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Cheap flights from Vancouver to Chicago from C$ 265

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 10/8. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
7:30 a.m. - 4:40 p.m.
YVR
-
ORD
7h 10m
1 stop
Multiple Airlines Logo
12:01 p.m. - 7:10 p.m.
ORD
-
YVR
9h 09m
2 stops
C$ 483Multiple Airlines
Thu, 3 Sep - Thu, 10 Sep
Multiple Airlines Logo
7:30 a.m. - 4:40 p.m.
YVR
-
ORD
7h 10m
1 stop
Multiple Airlines Logo
12:01 p.m. - 7:10 p.m.
ORD
-
YVR
9h 09m
2 stops
C$ 486Multiple Airlines
Tue, 1 Sep - Thu, 10 Sep
Multiple Airlines Logo
7:30 a.m. - 4:40 p.m.
YVR
-
ORD
7h 10m
1 stop
Multiple Airlines Logo
7:30 p.m. - 2:30 p.m.
ORD
-
YVR
21h 00m
1 stop
C$ 487Multiple Airlines
Thu, 15 Oct - Tue, 20 Oct
Multiple Airlines Logo
7:30 a.m. - 4:40 p.m.
YVR
-
ORD
7h 10m
1 stop
Multiple Airlines Logo
12:01 p.m. - 7:10 p.m.
ORD
-
YVR
9h 09m
2 stops
C$ 493Multiple Airlines
Fri, 4 Sep - Thu, 10 Sep
American Airlines Logo
1:45 p.m. - 5:00 a.m.
YVR
-
ORD
13h 15m
1 stop
American Airlines Logo
6:00 a.m. - 3:59 p.m.
ORD
-
YVR
11h 59m
1 stop
C$ 494American Airlines
Tue, 9 Jun - Tue, 16 Jun
American Airlines Logo
11:57 p.m. - 6:07 a.m.
YVR
-
ORD
4h 10mdirect
American Airlines Logo
8:10 p.m. - 10:59 p.m.
ORD
-
YVR
4h 49mdirect
C$ 497American Airlines
Thu, 18 Jun - Sun, 21 Jun
Multiple Airlines Logo
10:15 p.m. - 4:40 p.m.
YVR
-
ORD
16h 25m
1 stop
Multiple Airlines Logo
9:37 p.m. - 4:50 p.m.
ORD
-
YVR
21h 13m
2 stops
C$ 498Multiple Airlines
Thu, 28 May - Wed, 3 Jun
American Airlines Logo
11:57 p.m. - 6:09 a.m.
YVR
-
ORD
4h 12mdirect
American Airlines Logo
10:34 p.m. - 12:45 p.m.
ORD
-
YVR
16h 11m
1 stop
C$ 500American Airlines
Tue, 2 Jun - Tue, 9 Jun
Multiple Airlines Logo
7:30 a.m. - 4:40 p.m.
YVR
-
ORD
7h 10m
1 stop
Multiple Airlines Logo
6:25 p.m. - 2:10 p.m.
ORD
-
YVR
45h 45m
2 stops
C$ 501Multiple Airlines
Fri, 29 May - Fri, 5 Jun
WestJet Logo
10:30 p.m. - 4:40 p.m.
YVR
-
ORD
16h 10m
2 stops
WestJet Logo
5:30 p.m. - 7:40 a.m.
ORD
-
YVR
16h 10m
1 stop
C$ 504WestJet
Thu, 21 May - Fri, 29 May

American Airlines flights from Vancouver to Chicago O'Hare Intl Airport

Our best American Airlines deals on Vancouver to Chicago O'Hare Intl Airport flight tickets
American Airlines
9 Jun
YVR1:45 p.m.Vancouver Intl
13h 15m
1 stop
ORD5:00 a.m.Chicago O'Hare Intl
16 Jun
ORD6:00 a.m.Chicago O'Hare Intl
11h 59m
1 stop
YVR3:59 p.m.Vancouver Intl
C$ 494
American Airlines
2 Jun
YVR11:57 p.m.Vancouver Intl
4h 12m
ORD6:09 a.m.Chicago O'Hare Intl
9 Jun
ORD10:34 p.m.Chicago O'Hare Intl
16h 11m
1 stop
YVR12:45 p.m.Vancouver Intl
C$ 500
American Airlines
22 May
YVR1:25 p.m.Vancouver Intl
4h 30m
ORD7:55 p.m.Chicago O'Hare Intl
25 May
ORD8:15 p.m.Chicago O'Hare Intl
4h 45m
YVR11:00 p.m.Vancouver Intl
C$ 508

Delta flights from Vancouver to Chicago O'Hare Intl Airport

Our best Delta deals on Vancouver to Chicago O'Hare Intl Airport flight tickets
Delta
11 Jun
YVR7:23 a.m.Vancouver Intl
9h 06m
2 stops
ORD6:29 p.m.Chicago O'Hare Intl
18 Jun
ORD6:30 a.m.Chicago O'Hare Intl
6h 23m
1 stop
YVR10:53 a.m.Vancouver Intl
C$ 527
Delta
19 Jun
YVR1:20 p.m.Vancouver Intl
6h 37m
1 stop
ORD9:57 p.m.Chicago O'Hare Intl
22 Jun
ORD6:55 a.m.Chicago O'Hare Intl
9h 58m
1 stop
YVR2:53 p.m.Vancouver Intl
C$ 528
Delta
19 Jun
YVR6:45 a.m.Vancouver Intl
10h 13m
1 stop
ORD6:58 p.m.Chicago O'Hare Intl
22 Jun
ORD6:55 a.m.Chicago O'Hare Intl
11h 35m
1 stop
YVR4:30 p.m.Vancouver Intl
C$ 536

momondo Fare Finder

 
Customize your flight search to find flights from Vancouver to Chicago O'Hare Intl Airport 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 2 May 2026.
Use the filters below to find and compare flights from Vancouver to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 3/9

7:30 a.m.-4:40 p.m.

1 stop7h 10m

Chicago O'Hare Intl

Thu 10/9

12:01 p.m.-7:10 p.m.

2 stops9h 09m

C$ 483

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Tue 1/9

7:30 a.m.-4:40 p.m.

1 stop7h 10m

Chicago O'Hare Intl

Thu 10/9

12:01 p.m.-7:10 p.m.

2 stops9h 09m

C$ 486

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 15/10

7:30 a.m.-4:40 p.m.

1 stop7h 10m

Chicago O'Hare Intl

Tue 20/10

7:30 p.m.-2:30 p.m.

1 stop21h 00m

C$ 487

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 4/9

7:30 a.m.-4:40 p.m.

1 stop7h 10m

Chicago O'Hare Intl

Thu 10/9

12:01 p.m.-7:10 p.m.

2 stops9h 09m

C$ 493

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Tue 9/6

1:45 p.m.-5:00 a.m.

1 stop13h 15m

Chicago O'Hare Intl

Tue 16/6

6:00 a.m.-3:59 p.m.

1 stop11h 59m

C$ 494
Quickest round-trip

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 18/6

11:57 p.m.-6:07 a.m.

Nonstop4h 10m

Chicago O'Hare Intl

Sun 21/6

8:10 p.m.-10:59 p.m.

Nonstop4h 49m

C$ 497

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 28/5

10:15 p.m.-4:40 p.m.

1 stop16h 25m

Chicago O'Hare Intl

Wed 3/6

9:37 p.m.-4:50 p.m.

2 stops21h 13m

C$ 498

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Tue 2/6

11:57 p.m.-6:09 a.m.

Nonstop4h 12m

Chicago O'Hare Intl

Tue 9/6

10:34 p.m.-12:45 p.m.

1 stop16h 11m

C$ 500

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 29/5

7:30 a.m.-4:40 p.m.

1 stop7h 10m

Chicago O'Hare Intl

Fri 5/6

6:25 p.m.-2:10 p.m.

2 stops45h 45m

C$ 501

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 21/5

10:30 p.m.-4:40 p.m.

2 stops16h 10m

Chicago O'Hare Intl

Fri 29/5

5:30 p.m.-7:40 a.m.

1 stop16h 10m

C$ 504

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 O'Hare Intl 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

What is the typical price of a round-trip flight between Vancouver and Chicago O'Hare Intl Airport?

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

In general, October is the cheapest month to fly from Vancouver to Chicago O'Hare Intl Airport. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around C$ 118. The month of September is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Vancouver averaging around C$ 149.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Friday when prices can be found for as low as C$ 612. This is often the case because there is less demand to fly during this day of the week. When flying out on a Saturday, the most expensive travel day of the week, you can expect to see flight prices from Vancouver to Chicago O'Hare Intl Airport for around C$ 840.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

In the evening is the cheapest time of day to fly from Vancouver to Chicago O'Hare Intl Airport when you can find flight prices for as low as C$ 586. Flying to Chicago O'Hare Intl Airport in the evening is an ideal time because this is during off-peak travel hours. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are C$ 733 on average. Flights to Chicago O'Hare Intl Airport from Vancouver in the morning are generally more expensive because this time of day is more convenient for travellers’ schedules.

What is the cheapest Vancouver to Chicago O'Hare Intl flight route?

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

How far in advance should I book a flight from Vancouver to Chicago O'Hare Intl Airport?

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Vancouver when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport 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 O'Hare Intl Airport from Vancouver for as low as C$ 158 on momondo.

Cheap Vancouver to Chicago O'Hare Intl Airport flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Vancouver to Chicago O'Hare Intl Airport

Fastest flight time

3h 08m

Direct flights

Every day
The fastest flight from Vancouver to Chicago O'Hare Intl Airport takes 3h 08m
Direct flights go from Vancouver to Chicago O'Hare Intl Airport every day.
Search flight deals

Frequently asked questions about flying from Vancouver to Chicago O'Hare Intl Airport

  • How far is Vancouver to Chicago O'Hare Intl by plane?

    The distance between Vancouver and Chicago O'Hare Intl is about 2824.7 km. By plane, this route typically takes 3h 08m.

  • When did momondo last update prices for flights from Vancouver to Chicago O'Hare Intl Airport?

    Prices for flights from Vancouver to Chicago O'Hare Intl Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Vancouver to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from Vancouver to Chicago O'Hare Intl Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Vancouver to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The required travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago O'Hare Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Vancouver to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Vancouver to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom C$ 195Free CancellationRating
7.4
9,680 reviews
Search United Airlines flights
Air CanadaPriceFrom C$ 200Free CancellationRating
7.1
10,988 reviews
Search Air Canada flights
WestJetPriceFrom C$ 206Free CancellationRating
7.2
3,331 reviews
Search WestJet flights
American AirlinesPriceFrom C$ 250Free CancellationRating
7.1
11,676 reviews
Search American Airlines flights

Travelling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Schaumburg
Des Plaines
Merrillville
Rosemont
Northbrook
Tinley Park
Downers Grove
Skokie
Great Lakes
Wheeling
Hammond
Glenview
Harvey
Naperville
Munster
Hoffman Estates
Elmhurst
Harvard
DeKalb
Kankakee

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?

All flight searches from Vancouver to Chicago on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Vancouver to Chicago?

Once all potential Vancouver to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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.

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