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Cheap flights from Vancouver to Chicago from C$ 166

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 4/2. 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

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
5:30 p.m. - 8:29 p.m.
YVR
-
ORD
24h 59m1 stop
Multiple Airlines Logo
9:38 p.m. - 10:20 p.m.
ORD
-
YVR
26h 42m1 stop
C$ 303Multiple Airlines
Thu, 29 Jan - Sun, 1 Feb
Multiple Airlines Logo
9:10 a.m. - 4:51 p.m.
YVR
-
ORD
29h 41m1 stop
Multiple Airlines Logo
8:10 a.m. - 10:45 p.m.
ORD
-
YVR
16h 35m2 stops
C$ 318Multiple Airlines
Fri, 23 Jan - Tue, 27 Jan
Multiple Airlines Logo
6:15 p.m. - 12:08 p.m.
YVR
-
ORD
15h 53m2 stops
Multiple Airlines Logo
8:00 a.m. - 4:31 p.m.
ORD
-
YVR
10h 31m1 stop
C$ 322Multiple Airlines
Sat, 17 Jan - Sat, 24 Jan
WestJet Logo
7:00 a.m. - 4:43 p.m.
YVR
-
ORD
7h 43m1 stop
WestJet Logo
5:30 p.m. - 12:10 a.m.
ORD
-
YVR
8h 40m1 stop
C$ 324WestJet
Thu, 21 May - Mon, 25 May
Multiple Airlines Logo
9:10 a.m. - 9:45 p.m.
YVR
-
ORD
10h 35m1 stop
Multiple Airlines Logo
9:00 a.m. - 3:45 p.m.
ORD
-
YVR
32h 45m2 stops
C$ 329Multiple Airlines
Fri, 23 Jan - Mon, 26 Jan
Multiple Airlines Logo
3:40 p.m. - 9:32 p.m.
YVR
-
ORD
27h 52m1 stop
Multiple Airlines Logo
2:20 p.m. - 12:15 a.m.
ORD
-
YVR
11h 55m1 stop
C$ 331Multiple Airlines
Thu, 8 Jan - Fri, 30 Jan
Multiple Airlines Logo
9:10 a.m. - 4:51 p.m.
YVR
-
ORD
29h 41m1 stop
Multiple Airlines Logo
6:06 p.m. - 12:10 a.m.
ORD
-
YVR
8h 04m1 stop
C$ 334Multiple Airlines
Fri, 23 Jan - Tue, 27 Jan
WestJet Logo
8:30 a.m. - 4:43 p.m.
YVR
-
ORD
6h 13m1 stop
WestJet Logo
5:30 p.m. - 12:10 a.m.
ORD
-
YVR
8h 40m1 stop
C$ 339WestJet
Thu, 14 May - Sun, 24 May
Delta Logo
6:20 a.m. - 8:52 a.m.
YVR
-
MDW
24h 32m2 stops
Delta Logo
9:33 a.m. - 11:59 p.m.
MDW
-
YVR
16h 26m2 stops
C$ 433Delta
Thu, 22 Jan - Mon, 26 Jan
Delta Logo
6:20 a.m. - 5:37 p.m.
YVR
-
MDW
9h 17m2 stops
Delta Logo
9:32 a.m. - 6:46 p.m.
MDW
-
YVR
11h 14m2 stops
C$ 435Delta
Thu, 5 Mar - Tue, 10 Mar

WestJet flights from Vancouver to Chicago

Our best WestJet deals on Vancouver to Chicago flight tickets
WestJet
21 May
YVR7:00 a.m.Vancouver Intl
7h 43m
1 stop
ORD4:43 p.m.Chicago O'Hare Intl
25 May
ORD5:30 p.m.Chicago O'Hare Intl
8h 40m
1 stop
YVR12:10 a.m.Vancouver Intl
C$ 324
Find similar
WestJet
14 May
YVR8:30 a.m.Vancouver Intl
6h 13m
1 stop
ORD4:43 p.m.Chicago O'Hare Intl
24 May
ORD5:30 p.m.Chicago O'Hare Intl
8h 40m
1 stop
YVR12:10 a.m.Vancouver Intl
C$ 339
Find similar
WestJet
16 May
YVR7:00 a.m.Vancouver Intl
7h 43m
1 stop
ORD4:43 p.m.Chicago O'Hare Intl
23 May
ORD5:30 p.m.Chicago O'Hare Intl
8h 40m
1 stop
YVR12:10 a.m.Vancouver Intl
C$ 352
Find similar

