoma Intl
$481Delta
Wed, Dec 9 - Sat, Dec 12
Delta Logo
7:16 am - 4:50 pmYVR  Vancouver Intl-MDW Chicago Midway
8h 34m2 stops Seattle/Tacoma Intl Minneapolis St Paul
Delta Logo
12:39 pm - 7:54 pmMDW  Chicago Midway-YVR Vancouver Intl
8h 15m2 stops Minneapolis St Paul Seattle/Tacoma Intl
$492Delta
Sat, Dec 5 - Wed, Dec 9
Delta Logo
7:16 am - 6:01 pmYVR  Vancouver Intl-MDW Chicago Midway
9h 45m2 stops Seattle/Tacoma Intl Detroit Metropolitan Wayne County
Delta Logo
12:39 pm - 11:57 pmMDW  Chicago Midway-YVR Vancouver Intl
12h 18m2 stops Minneapolis St Paul Seattle/Tacoma Intl
$494Delta
Sun, Dec 6 - Tue, Dec 15
Delta Logo
7:16 am - 6:01 pmYVR  Vancouver Intl-MDW Chicago Midway
9h 45m2 stops Seattle/Tacoma Intl Detroit Metropolitan Wayne County
Delta Logo
12:39 pm - 11:57 pmMDW  Chicago Midway-YVR Vancouver Intl
12h 18m2 stops Minneapolis St Paul Seattle/Tacoma Intl
$495Delta
Mon, Dec 7 - Tue, Dec 15
Delta Logo
8:26 am - 6:01 pmYVR  Vancouver Intl-MDW Chicago Midway
8h 35m2 stops Seattle/Tacoma Intl Detroit Metropolitan Wayne County
Delta Logo
1:41 pm - 11:57 pmMDW  Chicago Midway-YVR Vancouver Intl
11h 16m2 stops Detroit Metropolitan Wayne County Seattle/Tacoma Intl
$503Delta
Wed, Dec 2 - Wed, Dec 9
Multiple Airlines Logo
10:15 pm - 4:06 pmYVR  Vancouver Intl-MDW Chicago Midway
16h 51m2 stops Calgary Atlanta Hartsfield-Jackson
Multiple Airlines Logo
10:40 am - 3:00 pmMDW  Chicago Midway-YVR Vancouver Intl
29h 20m3 stops Dallas/Fort Worth Atlanta Hartsfield-Jackson Calgary
$506Multiple Airlines
Sat, Dec 5 - Sat, Dec 12
Delta Logo
8:26 am - 6:01 pmYVR  Vancouver Intl-MDW Chicago Midway
8h 35m2 stops Seattle/Tacoma Intl Detroit Metropolitan Wayne County
Delta Logo
12:39 pm - 11:57 pmMDW  Chicago Midway-YVR Vancouver Intl
12h 18m2 stops Minneapolis St Paul Seattle/Tacoma Intl
$510Delta
Sat, Dec 5 - Mon, Dec 7

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

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

Trusted and free

Trusted and free

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

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

WestJet flights from Vancouver Intl Airport to Chicago Midway Airport

Our best WestJet deals on Vancouver Intl Airport to Chicago Midway Airport flight tickets
WestJet
Dec 1
YVR5:00 amVancouver Intl
10h 50m
2 stops
MDW4:50 pmChicago Midway
Dec 8
MDW5:30 pmChicago Midway
20h 51m
1 stop
YVR1:21 pmVancouver Intl
$547
WestJet
Dec 1
YVR10:15 pmVancouver Intl
11h 13m
2 stops
MDW10:28 amChicago Midway
Dec 8
MDW5:30 pmChicago Midway
20h 51m
1 stop
YVR1:21 pmVancouver Intl
$551
WestJet
Dec 5
YVR2:32 pmVancouver Intl
25h 18m
1 stop
MDW4:50 pmChicago Midway
Dec 7
MDW5:30 pmChicago Midway
20h 51m
1 stop
YVR1:21 pmVancouver Intl
$569

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
Jan 13
YVR8:35 pmVancouver Intl
11h 41m
2 stops
MDW9:16 amChicago Midway
Jan 20
MDW9:56 amChicago Midway
10h 49m
2 stops
YVR7:45 pmVancouver Intl
$467
Delta
Dec 9
YVR7:16 amVancouver Intl
8h 34m
2 stops
MDW4:50 pmChicago Midway
Dec 12
MDW9:37 amChicago Midway
13h 35m
2 stops
YVR10:12 pmVancouver Intl
$481
Delta
Dec 5
YVR7:16 amVancouver Intl
8h 34m
2 stops
MDW4:50 pmChicago Midway
Dec 9
MDW12:39 pmChicago Midway
8h 15m
2 stops
YVR7:54 pmVancouver Intl
$492

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 Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Wed 12/9

8:30 pm-4:06 pm

2 stops18h 36m

Chicago Midway

Sat 12/12

10:40 am-3:00 pm

3 stops29h 20m

$456

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Wed 1/13

8:35 pm-9:16 am

2 stops11h 41m

Chicago Midway

Wed 1/20

9:56 am-7:45 pm

2 stops10h 49m

$467

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Tue 2/23

7:20 am-4:41 pm

2 stops8h 21m

Chicago Midway

Tue 3/2

1:41 pm-11:56 pm

2 stops11h 15m

$467

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Wed 12/9

7:16 am-4:50 pm

2 stops8h 34m

Chicago Midway

Sat 12/12

9:37 am-10:12 pm

2 stops13h 35m

$481
Quickest round-trip

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Sat 12/5

7:16 am-4:50 pm

2 stops8h 34m

Chicago Midway

Wed 12/9

12:39 pm-7:54 pm

2 stops8h 15m

$492

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Sun 12/6

7:16 am-6:01 pm

2 stops9h 45m

Chicago Midway

Tue 12/15

12:39 pm-11:57 pm

2 stops12h 18m

$494

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Mon 12/7

7:16 am-6:01 pm

2 stops9h 45m

Chicago Midway

Tue 12/15

12:39 pm-11:57 pm

2 stops12h 18m

$495

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Wed 12/2

8:26 am-6:01 pm

2 stops8h 35m

Chicago Midway

Wed 12/9

1:41 pm-11:57 pm

2 stops11h 16m

$503

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Sat 12/5

10:15 pm-4:06 pm

2 stops16h 51m

Chicago Midway

Sat 12/12

10:40 am-3:00 pm

3 stops29h 20m

$506

VancouverChicago

YVR Vancouver Intl - MDW Chicago Midway

YVRMDW

Vancouver Intl

Sat 12/5

8:26 am-6:01 pm

2 stops8h 35m

Chicago Midway

Mon 12/7

12:39 pm-11:57 pm

2 stops12h 18m

$510

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Chicago from

How to get the cheapest flight ticket from Vancouver Intl Airport 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

Can stopping save me money on Vancouver Intl Airport to Chicago Midway Airport flights?

You could potentially save up to 29% on your flight if you consider stops on a Vancouver Intl Airport to Chicago Midway Airport flight.

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

Best Price Found

$225

Fastest flight time

11h 05m

Direct flights

None
The best one-way flight to Chicago Midway Airport from Vancouver Intl Airport in the past 72 hours is $225. The best round-trip flight deal from Vancouver Intl Airport to Chicago Midway Airport found on momondo in the last 72 hours is $456.
The fastest flight from Vancouver Intl Airport to Chicago Midway Airport takes 11h 05m
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

Frequently asked questions about flying from Vancouver Intl Airport to Chicago Midway Airport

  • 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 11h 05m.

  • 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.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Portage
Lansing
Benton Harbor
Saint Joseph
Valparaiso
Schererville
Munster
Chesterton
Monticello
Crown Point
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.

An easier way to manage your Chicago Midway Airport trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Wed 12/9
Wed 12/16
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago