What airlines fly to Chicago?

Air Canada, United Airlines and American Airlines are the top three most popular airlines that fly to Chicago from Vancouver according to our data. Air Canada is the first choice among our users, with 43% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 4 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

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

The number of flights available between Vancouver and Chicago is 66 per week as of June 2026. The most frequent departure day is Tue, with 15% of weekly flights leaving on this day.

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

United Airlines and Delta are the most popular carriers operating from Vancouver to Chicago

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

As of June 2026, 9 flights take off from Vancouver and land in Chicago each day. The most common flight departure time for this route is 1:00PM, with 43% of daily flights taking off in the afternoon.

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?

The number of operators available for flights from Vancouver to Chicago is 4 as of June 2026.

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.

$117 Cheap Flights from Vancouver to Chicago in 2026

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

Prices are currently low for flights on this route. Typical prices usually range from $661 to $398. The lowest price recently found on this route was $403.

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Find the cheapest flights from Vancouver to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

2:20 pm - 12:44 am

YVR

ORD

8h 24m

1 stop

3:40 pm - 6:12 pm

ORD

YVR

4h 32mnonstop

$403Multiple Airlines

Thu, Jun 25 - Thu, Jul 2

8:25 am - 2:36 pm

YVR

ORD

4h 11mnonstop

5:35 pm - 11:30 pm

ORD

YVR

7h 55m

1 stop

$404Air Canada

Tue, Jul 7 - Tue, Jul 14

11:53 pm - 10:03 am

YVR

ORD

8h 10m

1 stop

8:03 pm - 10:59 pm

ORD

YVR

4h 56mnonstop

$406American Airlines

Fri, Jul 17 - Sun, Jul 19

6:45 am - 4:40 pm

YVR

ORD

7h 55m

1 stop

9:13 pm - 12:15 am

ORD

YVR

29h 02m

2 stops

$408Multiple Airlines

Thu, Aug 13 - Mon, Aug 17

6:45 am - 4:40 pm

YVR

ORD

7h 55m

1 stop

9:07 pm - 2:30 pm

ORD

YVR

19h 23m

1 stop

$409Multiple Airlines

Mon, Aug 17 - Tue, Aug 18

10:55 am - 8:40 pm

YVR

ORD

7h 45m

1 stop

3:45 pm - 11:17 pm

ORD

YVR

9h 32m

1 stop

$410Air Canada

Sat, Jul 4 - Mon, Jul 13

6:45 am - 4:40 pm

YVR

ORD

7h 55m

1 stop

5:30 pm - 10:40 am

ORD

YVR

19h 10m

1 stop

$415WestJet

Mon, Aug 31 - Tue, Sep 1

6:15 am - 6:05 pm

YVR

MDW

9h 50m

1 stop

1:47 pm - 8:26 pm

MDW

YVR

8h 39m

1 stop

$418Delta

Fri, Sep 11 - Mon, Sep 14

6:20 am - 6:10 pm

YVR

MDW

9h 50m

1 stop

1:52 pm - 8:31 pm

MDW

YVR

8h 39m

1 stop

$444WestJet

Fri, Sep 11 - Mon, Sep 14

6:00 am - 6:01 pm

YVR

MDW

10h 01m

2 stops

1:51 pm - 8:32 pm

MDW

YVR

8h 41m

1 stop

$462Delta

Fri, Aug 28 - Mon, Aug 31

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WestJet flights from Vancouver to Chicago

Our best WestJet deals on Vancouver to Chicago flight tickets

WestJet

Aug 31

YVR6:45 amVancouver Intl

7h 55m

1 stop

ORD4:40 pmChicago O'Hare Intl

Sep 1

ORD5:30 pmChicago O'Hare Intl

19h 10m

1 stop

YVR10:40 amVancouver Intl

$415

WestJet

Aug 17

YVR6:45 amVancouver Intl

7h 55m

1 stop

ORD4:40 pmChicago O'Hare Intl

Aug 22

ORD5:30 pmChicago O'Hare Intl

8h 45m

1 stop

YVR12:15 amVancouver Intl

$422

WestJet

Aug 17

YVR6:45 amVancouver Intl

7h 55m

1 stop

ORD4:40 pmChicago O'Hare Intl

Aug 19

ORD5:30 pmChicago O'Hare Intl

7h 05m

1 stop

YVR10:35 pmVancouver Intl

$439

United Airlines flights from Vancouver to Chicago

Our best United Airlines deals on Vancouver to Chicago flight tickets

United Airlines

Jun 24

YVR1:45 pmVancouver Intl

4h 20m

ORD8:05 pmChicago O'Hare Intl

Aug 23

ORD7:48 pmChicago O'Hare Intl

4h 37m

YVR10:25 pmVancouver Intl

$445

United Airlines

Sep 3

YVR2:20 pmVancouver Intl

7h 39m

1 stop

ORD11:59 pmChicago O'Hare Intl

Sep 8

ORD7:48 pmChicago O'Hare Intl

4h 37m

YVR10:25 pmVancouver Intl

$446

United Airlines

Jun 24

YVR1:45 pmVancouver Intl

4h 20m

ORD8:05 pmChicago O'Hare Intl

Jun 29

ORD7:45 pmChicago O'Hare Intl

4h 40m

YVR10:25 pmVancouver Intl

$447

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 6/25

2:20 pm-12:44 am

1 stop8h 24m

Chicago O'Hare Intl

Thu 7/2

3:40 pm-6:12 pm

Nonstop4h 32m

$403

Quickest round-trip

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Tue 7/7

8:25 am-2:36 pm

Nonstop4h 11m

Chicago O'Hare Intl

Tue 7/14

5:35 pm-11:30 pm

1 stop7h 55m

$404

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 7/17

11:53 pm-10:03 am

1 stop8h 10m

Chicago O'Hare Intl

Sun 7/19

8:03 pm-10:59 pm

Nonstop4h 56m

$406

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 8/13

6:45 am-4:40 pm

1 stop7h 55m

Chicago O'Hare Intl

Mon 8/17

9:13 pm-12:15 am

2 stops29h 02m

$408

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Mon 8/17

6:45 am-4:40 pm

1 stop7h 55m

Chicago O'Hare Intl

Tue 8/18

9:07 pm-2:30 pm

1 stop19h 23m

$409

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sat 7/4

10:55 am-8:40 pm

1 stop7h 45m

Chicago O'Hare Intl

Mon 7/13

3:45 pm-11:17 pm

1 stop9h 32m

$410

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Mon 8/31

6:45 am-4:40 pm

1 stop7h 55m

Chicago O'Hare Intl

Tue 9/1

5:30 pm-10:40 am

1 stop19h 10m

$415

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Fri 9/11

6:15 am-6:05 pm

1 stop9h 50m

Chicago Midway

Mon 9/14

1:47 pm-8:26 pm

1 stop8h 39m

$418

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Fri 9/11

6:20 am-6:10 pm

1 stop9h 50m

Chicago Midway

Mon 9/14

1:52 pm-8:31 pm

1 stop8h 39m

$444

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Fri 8/28

6:00 am-6:01 pm

2 stops10h 01m

Chicago Midway

Mon 8/31

1:51 pm-8:32 pm

1 stop8h 41m

$462

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

Other information

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

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 $87. If you’re not able to fly to Chicago in October, then August is your next best option. Flight prices from Vancouver to Chicago during August average around $98.

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 Friday when prices can be found for as low as $403. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Vancouver to Chicago for around $644.

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 evening. Flights from Vancouver to Chicago during this time can be as low as $418. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $480.

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 from Vancouver 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 $411 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 $116 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	3h 08m
Direct flights	Every day
Airports in Chicago	3 airports

The fastest flight from Vancouver to Chicago takes 3h 08m

Direct flights go from Vancouver to Chicago every day.

There are 3 airports in Chicago. From Vancouver there are direct flights to Chicago O'Hare Intl (ORD).

Search flight deals

Frequently asked questions about flying from Vancouver to Chicago

How far is Vancouver to Chicago by plane?
The distance between Vancouver and Chicago is about 1771.1 mi. Typically, this will take 3h 08m 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?
The number of operators available for flights from Vancouver to Chicago is 4 as of June 2026.
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
United Airlines	PriceFrom $90	Free Cancellation	Rating 7.4 9,804 reviews	Search United Airlines flights
Air Canada	PriceFrom $155	Free Cancellation	Rating 7.1 11,154 reviews	Search Air Canada flights
American Airlines	PriceFrom $167	Free Cancellation	Rating 7.1 11,635 reviews	Search American Airlines flights
WestJet	PriceFrom $169	Free Cancellation	Rating 7.2 3,356 reviews	Search WestJet flights

Merrillville

New Buffalo

Hammond

Saint Joseph

Portage

Benton Harbor

Lansing

Valparaiso

Schererville

Munster

Crown Point

Monticello

Chesterton

Porter

Griffith

Saint John

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

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Fly into one of these airports located in Chicago

Chicago Midway Airport

Chicago O'Hare Intl Airport

Chicago Greater Rockford Airport

Cheap flights from Vancouver to Chicago from $217

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 12/6. 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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WestJet flights from Vancouver to Chicago

Our best WestJet deals on Vancouver to Chicago flight tickets

United Airlines flights from Vancouver to Chicago

Our best United Airlines deals on Vancouver to Chicago flight tickets

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How to get the cheapest flight ticket from Vancouver to Chicago

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

What is the cheapest month to fly to Chicago?

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

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

What is the cheapest Vancouver to Chicago flight route?

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

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

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

What airlines fly to Chicago?

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

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

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

Direct flights

Airports in Chicago

Frequently asked questions about flying from Vancouver to Chicago

Best airlines flying from Vancouver to Chicago

Compare and see reviews for airlines that fly from Vancouver to Chicago with momondo

Traveling to a place near Chicago?

Why use momondo?

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.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

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

Fly your favorite airline to Chicago

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Chicago

List of cabin classes available on flights landing in Chicago. Availability may vary depending on flight origin and airline.

Popular cities in the United States

Popular flights according to clicks in the last 7 days on momondo

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