Delta flights from Vancouver to Chicago

Our best Delta deals on Vancouver to Chicago flight tickets
Delta
8 Jan
YVR6:20 a.m.Vancouver Intl
15h 33m
1 stop
ORD11:53 p.m.Chicago O'Hare Intl
14 Jan
ORD2:20 p.m.Chicago O'Hare Intl
8h 34m
1 stop
YVR8:54 p.m.Vancouver Intl
C$ 382
Find similar
Delta
23 Jan
YVR7:37 p.m.Vancouver Intl
12h 04m
2 stops
ORD9:41 a.m.Chicago O'Hare Intl
27 Jan
ORD2:20 p.m.Chicago O'Hare Intl
6h 24m
1 stop
YVR6:44 p.m.Vancouver Intl
C$ 399
Find similar
Delta
23 Jan
YVR7:37 p.m.Vancouver Intl
12h 04m
2 stops
ORD9:41 a.m.Chicago O'Hare Intl
27 Jan
ORD2:20 p.m.Chicago O'Hare Intl
8h 34m
1 stop
YVR8:54 p.m.Vancouver Intl
C$ 401
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 4 December 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

Thu 29/1

5:30 p.m.-8:29 p.m.

1 stop24h 59m

Chicago O'Hare Intl

Sun 1/2

9:38 p.m.-10:20 p.m.

1 stop26h 42m

C$ 303

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 23/1

9:10 a.m.-4:51 p.m.

1 stop29h 41m

Chicago O'Hare Intl

Tue 27/1

8:10 a.m.-10:45 p.m.

2 stops16h 35m

C$ 318

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sat 17/1

6:15 p.m.-12:08 p.m.

2 stops15h 53m

Chicago O'Hare Intl

Sat 24/1

8:00 a.m.-4:31 p.m.

1 stop10h 31m

C$ 322

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 21/5

7:00 a.m.-4:43 p.m.

1 stop7h 43m

Chicago O'Hare Intl

Mon 25/5

5:30 p.m.-12:10 a.m.

1 stop8h 40m

C$ 324

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 23/1

9:10 a.m.-9:45 p.m.

1 stop10h 35m

Chicago O'Hare Intl

Mon 26/1

9:00 a.m.-3:45 p.m.

2 stops32h 45m

C$ 329

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 8/1

3:40 p.m.-9:32 p.m.

1 stop27h 52m

Chicago O'Hare Intl

Fri 30/1

2:20 p.m.-12:15 a.m.

1 stop11h 55m

C$ 331

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 23/1

9:10 a.m.-4:51 p.m.

1 stop29h 41m

Chicago O'Hare Intl

Tue 27/1

6:06 p.m.-12:10 a.m.

1 stop8h 04m

C$ 334

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 14/5

8:30 a.m.-4:43 p.m.

1 stop6h 13m

Chicago O'Hare Intl

Sun 24/5

5:30 p.m.-12:10 a.m.

1 stop8h 40m

C$ 339

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Thu 22/1

6:20 a.m.-8:52 a.m.

2 stops24h 32m

Chicago Midway

Mon 26/1

9:33 a.m.-11:59 p.m.

2 stops16h 26m

C$ 433

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Thu 5/3

6:20 a.m.-5:37 p.m.

2 stops9h 17m

Chicago Midway

Tue 10/3

9:32 a.m.-6:46 p.m.

2 stops11h 14m

C$ 435

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 September is another great option to travel to Chicago, with average flight prices from Vancouver averaging around C$ 401.

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 Saturday because tickets tend to average around C$ 753. 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$ 408. 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$ 656 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$ 489 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$ 359 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

Fastest flight time

4h 08m

Direct flights

Every day

Airports in Chicago

1 airport
The fastest flight from Vancouver to Chicago takes 4h 08m
Direct flights go from Vancouver to Chicago every day.
There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)
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 6h 13m.

  • 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
United AirlinesPriceFrom C$ 206Free CancellationRating
7.4
9,064 reviews
Search United Airlines flights
WestJetPriceFrom C$ 236Free CancellationRating
7.2
3,191 reviews
Search WestJet flights
American AirlinesPriceFrom C$ 238Free CancellationRating
7.2
11,043 reviews
Search American Airlines flights
Air CanadaPriceFrom C$ 257Free CancellationRating
7.1
10,500 reviews
Search Air Canada flights

Travelling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Munster
Hammond
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.
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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 25.6 km from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport