Latest deals
Insights
FAQs
Price Alerts

Cheap flights from Vancouver 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 to Chicago Midway Airport departing on 1/21. 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 to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Vancouver 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 to Chicago.

Cheap last minute flights

Planning a quick getaway from Vancouver 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 to Chicago

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

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
11:00 pm - 3:33 pmYVR-MDW
14h 33m1 stop
7:21 pm - 4:29 pmMDW-YVR
23h 08m2 stops
Sun, Jan 12 - Thu, Jan 16
11:00 pm - 5:18 pmYVR-MDW
16h 18m1 stop
12:57 pm - 11:15 amMDW-YVR
24h 18m1 stop
Wed, Dec 4 - Wed, Dec 11
3:55 pm - 11:48 amYVR-MDW
17h 53m1 stop
12:43 pm - 10:30 pmMDW-YVR
11h 47m1 stop
Thu, Dec 12 - Mon, Dec 16
9:15 am - 8:12 pmYVR-MDW
8h 57m1 stop
8:15 am - 10:30 pmMDW-YVR
16h 15m2 stops
Mon, Jan 27 - Wed, Jan 29
7:29 pm - 8:54 amYVR-MDW
11h 25m2 stops
10:19 am - 6:29 pmMDW-YVR
10h 10m2 stops
$344Delta
Find Deal
Sun, Jan 12 - Thu, Jan 16
5:45 pm - 8:50 amYVR-MDW
13h 05m2 stops
1:30 pm - 10:51 pmMDW-YVR
11h 21m2 stops
$441Delta
Find Deal
Fri, Dec 6 - Wed, Dec 11
10:55 pm - 12:00 pmYVR-MDW
11h 05m1 stop
11:15 am - 9:46 pmMDW-YVR
12h 31m2 stops
$520Porter Airlines
Find Deal
Fri, Dec 6 - Tue, Dec 10
8:45 am - 12:10 pmYVR-MDW
25h 25m2 stops
1:05 pm - 9:34 pmMDW-YVR
34h 29m2 stops
$576Porter Airlines
Find Deal
Tue, Jan 14 - Fri, Jan 17
11:00 pm - 9:23 amYVR-MDW
8h 23m1 stop
9:20 am - 6:23 pmMDW-YVR
11h 03m2 stops
$586WestJet
Find Deal
Tue, Apr 8 - Mon, Apr 14
1:15 pm - 6:11 pmYVR-MDW
26h 56m1 stop
2:00 pm - 7:22 pmMDW-YVR
31h 22m2 stops
$596WestJet
Find Deal
Thu, Mar 27 - Mon, Mar 31
9:15 pm - 7:06 pmYVR-MDW
19h 51m2 stops
Tue, Jan 21
9:15 pm - 5:57 pmYVR-MDW
18h 42m2 stops
Tue, Jan 7
11:00 pm - 3:43 pmYVR-MDW
14h 43m1 stop
Sun, Feb 9
6:15 am - 6:32 pmYVR-MDW
10h 17m2 stops
$247Delta
Find Deal
Fri, Dec 13
11:00 pm - 11:59 amYVR-MDW
10h 59m1 stop
$254Delta
Find Deal
Tue, Apr 1
8:45 am - 12:00 pmYVR-MDW
25h 15m2 stops
$303Porter Airlines
Find Deal
Fri, Dec 6
11:00 pm - 11:59 amYVR-MDW
10h 59m1 stop
$313KLM
Find Deal
Sun, Mar 16
8:45 am - 10:20 amYVR-MDW
23h 35m2 stops
$315Porter Airlines
Find Deal
Mon, Dec 9
5:55 am - 10:06 pmYVR-MDW
14h 11m2 stops
$351WestJet
Find Deal
Mon, Dec 16
1:15 pm - 1:20 pmYVR-MDW
22h 05m1 stop
$355WestJet
Find Deal
Fri, Mar 28
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
5:40 pm - 8:51 amYVR-MDW
13h 11m2 stops
9:30 am - 6:29 pmMDW-YVR
10h 59m2 stops
$826Delta
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
$846WestJet
Find Deal
Sun, Nov 24 - Thu, Nov 28
7:35 pm - 6:02 pmYVR-MDW
20h 27m2 stops
10:41 am - 12:04 amMDW-YVR
15h 23m2 stops
$884WestJet
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
10:55 pm - 12:00 pmYVR-MDW
11h 05m1 stop
7:55 pm - 6:55 pmMDW-YVR
25h 00m1 stop
Fri, Nov 22 - Sun, Nov 24
7:00 am - 10:20 amYVR-MDW
25h 20m2 stops
12:05 pm - 9:39 pmMDW-YVR
11h 34m2 stops
$965Porter Airlines
Find Deal
Mon, Nov 25 - Wed, Dec 4
4:20 pm - 10:20 amYVR-MDW
16h 00m1 stop
5:35 pm - 11:40 amMDW-YVR
20h 05m1 stop
$1,070Porter Airlines
Find Deal
Sun, Nov 24 - Mon, Nov 25
9:15 am - 7:50 pmYVR-MDW
8h 35m1 stop
10:21 pm - 10:30 pmMDW-YVR
26h 09m2 stops
$1,149
Find Deal
Thu, Nov 21 - Fri, Nov 22

Delta flights from Vancouver to Chicago Midway Airport

Our best Delta deals on Vancouver to Chicago Midway Airport flight tickets
Delta
Jan 12
YVR7:29 pmVancouver Intl
11h 25m
2 stops
MDW8:54 amChicago Midway
Jan 16
MDW10:19 amChicago Midway
10h 10m
2 stops
YVR6:29 pmVancouver Intl
Delta
Dec 6
YVR5:45 pmVancouver Intl
13h 05m
2 stops
MDW8:50 amChicago Midway
Dec 11
MDW1:30 pmChicago Midway
11h 21m
2 stops
YVR10:51 pmVancouver Intl
Delta
Dec 4
YVR7:00 amVancouver Intl
9h 32m
2 stops
MDW6:32 pmChicago Midway
Dec 11
MDW1:30 pmChicago Midway
11h 21m
2 stops
YVR10:51 pmVancouver Intl

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 6
YVR10:55 pmVancouver Intl
11h 05m
1 stop
MDW12:00 pmChicago Midway
Dec 10
MDW11:15 amChicago Midway
12h 31m
2 stops
YVR9:46 pmVancouver Intl
Porter Airlines
Jan 14
YVR8:45 amVancouver Intl
25h 25m
2 stops
MDW12:10 pmChicago Midway
Jan 17
MDW1:05 pmChicago Midway
34h 29m
2 stops
YVR9:34 pmVancouver Intl
Porter Airlines
Dec 17
YVR4:20 pmVancouver Intl
16h 50m
1 stop
MDW11:10 amChicago Midway
Dec 24
MDW11:15 amChicago Midway
11h 46m
2 stops
YVR9:01 pmVancouver Intl

See travel insights to Chicago from

How to get the cheapest flight ticket from Vancouver 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 to Chicago Midway Airport flights?

You could potentially save up to 3% on your flight if you consider stops on a Vancouver to Chicago Midway Airport flight.

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

Best Price Found

$142

Fastest flight time

8h 11m

Direct flights

None
The best one-way flight to Chicago Midway Airport from Vancouver in the past 72 hours is $142. The best round-trip flight deal from Vancouver to Chicago Midway Airport found on momondo in the last 72 hours is $276.
The fastest flight from Vancouver to Chicago Midway Airport takes 8h 11m
There are no direct flights from Vancouver to Chicago Midway Airport. Popular non-direct route for this connection is Vancouver Intl Airport - Chicago Midway Airport.

  • How far is Vancouver to Chicago Midway by plane?

    The straight-line distance from Vancouver to Chicago Midway is 1768.9 mi. 8h 11m 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.


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.


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?
Mon 11/25
Mon 12/2
Email me momondo's favorite deals

Find better results for your trip to Chicago