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Cheap flights from Vancouver to Chicago from $132

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 1/27. 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.
7:45 pm - 3:56 pmYVR-ORD
18h 11m1 stop
4:45 pm - 10:25 pmORD-YVR
7h 40m1 stop
sam., avr. 19 - jeu., avr. 24
6:15 pm - 12:45 pmYVR-ORD
16h 30m2 stops
6:20 am - 4:36 pmORD-YVR
12h 16m1 stop
mar., févr. 4 - sam., févr. 8
10:40 pm - 8:57 amYVR-ORD
8h 17m1 stop
3:40 pm - 6:13 pmORD-YVR
4h 33mnonstop
$266Air Canada
Find Deal
lun., janv. 13 - lun., janv. 20
6:30 am - 3:56 pmYVR-ORD
7h 26m1 stop
4:45 pm - 10:25 pmORD-YVR
7h 40m1 stop
$267WestJet
Find Deal
jeu., mars 13 - lun., mars 17
10:40 pm - 10:10 amYVR-ORD
9h 30m1 stop
3:40 pm - 6:13 pmORD-YVR
4h 33mnonstop
$268Air Canada
Find Deal
lun., janv. 27 - jeu., janv. 30
6:15 pm - 12:45 pmYVR-ORD
16h 30m2 stops
1:39 pm - 10:30 pmORD-YVR
10h 51m1 stop
mar., févr. 4 - dim., févr. 9
6:30 am - 12:44 pmYVR-ORD
4h 14mnonstop
8:06 pm - 10:52 pmORD-YVR
4h 46mnonstop
$270United Airlines
Find Deal
lun., mars 10 - mar., mars 18
5:55 am - 3:56 pmYVR-ORD
8h 01m1 stop
4:45 pm - 12:01 amORD-YVR
9h 16m1 stop
$274WestJet
Find Deal
dim., mars 9 - dim., mars 16
10:30 am - 4:38 pmYVR-ORD
4h 08mnonstop
3:40 pm - 6:13 pmORD-YVR
4h 33mnonstop
$277United Airlines
Find Deal
mar., févr. 4 - ven., févr. 7
1:40 pm - 8:25 amYVR-ORD
16h 45m1 stop
1:13 pm - 9:24 pmORD-YVR
10h 11m1 stop
$377American Airlines
Find Deal
jeu., janv. 16 - mer., janv. 22
6:15 pm - 4:16 pmYVR-MDW
20h 01m2 stops
lun., janv. 27
6:15 pm - 7:06 pmYVR-MDW
22h 51m2 stops
mar., janv. 28
5:55 am - 3:56 pmYVR-ORD
8h 01m1 stop
$138WestJet
Find Deal
jeu., févr. 20
5:45 pm - 3:56 pmYVR-ORD
20h 11m1 stop
$145WestJet
Find Deal
mer., mars 19
8:30 am - 2:39 pmYVR-ORD
4h 09mnonstop
$147United Airlines
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jeu., janv. 23
6:30 am - 12:44 pmYVR-ORD
4h 14mnonstop
$148Air Canada
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mer., févr. 19
8:30 am - 6:38 pmYVR-ORD
8h 08m1 stop
$153Air Canada
Find Deal
sam., janv. 18
3:30 pm - 9:38 amYVR-ORD
16h 08m1 stop
$163United Airlines
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mer., janv. 8
7:29 pm - 8:54 amYVR-MDW
11h 25m2 stops
$163Delta
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mer., janv. 22
7:29 pm - 9:16 amYVR-ORD
11h 47m2 stops
$164Delta
Find Deal
mer., janv. 22
10:40 pm - 8:57 amYVR-ORD
8h 17m1 stop
12:56 pm - 6:26 pmORD-YVR
7h 30m1 stop
$342Air Canada
Find Deal
lun., déc. 23 - mar., déc. 24
6:30 am - 12:43 pmYVR-ORD
4h 13mnonstop
9:40 pm - 10:31 amORD-YVR
14h 51m1 stop
$435United Airlines
Find Deal
lun., déc. 23 - lun., déc. 23
3:30 pm - 11:51 pmYVR-ORD
6h 21m1 stop
8:02 pm - 10:52 pmORD-YVR
4h 50mnonstop
$441United Airlines
Find Deal
mar., déc. 24 - jeu., déc. 26
8:10 pm - 10:54 amYVR-ORD
12h 44m2 stops
8:02 pm - 10:52 pmORD-YVR
4h 50mnonstop
$443Air Canada
Find Deal
mar., déc. 24 - jeu., déc. 26
7:00 am - 10:52 pmYVR-ORD
13h 52m2 stops
10:05 am - 10:55 pmORD-YVR
14h 50m2 stops
$523Delta
Find Deal
jeu., déc. 26 - lun., déc. 30
7:00 am - 10:52 pmYVR-ORD
13h 52m2 stops
10:05 am - 10:55 pmORD-YVR
14h 50m2 stops
$526Delta
Find Deal
jeu., déc. 26 - lun., déc. 30
7:00 am - 5:31 pmYVR-ORD
8h 31m1 stop
8:32 pm - 12:35 pmORD-YVR
18h 03m1 stop
$641American Airlines
Find Deal
lun., déc. 23 - lun., déc. 23
7:41 pm - 5:30 amYVR-ORD
7h 49m2 stops
2:01 pm - 11:55 pmORD-YVR
11h 54m2 stops
$827Alaska Airlines
Find Deal
mer., déc. 25 - mer., janv. 1
6:00 am - 5:30 amYVR-ORD
21h 30m2 stops
2:01 pm - 11:55 pmORD-YVR
11h 54m2 stops
$830Alaska Airlines
Find Deal
jeu., déc. 26 - mer., janv. 1
1:30 pm - 12:19 amYVR-ORD
8h 49m1 stop
5:00 am - 9:25 pmORD-YVR
18h 25m1 stop
$954American Airlines
Find Deal
dim., déc. 22 - ven., déc. 27
6:30 am - 12:44 pmYVR-ORD
4h 14mnonstop
8:06 pm - 10:52 pmORD-YVR
4h 46mnonstop
$270United Airlines
Find Deal
lun., mars 10 - mar., mars 18
10:30 am - 4:38 pmYVR-ORD
4h 08mnonstop
1:10 pm - 3:50 pmORD-YVR
4h 40mnonstop
$273Austrian Airlines
Find Deal
mar., févr. 4 - mar., févr. 11
10:30 am - 4:38 pmYVR-ORD
4h 08mnonstop
3:40 pm - 6:13 pmORD-YVR
4h 33mnonstop
$277United Airlines
Find Deal
mar., févr. 4 - ven., févr. 7
10:30 am - 4:38 pmYVR-ORD
4h 08mnonstop
1:10 pm - 3:50 pmORD-YVR
4h 40mnonstop
$278United Airlines
Find Deal
mar., févr. 4 - mar., févr. 11
10:30 am - 4:38 pmYVR-ORD
4h 08mnonstop
3:40 pm - 6:13 pmORD-YVR
4h 33mnonstop
$279United Airlines
Find Deal
jeu., janv. 16 - mer., janv. 22
6:30 am - 12:44 pmYVR-ORD
4h 14mnonstop
3:40 pm - 6:13 pmORD-YVR
4h 33mnonstop
$337United Airlines
Find Deal
sam., févr. 15 - lun., févr. 17
6:30 am - 12:44 pmYVR-ORD
4h 14mnonstop
8:52 am - 11:33 amORD-YVR
4h 41mnonstop
$378Air Canada
Find Deal
mar., mars 25 - mar., avr. 1
10:30 am - 4:38 pmYVR-ORD
4h 08mnonstop
3:40 pm - 6:13 pmORD-YVR
4h 33mnonstop
$379Air Canada
Find Deal
lun., janv. 13 - lun., janv. 20
8:30 am - 2:39 pmYVR-ORD
4h 09mnonstop
3:40 pm - 6:13 pmORD-YVR
4h 33mnonstop
$385Air Canada
Find Deal
lun., févr. 3 - lun., févr. 10
6:30 am - 12:44 pmYVR-ORD
4h 14mnonstop
3:40 pm - 6:13 pmORD-YVR
4h 33mnonstop
$387Air Canada
Find Deal
lun., mars 10 - mer., mars 19

United Airlines flights from Vancouver to Chicago

Our best United Airlines deals on Vancouver to Chicago flight tickets
United Airlines
Mar 10
YVR6:30 amVancouver Intl
4h 14m
ORD12:44 pmChicago O'Hare Intl
Mar 18
ORD8:06 pmChicago O'Hare Intl
4h 46m
YVR10:52 pmVancouver Intl
United Airlines
Feb 4
YVR10:30 amVancouver Intl
4h 08m
ORD4:38 pmChicago O'Hare Intl
Feb 7
ORD3:40 pmChicago O'Hare Intl
4h 33m
YVR6:13 pmVancouver Intl
United Airlines
Mar 10
YVR6:30 amVancouver Intl
4h 14m
ORD12:44 pmChicago O'Hare Intl
Mar 16
ORD7:10 amChicago O'Hare Intl
12h 53m
1 stop
YVR6:03 pmVancouver Intl

Alaska Airlines flights from Vancouver to Chicago

Our best Alaska Airlines deals on Vancouver to Chicago flight tickets
Alaska Airlines
Feb 4
YVR4:59 pmVancouver Intl
18h 08m
2 stops
ORD1:07 pmChicago O'Hare Intl
Feb 11
ORD3:03 pmChicago O'Hare Intl
10h 52m
1 stop
YVR11:55 pmVancouver Intl
Alaska Airlines
Feb 4
YVR4:59 pmVancouver Intl
18h 08m
2 stops
ORD1:07 pmChicago O'Hare Intl
Feb 7
ORD6:55 pmChicago O'Hare Intl
19h 34m
2 stops
YVR12:29 pmVancouver Intl
Alaska Airlines
Apr 8
YVR7:33 pmVancouver Intl
26h 26m
1 stop
ORD11:59 pmChicago O'Hare Intl
Apr 15
ORD3:16 pmChicago O'Hare Intl
10h 31m
2 stops
YVR11:47 pmVancouver Intl

See travel insights to Chicago from

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 cheapest month to fly to Chicago?

The month of October is, on average, the cheapest month to fly to Chicago from Vancouver, with most prices found around $324. If you’re not able to fly to Chicago in October, then September is your next best option. Flight prices from Vancouver to Chicago during September average around $348.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Monday when prices can be found for as low as $384. This is often the case because there is less demand to fly during this day of the week. When flying out on a Friday, the most expensive travel day of the week, you can expect to see flight prices from Vancouver to Chicago for around $431.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the afternoon. Flights from Vancouver to Chicago during this time can be as low as $301. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $444.

What is the cheapest Vancouver to Chicago flight route?

Fly from Vancouver Intl to Chicago O'Hare Intl for the best Vancouver - Chicago flight prices

How far in advance should I book a flight to Chicago?

The best time to book a flight to Chicago from Vancouver is 38 days out, which is when prices tend to be around $415. Don’t hesitate to check prices now though because momondo users recently found tickets for as low as $197.

What cabin class options are available on Vancouver to Chicago flights?

There are 4 cabin classes available to choose from on Vancouver to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Vancouver to Chicago flights?

You could potentially save up to 7% 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

$132

Fastest flight time

4h 03m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Vancouver in the past 72 hours is $132. The best round-trip flight deal from Vancouver to Chicago found on momondo in the last 72 hours is $251.
The fastest flight from Vancouver to Chicago takes 4h 03m
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 03m 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 $179Free CancellationRating
7.0
8,403 reviews
Search Air Canada flights
United AirlinesPriceFrom $258Free CancellationRating
7.4
9,039 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.


An easier way to manage your Chicago 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.

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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