Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Vancouver to Chicago from C$ 121

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 26/8. 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

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names, great deals

Big names, great deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Early arrival? 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

Find the cheapest flights from Vancouver to Chicago

Cheap round-trip flights

WestJet Logo
7:00 a.m. - 4:44 p.m.YVR-ORD
7h 44m1 stop
WestJet Logo
5:30 p.m. - 12:11 a.m.ORD-YVR
8h 41m1 stop
C$ 191WestJet
Find Deal
Sun, 31 Aug - Tue, 2 Sep
Air Canada Logo
8:45 a.m. - 3:00 p.m.YVR-ORD
4h 15mdirect
Air Canada Logo
3:45 p.m. - 6:15 p.m.ORD-YVR
4h 30mdirect
C$ 200Air Canada
Find Deal
Fri, 5 Sep - Sun, 14 Sep
Air Canada Logo
8:45 a.m. - 3:00 p.m.YVR-ORD
4h 15mdirect
Air Canada Logo
3:45 p.m. - 6:15 p.m.ORD-YVR
4h 30mdirect
C$ 201Air Canada
Find Deal
Fri, 5 Sep - Sun, 14 Sep
WestJet Logo
7:00 a.m. - 4:44 p.m.YVR-ORD
7h 44m1 stop
WestJet Logo
5:30 p.m. - 12:11 a.m.ORD-YVR
8h 41m1 stop
C$ 202WestJet
Find Deal
Tue, 26 Aug - Tue, 2 Sep
Air Canada Logo
8:45 a.m. - 3:00 p.m.YVR-ORD
4h 15mdirect
Air Canada Logo
3:45 p.m. - 6:15 p.m.ORD-YVR
4h 30mdirect
C$ 208Air Canada
Find Deal
Wed, 17 Sep - Tue, 23 Sep
WestJet Logo
7:00 a.m. - 4:44 p.m.YVR-ORD
7h 44m1 stop
WestJet Logo
1:40 p.m. - 7:11 p.m.ORD-YVR
7h 31m1 stop
C$ 209WestJet
Find Deal
Tue, 26 Aug - Wed, 3 Sep
United Airlines Logo
1:45 p.m. - 8:04 p.m.YVR-ORD
4h 19mdirect
United Airlines Logo
8:51 a.m. - 11:33 a.m.ORD-YVR
4h 42mdirect
C$ 231United Airlines
Find Deal
Thu, 28 Aug - Mon, 1 Sep
United Airlines Logo
10:30 a.m. - 4:42 p.m.YVR-ORD
4h 12mdirect
United Airlines Logo
7:10 a.m. - 1:53 p.m.ORD-YVR
8h 43m1 stop
C$ 237United Airlines
Find Deal
Fri, 5 Sep - Sun, 14 Sep
Delta Logo
6:15 a.m. - 6:37 p.m.YVR-MDW
10h 22m2 stops
Delta Logo
1:43 p.m. - 11:58 p.m.MDW-YVR
12h 15m2 stops
C$ 340Delta
Find Deal
Fri, 5 Sep - Sat, 20 Sep
Delta Logo
5:55 a.m. - 5:35 p.m.YVR-MDW
9h 40m1 stop
Delta Logo
1:08 p.m. - 8:31 p.m.MDW-YVR
9h 23m2 stops
C$ 368Delta
Find Deal
Sat, 20 Sep - Tue, 23 Sep

United Airlines flights from Vancouver to Chicago

Our best United Airlines deals on Vancouver to Chicago flight tickets
United Airlines
28 Aug
YVR1:45 p.m.Vancouver Intl
4h 19m
ORD8:04 p.m.Chicago O'Hare Intl
1 Sep
ORD8:51 a.m.Chicago O'Hare Intl
4h 42m
YVR11:33 a.m.Vancouver Intl
C$ 231
Find similar
United Airlines
5 Sep
YVR10:30 a.m.Vancouver Intl
4h 12m
ORD4:42 p.m.Chicago O'Hare Intl
14 Sep
ORD7:10 a.m.Chicago O'Hare Intl
8h 43m
1 stop
YVR1:53 p.m.Vancouver Intl
C$ 237
Find similar
United Airlines
11 Sep
YVR1:45 p.m.Vancouver Intl
4h 19m
ORD8:04 p.m.Chicago O'Hare Intl
17 Sep
ORD8:51 a.m.Chicago O'Hare Intl
4h 42m
YVR11:33 a.m.Vancouver Intl
C$ 238
Find similar

Air Canada flights from Vancouver to Chicago

Our best Air Canada deals on Vancouver to Chicago flight tickets
Air Canada
5 Sep
YVR8:45 a.m.Vancouver Intl
4h 15m
ORD3:00 p.m.Chicago O'Hare Intl
14 Sep
ORD3:45 p.m.Chicago O'Hare Intl
4h 30m
YVR6:15 p.m.Vancouver Intl
C$ 200
Find similar
Air Canada
5 Sep
YVR8:45 a.m.Vancouver Intl
4h 15m
ORD3:00 p.m.Chicago O'Hare Intl
14 Sep
ORD3:45 p.m.Chicago O'Hare Intl
4h 30m
YVR6:15 p.m.Vancouver Intl
C$ 201
Find similar
Air Canada
17 Sep
YVR8:45 a.m.Vancouver Intl
4h 15m
ORD3:00 p.m.Chicago O'Hare Intl
23 Sep
ORD3:45 p.m.Chicago O'Hare Intl
4h 30m
YVR6:15 p.m.Vancouver Intl
C$ 208
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Vancouver to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 96,600 searches. Data last updated 14 August 2025.
Use the filters below to find and compare flights from Vancouver to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sun 31/8

7:00 a.m.-4:44 p.m.

