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Cheap flights from Vancouver to Chicago from $128

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 departing on 12/16. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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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.
8:10 am - 4:45 pmYVR-ORD
6h 35m1 stop
12:52 pm - 6:26 pmORD-YVR
7h 34m1 stop
$257Air Canada
Find Deal
Wed, Dec 4 - Wed, Dec 11
11:00 pm - 11:29 pmYVR-MDW
22h 29m1 stop
6:17 pm - 11:15 amMDW-YVR
18h 58m1 stop
Fri, Dec 6 - Mon, Dec 9
6:30 am - 12:43 pmYVR-ORD
4h 13mnonstop
7:00 am - 6:03 pmORD-YVR
13h 03m1 stop
$275United Airlines
Find Deal
Wed, Dec 25 - Sun, Feb 16
12:44 pm - 11:59 pmYVR-ORD
9h 15m1 stop
7:00 am - 6:03 pmORD-YVR
13h 03m1 stop
$280United Airlines
Find Deal
Wed, Dec 25 - Wed, Feb 19
11:25 am - 11:59 pmYVR-ORD
10h 34m1 stop
6:05 am - 10:35 amORD-YVR
6h 30m1 stop
$309Delta
Find Deal
Fri, Dec 13 - Tue, Dec 17
1:20 pm - 11:47 pmYVR-ORD
8h 27m1 stop
8:00 am - 12:24 pmORD-YVR
6h 24m1 stop
$315Alaska Airlines
Find Deal
Fri, Dec 6 - Mon, Dec 9
7:00 am - 6:32 pmYVR-MDW
9h 32m2 stops
9:38 am - 6:29 pmMDW-YVR
10h 51m2 stops
$328Delta
Find Deal
Fri, Dec 6 - Mon, Dec 9
1:35 pm - 7:23 amYVR-ORD
15h 48m1 stop
7:00 am - 9:29 pmORD-YVR
16h 29m1 stop
$340American Airlines
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Wed, Nov 27 - Sun, Dec 1
7:33 pm - 1:02 pmYVR-ORD
15h 29m2 stops
6:32 am - 12:24 pmORD-YVR
7h 52m1 stop
$351Alaska Airlines
Find Deal
Fri, Dec 6 - Mon, Dec 9
1:35 pm - 7:23 amYVR-ORD
15h 48m1 stop
7:00 am - 9:29 pmORD-YVR
16h 29m1 stop
$378American Airlines
Find Deal
Wed, Nov 27 - Sun, Dec 1
8:35 pm - 4:33 pmYVR-ORD
17h 58m2 stops
Mon, Dec 16
11:00 pm - 11:29 pmYVR-MDW
22h 29m1 stop
Fri, Dec 6
1:50 pm - 7:56 pmYVR-ORD
4h 06mnonstop
$143United Airlines
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Fri, Dec 6
8:10 am - 4:45 pmYVR-ORD
6h 35m1 stop
$148Air Canada
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Wed, Dec 4
8:30 am - 2:39 pmYVR-ORD
4h 09mnonstop
$149Air Canada
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Sat, Feb 1
1:50 pm - 7:56 pmYVR-ORD
4h 06mnonstop
$154United Airlines
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Fri, Dec 6
1:35 pm - 8:25 amYVR-ORD
16h 50m1 stop
$158American Airlines
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Mon, Nov 18
5:40 pm - 8:50 amYVR-MDW
13h 10m2 stops
$160Delta
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Wed, Nov 20
5:40 pm - 9:27 amYVR-ORD
13h 47m2 stops
$160Delta
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Mon, Nov 18
1:30 pm - 12:19 amYVR-ORD
8h 49m1 stop
$559American Airlines
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Mon, Dec 23
8:30 am - 11:05 amYVR-MDW
24h 35m2 stops
11:59 am - 11:15 amMDW-YVR
25h 16m1 stop
Sat, Nov 9 - Wed, Nov 13
1:10 pm - 9:36 amYVR-ORD
18h 26m2 stops
7:10 am - 9:43 pmORD-YVR
16h 33m1 stop
$531United Airlines
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Thu, Nov 7 - Sun, Nov 10
7:00 am - 11:12 pmYVR-ORD
14h 12m2 stops
2:27 pm - 11:15 amORD-YVR
22h 48m1 stop
Sat, Nov 9 - Wed, Nov 13
1:35 pm - 7:23 amYVR-ORD
15h 48m1 stop
6:00 am - 9:29 pmORD-YVR
17h 29m1 stop
$635American Airlines
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Thu, Nov 7 - Sun, Nov 10
4:59 pm - 5:48 pmYVR-ORD
22h 49m2 stops
7:00 am - 4:08 pmORD-YVR
11h 08m2 stops
$693Alaska Airlines
Find Deal
Sat, Nov 9 - Wed, Nov 13
4:59 pm - 12:09 pmYVR-ORD
17h 10m1 stop
1:58 pm - 12:29 pmORD-YVR
24h 31m2 stops
$725Alaska Airlines
Find Deal
Sat, Nov 9 - Sat, Nov 16
4:45 pm - 9:59 amYVR-MDW
15h 14m2 stops
12:43 pm - 4:29 pmMDW-YVR
29h 46m2 stops
$882WestJet
Find Deal
Sat, Nov 9 - Wed, Nov 13
10:30 am - 4:36 pmYVR-ORD
4h 06mnonstop
1:06 pm - 3:50 pmORD-YVR
4h 44mnonstop
$918Air Canada
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Thu, Nov 7 - Sun, Nov 10
8:30 am - 2:39 pmYVR-ORD
4h 09mnonstop
1:06 pm - 3:50 pmORD-YVR
4h 44mnonstop
$962Air Canada
Find Deal
Thu, Nov 7 - Sun, Nov 10
9:00 am - 9:59 amYVR-MDW
22h 59m2 stops
10:41 am - 1:08 amMDW-YVR
40h 27m2 stops
$1,409WestJet
Find Deal
Sat, Nov 9 - Sat, Nov 16
6:30 am - 12:43 pmYVR-ORD
4h 13mnonstop
3:40 pm - 6:13 pmORD-YVR
4h 33mnonstop
$275Air Canada
Find Deal
Wed, Dec 25 - Sun, Feb 16
6:30 am - 12:43 pmYVR-ORD
4h 13mnonstop
1:10 pm - 3:50 pmORD-YVR
4h 40mnonstop
$343Lufthansa
Find Deal
Mon, Dec 30 - Wed, Jan 8
6:30 am - 12:43 pmYVR-ORD
4h 13mnonstop
3:40 pm - 6:13 pmORD-YVR
4h 33mnonstop
$354Air Canada
Find Deal
Wed, Jan 1 - Sun, Feb 16
8:30 am - 2:39 pmYVR-ORD
4h 09mnonstop
3:40 pm - 6:13 pmORD-YVR
4h 33mnonstop
$369Air Canada
Find Deal
Wed, Dec 18 - Thu, Feb 20
6:30 am - 12:43 pmYVR-ORD
4h 13mnonstop
1:11 pm - 3:50 pmORD-YVR
4h 39mnonstop
$398United Airlines
Find Deal
Thu, Dec 26 - Tue, Feb 18
8:30 am - 2:39 pmYVR-ORD
4h 09mnonstop
3:40 pm - 6:13 pmORD-YVR
4h 33mnonstop
$399Air Canada
Find Deal
Tue, Dec 17 - Sat, Feb 15
6:30 am - 12:43 pmYVR-ORD
4h 13mnonstop
1:11 pm - 3:50 pmORD-YVR
4h 39mnonstop
$400United Airlines
Find Deal
Wed, Dec 25 - Tue, Feb 18
10:30 am - 4:36 pmYVR-ORD
4h 06mnonstop
3:40 pm - 6:13 pmORD-YVR
4h 33mnonstop
$422Air Canada
Find Deal
Thu, Nov 28 - Mon, Dec 2
10:30 am - 4:36 pmYVR-ORD
4h 06mnonstop
3:40 pm - 6:13 pmORD-YVR
4h 33mnonstop
$431Air Canada
Find Deal
Thu, Nov 28 - Wed, Dec 11
1:50 pm - 8:03 pmYVR-ORD
4h 13mnonstop
7:46 pm - 10:25 pmORD-YVR
4h 39mnonstop
$454United Airlines
Find Deal
Tue, Apr 8 - Mon, Apr 14

Air Canada flights from Vancouver to Chicago

Our best Air Canada deals on Vancouver to Chicago flight tickets
Air Canada
Dec 4
YVR8:10 amVancouver Intl
6h 35m
1 stop
ORD4:45 pmChicago O'Hare Intl
Dec 11
ORD12:52 pmChicago O'Hare Intl
7h 34m
1 stop
YVR6:26 pmVancouver Intl
Air Canada
Nov 28
YVR8:10 amVancouver Intl
6h 35m
1 stop
ORD4:45 pmChicago O'Hare Intl
Dec 11
ORD12:52 pmChicago O'Hare Intl
7h 34m
1 stop
YVR6:26 pmVancouver Intl
Air Canada
Dec 24
YVR11:00 amVancouver Intl
9h 13m
1 stop
ORD10:13 pmChicago O'Hare Intl
Feb 18
ORD1:04 pmChicago O'Hare Intl
10h 00m
1 stop
YVR9:04 pmVancouver Intl

United Airlines flights from Vancouver to Chicago

Our best United Airlines deals on Vancouver to Chicago flight tickets
United Airlines
Dec 25
YVR6:30 amVancouver Intl
4h 13m
ORD12:43 pmChicago O'Hare Intl
Feb 16
ORD7:00 amChicago O'Hare Intl
13h 03m
1 stop
YVR6:03 pmVancouver Intl
United Airlines
Dec 25
YVR12:44 pmVancouver Intl
9h 15m
1 stop
ORD11:59 pmChicago O'Hare Intl
Feb 19
ORD7:00 amChicago O'Hare Intl
13h 03m
1 stop
YVR6:03 pmVancouver Intl
United Airlines
Dec 30
YVR8:30 amVancouver Intl
11h 00m
1 stop
ORD9:30 pmChicago O'Hare Intl
Jan 8
ORD2:39 pmChicago O'Hare Intl
7h 26m
1 stop
YVR8:05 pmVancouver Intl

How to get the cheapest flight ticket from Vancouver to Chicago

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

What is the typical price of a round-trip flight between Vancouver and Chicago?

What is the cheapest month to fly from Vancouver to Chicago?

September. The cheapest time of year to fly to Chicago from Vancouver is September. Most expensive is January

What is the cheapest day to depart Vancouver for Chicago?

Wednesday. The cheapest day of the week is typically Wednesday. The most expensive is typically Friday

When is the cheapest time to fly from Vancouver to Chicago?

In the afternoon. Vancouver to Chicago flights are approximately 20% more expensive at noon than in the afternoon

What is the cheapest airline that flies to Chicago from Vancouver?

American Airlines. American Airlines, Air Canada, and United Airlines are the most popular carriers operating from Vancouver to Chicago

What is the cheapest Vancouver to Chicago flight route?

Vancouver Intl - Chicago Midway. Fly from Vancouver Intl to Chicago Midway for the best Vancouver - Chicago flight prices

How far in advance should you book Vancouver to Chicago flights?

41 days before. The cheapest time to buy a flight from Vancouver to Chicago is approximately 41 days to departure

How many flights depart from Vancouver to Chicago on average per day?

As of November 2024, 5 flights take off from Vancouver and land in Chicago each day. The most common flight departure time for this route is 8:00AM, with 86% of daily flights taking off at noon.

How many flights depart from Vancouver to Chicago on average per week?

The number of flights available between Vancouver and Chicago is 35 per week as of November 2024. The most frequent departure day is Sunday, with 14% of weekly flights leaving on this day.

Can stopping save me money on Vancouver to Chicago flights?

You could potentially save up to 10% on your flight if you consider stops on a Vancouver to Chicago flight.

Cheap Vancouver to Chicago flight deals and tips

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

Best Price Found

$128

Fastest flight time

4h 06m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Vancouver in the past 72 hours is $128. The best round-trip flight deal from Vancouver to Chicago found on momondo in the last 72 hours is $257.
The fastest flight from Vancouver to Chicago takes 4h 06m
Direct flights go from Vancouver to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

  • How far is Vancouver to Chicago by plane?

    The distance between Vancouver and Chicago is about 1771.2 mi. Typically, this will take 4h 06m by plane in normal conditions.

  • When did momondo last update prices for flights from Vancouver to Chicago?

    Prices for flights from Vancouver to Chicago were last updated today.

  • How many operators does momondo search for flights from Vancouver to Chicago?

  • How old do you have to be to fly from Vancouver to Chicago?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Vancouver to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The necessary travel and health documents for your Chicago 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.


Best airlines flying from Vancouver to Chicago

Compare and see reviews for airlines that fly from Vancouver to Chicago with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $166Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
Air CanadaPriceFrom $187Free CancellationRating
7.0
8,123 reviews
Search Air Canada flights
United AirlinesPriceFrom $288Free CancellationRating
7.4
9,226 reviews
Search United Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Vancouver to Chicago?

Finding the right flight to Chicago from Vancouver is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

Can I find flights from Vancouver to Chicago with flexible booking policies on momondo?

momondo does allow users to show only those flights to Chicago from Vancouver which offer a flexible booking policy as well as other useful filters and features.

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?

Yes momondo offers price alerts on flights to Chicago from Vancouver. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.


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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago