Latest deals
Insights
When to book
FAQs
Price Alerts

Cheap flights from Vancouver Intl Airport to Chicago Midway Airport from $142

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Vancouver Intl Airport to Chicago Midway Airport departing on 2/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags
"This year, momondo is the #1 place for airfares on the internet."
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.

Find the cheapest flights from Vancouver Intl Airport to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Vancouver Intl Airport to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Vancouver Intl Airport to Chicago.

Cheap last minute flights

Planning a quick getaway from Vancouver Intl Airport to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Vancouver Intl Airport to Chicago

Find recent round-trip train or bus tickets from Vancouver Intl Airport to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
11:00 pm - 6:26 pmYVR-MDW
17h 26m1 stop
4:16 pm - 11:15 amMDW-YVR
20h 59m1 stop
Wed, Jan 15 - Sun, Jan 19
11:00 pm - 5:18 pmYVR-MDW
16h 18m1 stop
6:17 pm - 4:29 pmMDW-YVR
24h 12m2 stops
Wed, Dec 4 - Mon, Dec 9
11:00 pm - 5:18 pmYVR-MDW
16h 18m1 stop
6:17 pm - 11:15 amMDW-YVR
18h 58m1 stop
Wed, Dec 4 - Mon, Dec 9
11:00 pm - 5:18 pmYVR-MDW
16h 18m1 stop
4:27 pm - 11:15 amMDW-YVR
20h 48m2 stops
Wed, Dec 4 - Mon, Dec 9
11:00 pm - 9:23 amYVR-MDW
8h 23m1 stop
9:20 am - 6:23 pmMDW-YVR
11h 03m2 stops
$467Delta
Find Deal
Tue, Apr 8 - Mon, Apr 14
11:00 pm - 10:12 amYVR-MDW
9h 12m1 stop
10:19 am - 6:23 pmMDW-YVR
10h 04m2 stops
$471Delta
Find Deal
Fri, Feb 14 - Mon, Feb 17
12:55 pm - 5:47 pmYVR-MDW
26h 52m1 stop
10:19 am - 6:23 pmMDW-YVR
10h 04m2 stops
$510WestJet
Find Deal
Fri, Feb 14 - Mon, Feb 17
12:55 pm - 5:47 pmYVR-MDW
26h 52m1 stop
1:26 pm - 11:37 amMDW-YVR
24h 11m1 stop
$524WestJet
Find Deal
Fri, Feb 14 - Mon, Feb 17
7:00 am - 12:10 pmYVR-MDW
27h 10m2 stops
1:05 pm - 9:34 pmMDW-YVR
10h 29m2 stops
$586Porter Airlines
Find Deal
Wed, Feb 19 - Sat, Feb 22
8:45 am - 10:30 amYVR-MDW
23h 45m2 stops
12:05 pm - 9:46 pmMDW-YVR
11h 41m2 stops
$593Porter Airlines
Find Deal
Wed, Dec 4 - Mon, Dec 9
5:55 am - 7:06 pmYVR-MDW
11h 11m2 stops
Wed, Feb 5
9:15 pm - 5:57 pmYVR-MDW
18h 42m2 stops
Tue, Jan 14
3:55 pm - 11:44 amYVR-MDW
17h 49m1 stop
Wed, Feb 5
11:00 pm - 12:33 pmYVR-MDW
11h 33m2 stops
$256Delta
Find Deal
Tue, Apr 8
12:55 pm - 12:46 pmYVR-MDW
21h 51m1 stop
$267WestJet
Find Deal
Tue, Jan 14
10:35 pm - 5:10 pmYVR-MDW
16h 35m2 stops
$270Delta
Find Deal
Mon, Apr 7
12:45 pm - 6:32 pmYVR-MDW
27h 47m1 stop
$286WestJet
Find Deal
Fri, Dec 6
10:05 pm - 10:20 amYVR-MDW
10h 15m1 stop
$317Porter Airlines
Find Deal
Mon, Apr 7
8:45 am - 10:20 amYVR-MDW
23h 35m2 stops
$334Porter Airlines
Find Deal
Mon, Dec 9
11:22 pm - 10:20 pmYVR-MDW
20h 58m3 stops
$513Aeromexico
Find Deal
Fri, Feb 7
11:00 pm - 6:02 pmYVR-MDW
17h 02m1 stop
10:41 am - 10:29 pmMDW-YVR
13h 48m2 stops
$739WestJet
Find Deal
Sun, Nov 24 - Thu, Nov 28
5:55 am - 5:54 pmYVR-MDW
9h 59m2 stops
10:41 am - 10:29 pmMDW-YVR
13h 48m2 stops
$744WestJet
Find Deal
Sun, Nov 24 - Thu, Nov 28
11:00 pm - 9:32 amYVR-MDW
8h 32m1 stop
11:59 am - 11:29 amMDW-YVR
25h 30m1 stop
$745WestJet
Find Deal
Sun, Nov 24 - Thu, Nov 28
12:45 pm - 1:35 pmYVR-MDW
22h 50m1 stop
9:30 am - 6:29 pmMDW-YVR
10h 59m2 stops
$811WestJet
Find Deal
Mon, Nov 25 - Wed, Dec 4
5:40 pm - 8:51 amYVR-MDW
13h 11m2 stops
2:17 pm - 10:58 pmMDW-YVR
10h 41m2 stops
$822Delta
Find Deal
Fri, Nov 22 - Tue, Dec 3
11:00 pm - 9:32 amYVR-MDW
8h 32m1 stop
11:59 am - 11:29 amMDW-YVR
25h 30m1 stop
$836WestJet
Find Deal
Sun, Nov 24 - Thu, Nov 28
11:00 pm - 9:32 amYVR-MDW
8h 32m1 stop
10:41 am - 10:29 pmMDW-YVR
13h 48m2 stops
$888WestJet
Find Deal
Sun, Nov 24 - Thu, Nov 28
10:35 pm - 6:02 pmYVR-MDW
17h 27m2 stops
10:41 am - 10:29 pmMDW-YVR
13h 48m2 stops
$899WestJet
Find Deal
Sun, Nov 24 - Thu, Nov 28
5:40 pm - 8:51 amYVR-MDW
13h 11m2 stops
2:17 pm - 10:58 pmMDW-YVR
10h 41m2 stops
$1,046Delta
Find Deal
Fri, Nov 22 - Tue, Dec 3
7:00 am - 12:00 pmYVR-MDW
27h 00m2 stops
5:35 pm - 9:39 pmMDW-YVR
30h 04m2 stops
$1,757Porter Airlines
Find Deal
Fri, Nov 22 - Sun, Nov 24

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 8
YVR11:00 pmVancouver Intl
8h 23m
1 stop
MDW9:23 amChicago Midway
Apr 14
MDW9:20 amChicago Midway
11h 03m
2 stops
YVR6:23 pmVancouver Intl
Delta
Feb 14
YVR11:00 pmVancouver Intl
9h 12m
1 stop
MDW10:12 amChicago Midway
Feb 17
MDW10:19 amChicago Midway
10h 04m
2 stops
YVR6:23 pmVancouver Intl
Delta
Feb 7
YVR7:29 pmVancouver Intl
11h 25m
2 stops
MDW8:54 amChicago Midway
Feb 15
MDW11:19 amChicago Midway
13h 36m
2 stops
YVR10:55 pmVancouver Intl

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
Feb 14
YVR12:55 pmVancouver Intl
26h 52m
1 stop
MDW5:47 pmChicago Midway
Feb 17
MDW10:19 amChicago Midway
10h 04m
2 stops
YVR6:23 pmVancouver Intl
WestJet
Feb 14
YVR12:55 pmVancouver Intl
26h 52m
1 stop
MDW5:47 pmChicago Midway
Feb 17
MDW1:26 pmChicago Midway
24h 11m
1 stop
YVR11:37 amVancouver Intl
WestJet
Apr 8
YVR11:00 pmVancouver Intl
8h 23m
1 stop
MDW9:23 amChicago Midway
Apr 14
MDW6:45 pmChicago Midway
18h 15m
1 stop
YVR11:00 amVancouver Intl

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 1% 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

$142

Fastest flight time

8h 11m

Direct flights

None
The best one-way flight to Chicago Midway Airport from Vancouver Intl Airport in the past 72 hours is $142. The best round-trip flight deal from Vancouver Intl Airport to Chicago Midway Airport found on momondo in the last 72 hours is $296.
The fastest flight from Vancouver Intl Airport to Chicago Midway Airport takes 8h 11m
There are no direct flights from Vancouver Intl Airport to Chicago Midway Airport. Popular non-direct route for this connection is Vancouver Intl Airport - 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 8h 11m.

  • 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.


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.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
From?
To?
Tue 11/26
Tue 12/3
Email me momondo's favorite deals

Find better results for your trip to Chicago