1 stop7h 44m

Chicago O'Hare Intl

Tue 2/9

5:30 p.m.-12:11 a.m.

1 stop8h 41m

C$ 191

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 5/9

8:45 a.m.-3:00 p.m.

Nonstop4h 15m

Chicago O'Hare Intl

Sun 14/9

3:45 p.m.-6:15 p.m.

Nonstop4h 30m

C$ 200

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 5/9

8:45 a.m.-3:00 p.m.

Nonstop4h 15m

Chicago O'Hare Intl

Sun 14/9

3:45 p.m.-6:15 p.m.

Nonstop4h 30m

C$ 201

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Tue 26/8

7:00 a.m.-4:44 p.m.

1 stop7h 44m

Chicago O'Hare Intl

Tue 2/9

5:30 p.m.-12:11 a.m.

1 stop8h 41m

C$ 202

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Wed 17/9

8:45 a.m.-3:00 p.m.

Nonstop4h 15m

Chicago O'Hare Intl

Tue 23/9

3:45 p.m.-6:15 p.m.

Nonstop4h 30m

C$ 208

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Tue 26/8

7:00 a.m.-4:44 p.m.

1 stop7h 44m

Chicago O'Hare Intl

Wed 3/9

1:40 p.m.-7:11 p.m.

1 stop7h 31m

C$ 209

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 28/8

1:45 p.m.-8:04 p.m.

Nonstop4h 19m

Chicago O'Hare Intl

Mon 1/9

8:51 a.m.-11:33 a.m.

Nonstop4h 42m

C$ 231

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 5/9

10:30 a.m.-4:42 p.m.

Nonstop4h 12m

Chicago O'Hare Intl

Sun 14/9

7:10 a.m.-1:53 p.m.

1 stop8h 43m

C$ 237

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Fri 5/9

6:15 a.m.-6:37 p.m.

2 stops10h 22m

Chicago Midway

Sat 20/9

1:43 p.m.-11:58 p.m.

2 stops12h 15m

C$ 340

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Sat 20/9

5:55 a.m.-5:35 p.m.

1 stop9h 40m

Chicago Midway

Tue 23/9

1:08 p.m.-8:31 p.m.

2 stops9h 23m

C$ 368

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 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 another great option to travel to Chicago, with average flight prices from Vancouver averaging around C$ 432.

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 Wednesday when prices can be found for as low as C$ 558. This is often the case because there is less demand to fly during this day of the week. If your travel schedule is flexible, try to avoid departing on a Monday because tickets tend to average around C$ 782. These prices are subject to change though, so be sure to set up a Price Alert for flights to Chicago.

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

In the afternoon is the cheapest time of day to fly from Vancouver to Chicago when you can find flight prices for as low as C$ 403. Flying to Chicago in the afternoon is an ideal time because this is during off-peak travel hours. In the morning is when there is more demand to fly to Chicago, so prices are often more expensive at around C$ 658 per ticket.

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?

You are more likely to see cheaper flights to Chicago from Vancouver when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around C$ 516 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Vancouver for as low as C$ 377 on momondo.

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.

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

C$ 121

Fastest flight time

4h 12m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Vancouver in the past 72 hours is C$ 121. The best round-trip flight deal from Vancouver to Chicago found on momondo in the last 72 hours is C$ 191.
The fastest flight from Vancouver to Chicago takes 4h 12m
Direct flights go from Vancouver to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)
Search flight deals

  • How far is Vancouver to Chicago by plane?

    The straight-line distance from Vancouver to Chicago is 2850.5 km. By plane, this route typically takes 4h 12m.

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

    Prices for flights from Vancouver to Chicago are refreshed on a daily basis.

  • 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?

    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 to Chicago.

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

    The travel and health documents you'll need for your trip to Chicago 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. It is always advisable to seek 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 C$ 234Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
WestJetPriceFrom C$ 290Free CancellationRating
7.2
3,013 reviews
Search WestJet flights
Air CanadaPriceFrom C$ 315Free CancellationRating
7.1
9,949 reviews
Search Air Canada flights
United AirlinesPriceFrom C$ 364Free CancellationRating
7.4
8,916 reviews
Search United Airlines flights
DeltaPriceFrom C$ 388Free CancellationRating
8.0
7,980 reviews
Search Delta flights

Travelling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Hammond
Munster
Benton Harbor
Merrillville

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Vancouver to Chicago. momondo saves you time and could save you money on your trip.

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

Yes. momondo allows you to filter the results for Vancouver to Chicago flights to just show those with flexible booking policies.

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.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Tue 19/8
Tue 26/8
By creating a price alert you accept our terms of use and privacy policy.

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 25.6 km from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport