Find flights
Deals
When to book
Airlines
FAQs

Cheap flights from Vancouver to Chicago from C$ 191

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/4. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
YVR — CHI
9 Mar — 16 Mar1
1 adult
Sat 9/3
Sat 16/3

The best prices from Vancouver to Chicago are usually found in January or December, booked 57 days in advance, depart on a Tuesday or Wednesday and return on a Friday

Cheap flight deals from Vancouver to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Vancouver (8CA) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 4 March 2024.

Popular in

May

Cheapest in

January

Round-trip from

C$ 482

One-way from

C$ 233
High demand for flights, 18% potential price rise
Best time to find cheap flights, 15% potential price drop
From Vancouver to Chicago (CHI)
One-way flight from Vancouver to Chicago (CHI)

What is the cheapest day to fly round-trip from Vancouver to Chicago?

Users have found that leaving on a Monday can be a cost-effective option. It’s possible to save up to 30% on your flight compared to booking on days when demand is much higher.

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

To save up to 139% on this flight, we recommend booking at least 58 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Vancouver to Chicago from C$ 435 1-2 weeks out and tickets from C$ 855 for flights departing within the next 72 hours.

What is the cheapest month to fly from Vancouver to Chicago?

January can be a great time to fly to Chicago from Vancouver with a flight ticket averaging about C$ 692. Cheapflights users have found deals in the month of January for as cheap as C$ 386. The most expensive prices can be found in the month of May.

When is the cheapest time to fly from Vancouver to Chicago (YVR - CHI)?

When flying from Vancouver to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 25% versus a flight in the evening.

Cheap American Airlines flights from Vancouver to Chicago

Explore cheap flight options specifically provided by American Airlines for the route between Vancouver and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 550,090 searches. Data last updated 4 March 2024.
Consider these cheap American Airlines flights we've found departing from Vancouver to Chicago. It's recommended that users confirm their flight details before booking.
Fri 31/511:57 p.m.YVR - ORD
2 stops10h 28mAmerican Airlines
Sun 2/66:00 a.m.ORD - YVR
1 stop8h 54mAmerican Airlines
Deal found 3/3C$ 394
Fri 24/511:57 p.m.YVR - ORD
1 stop17h 24mAmerican Airlines
Tue 28/55:35 p.m.ORD - YVR
1 stop7h 27mAmerican Airlines
Deal found 3/3C$ 652
Thu 28/31:34 p.m.YVR - ORD
1 stop13h 30mAmerican Airlines
Thu 4/46:00 a.m.ORD - YVR
1 stop8h 40mAmerican Airlines
Deal found 3/3C$ 653
Mon 18/31:00 p.m.YVR - ORD
1 stop16h 31mAmerican Airlines
Sun 24/38:26 p.m.ORD - YVR
1 stop17h 33mAmerican Airlines
Deal found 3/3C$ 1,227

Cheap United Airlines flights from Vancouver to Chicago

Explore cheap flight options specifically provided by United Airlines for the route between Vancouver and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 550,090 searches. Data last updated 4 March 2024.
Some of the lowest-priced United Airlines flights we've found at this time heading from Vancouver to Chicago. If these deals don't fit your criteria, make sure to check back soon as new deals are always added.
Thu 2/58:10 a.m.YVR - ORD
Nonstop4h 14mUnited Airlines
Sun 5/57:41 p.m.ORD - YVR
Nonstop4h 39mUnited Airlines
Deal found 4/3C$ 418
Thu 2/58:10 a.m.YVR - ORD
Nonstop4h 14mUnited Airlines
Sun 5/55:00 a.m.ORD - YVR
1 stop6h 50mUnited Airlines
Deal found 4/3C$ 430
Sat 4/58:10 a.m.YVR - ORD
Nonstop4h 14mUnited Airlines
Wed 8/55:00 a.m.ORD - YVR
1 stop8h 49mUnited Airlines
Deal found 3/3C$ 442
Tue 26/39:35 a.m.YVR - ORD
Nonstop4h 06mUnited Airlines
Tue 2/47:10 a.m.ORD - YVR
1 stop12h 46mUnited Airlines
Deal found 3/3C$ 446
Sat 20/41:45 p.m.YVR - ORD
Nonstop4h 13mUnited Airlines
Wed 1/57:10 a.m.ORD - YVR
1 stop8h 43mUnited Airlines
Deal found 4/3C$ 450
Tue 26/31:53 p.m.YVR - ORD
Nonstop4h 05mUnited Airlines
Thu 11/45:00 a.m.ORD - YVR
1 stop6h 51mUnited Airlines
Deal found 4/3C$ 457
Tue 26/37:15 p.m.YVR - ORD
1 stop7h 57mUnited Airlines
Thu 11/45:00 a.m.ORD - YVR
1 stop6h 51mUnited Airlines
Deal found 4/3C$ 465
Thu 11/41:45 p.m.YVR - ORD
Nonstop4h 13mUnited Airlines
Mon 15/45:00 a.m.ORD - YVR
1 stop6h 51mUnited Airlines
Deal found 3/3C$ 479
Tue 26/32:50 p.m.YVR - ORD
1 stop13h 19mUnited Airlines
Tue 2/47:10 a.m.ORD - YVR
1 stop6h 39mUnited Airlines
Deal found 3/3C$ 499

Cheap Vancouver to Chicago flights in March & April 2024

Find cheap flight options from Vancouver to Chicago specifically for the months of March and April 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 550,090 searches. Prices were last updated on 4 March 2024.
Check out some of the best flight deals from Vancouver to Chicago in 2024. Check back soon for alternative fares.
Wed 10/49:15 a.m.YVR - ORD
1 stop24h 30mMultiple Airlines
Mon 15/45:35 p.m.ORD - YVR
1 stop22h 45mMultiple Airlines
Deal found 3/3C$ 338
Tue 2/43:45 p.m.YVR - ORD
1 stop12h 45mMultiple Airlines
Tue 9/411:05 p.m.ORD - YVR
1 stop17h 00mMultiple Airlines
Deal found 3/3C$ 355
Tue 9/49:15 a.m.YVR - ORD
1 stop14h 05mMultiple Airlines
Mon 15/45:35 p.m.ORD - YVR
1 stop22h 45mMultiple Airlines
Deal found 3/3C$ 363
Tue 9/43:45 p.m.YVR - MDW
1 stop17h 51mMultiple Airlines
Mon 15/410:59 p.m.MDW - YVR
1 stop25h 21mMultiple Airlines
Deal found 3/3C$ 371
Tue 2/43:45 p.m.YVR - MDW
2 stops16h 01mMultiple Airlines
Tue 9/412:26 p.m.MDW - YVR
1 stop27h 39mMultiple Airlines
Deal found 3/3C$ 376
Wed 10/49:15 a.m.YVR - MDW
2 stops21h 21mMultiple Airlines
Wed 17/412:29 p.m.MDW - YVR
1 stop26h 26mMultiple Airlines
Deal found 3/3C$ 392
Tue 26/39:35 a.m.YVR - ORD
Nonstop4h 06mUnited Airlines
Tue 2/47:10 a.m.ORD - YVR
1 stop12h 46mUnited Airlines
Deal found 3/3C$ 446
Tue 9/49:35 a.m.YVR - ORD
Nonstop4h 14mAir Canada
Mon 15/42:30 p.m.ORD - YVR
1 stop8h 48mAir Canada
Deal found 3/3C$ 447
Tue 9/410:45 p.m.YVR - MDW
1 stop13h 54mMultiple Airlines
Mon 15/410:59 p.m.MDW - YVR
2 stops15h 56mMultiple Airlines
Deal found 3/3C$ 449

Vancouver to Chicago 2024 flight deals

Discover exclusive flight deals for travel between Vancouver and Chicago in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 550,090 searches. Data last updated 4 March 2024.
Check out some of the best flight deals from Vancouver to Chicago in 2024. Check back soon for alternative fares.
Wed 10/49:15 a.m.YVR - ORD
1 stop24h 30mMultiple Airlines
Mon 15/45:35 p.m.ORD - YVR
1 stop22h 45mMultiple Airlines
Deal found 3/3C$ 338
Tue 2/43:45 p.m.YVR - ORD
1 stop12h 45mMultiple Airlines
Tue 9/411:05 p.m.ORD - YVR
1 stop17h 00mMultiple Airlines
Deal found 3/3C$ 355
Tue 9/49:15 a.m.YVR - ORD
1 stop14h 05mMultiple Airlines
Mon 15/45:35 p.m.ORD - YVR
1 stop22h 45mMultiple Airlines
Deal found 3/3C$ 363
Tue 9/43:45 p.m.YVR - MDW
1 stop17h 51mMultiple Airlines
Mon 15/410:59 p.m.MDW - YVR
1 stop25h 21mMultiple Airlines
Deal found 3/3C$ 371
Tue 2/43:45 p.m.YVR - MDW
2 stops16h 01mMultiple Airlines
Tue 9/412:26 p.m.MDW - YVR
1 stop27h 39mMultiple Airlines
Deal found 3/3C$ 376
Wed 10/49:15 a.m.YVR - MDW
2 stops21h 21mMultiple Airlines
Wed 17/412:29 p.m.MDW - YVR
1 stop26h 26mMultiple Airlines
Deal found 3/3C$ 392
Fri 31/511:57 p.m.YVR - ORD
2 stops10h 28mAmerican Airlines
Sun 2/66:00 a.m.ORD - YVR
1 stop8h 54mAmerican Airlines
Deal found 3/3C$ 394
Thu 2/58:10 a.m.YVR - ORD
Nonstop4h 14mUnited Airlines
Sun 5/57:41 p.m.ORD - YVR
Nonstop4h 39mUnited Airlines
Deal found 4/3C$ 418
Sun 16/68:30 a.m.YVR - ORD
1 stop6h 27mWestJet
Fri 28/65:55 p.m.ORD - YVR
1 stop7h 09mWestJet
Deal found 3/3C$ 424

Direct flights to Chicago from Vancouver

Discover non-stop flight options from Vancouver to Chicago. Find direct flights with no layovers, providing a convenient travel experience. Explore non-stop flight options based on user searches, and compare prices and availability for your desired travel dates. Over the last 7 days, Cheapflights users made 550,090 searches. Data last updated 4 March 2024.
For a quicker trip, book one of these direct flights from Vancouver to Chicago. Search for alternative flights from Vancouver to Chicago by utilizing the search form above.
Thu 2/58:10 a.m.YVR - ORD
Nonstop4h 14mUnited Airlines
Sun 5/57:41 p.m.ORD - YVR
Nonstop4h 39mUnited Airlines
Deal found 4/3C$ 418
Fri 10/511:35 p.m.YVR - ORD
Nonstop4h 13mAir Canada
Mon 13/57:41 p.m.ORD - YVR
Nonstop4h 39mAir Canada
Deal found 4/3C$ 442
Thu 30/511:35 p.m.YVR - ORD
Nonstop4h 01mUnited Airlines
Mon 3/67:40 p.m.ORD - YVR
Nonstop4h 38mUnited Airlines
Deal found 4/3C$ 443
Sat 20/41:45 p.m.YVR - ORD
Nonstop4h 13mUnited Airlines
Wed 1/53:10 p.m.ORD - YVR
Nonstop4h 20mUnited Airlines
Deal found 3/3C$ 450
Tue 26/31:53 p.m.YVR - ORD
Nonstop4h 05mUnited Airlines
Thu 11/44:40 p.m.ORD - YVR
Nonstop4h 20mUnited Airlines
Deal found 4/3C$ 457
Thu 11/41:45 p.m.YVR - ORD
Nonstop4h 13mAir Canada
Sat 13/48:55 a.m.ORD - YVR
Nonstop4h 38mAir Canada
Deal found 2/3C$ 466
Tue 9/41:45 p.m.YVR - ORD
Nonstop4h 13mAir Canada
Wed 10/48:55 a.m.ORD - YVR
Nonstop4h 38mAir Canada
Deal found 2/3C$ 488
Sat 4/511:35 p.m.YVR - ORD
Nonstop4h 13mUnited Airlines
Wed 8/57:41 p.m.ORD - YVR
Nonstop4h 39mUnited Airlines
Deal found 3/3C$ 499
Wed 5/68:10 a.m.YVR - ORD
Nonstop4h 14mAir Canada
Wed 26/67:40 p.m.ORD - YVR
Nonstop4h 38mAir Canada
Deal found 3/3C$ 529

Vancouver to Chicago flights leaving soon

Find last-minute flight options from Vancouver to Chicago for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 550,090 searches. Data last updated 4 March 2024.
Have a look at some of the flights available from Vancouver to Chicago departing last-minute. To prevent any unwanted surprises, users should verify their flight info before booking.
Mon 11/37:00 a.m.YVR - ORD
1 stop16h 15mMultiple Airlines
Mon 18/310:47 p.m.ORD - YVR
1 stop14h 38mMultiple Airlines
Deal found 3/3C$ 489
Mon 11/37:00 a.m.YVR - ORD
1 stop16h 15mMultiple Airlines
Mon 18/310:10 a.m.ORD - YVR
2 stops15h 45mMultiple Airlines
Deal found 3/3C$ 782
Mon 11/38:35 a.m.YVR - ORD
Nonstop4h 00mUnited Airlines
Mon 18/35:01 a.m.ORD - YVR
1 stop10h 42mUnited Airlines
Deal found 3/3C$ 784
Mon 18/38:35 a.m.YVR - ORD
Nonstop4h 00mUnited Airlines
Mon 25/35:01 a.m.ORD - YVR
1 stop10h 42mUnited Airlines
Deal found 3/3C$ 794
Mon 18/31:53 p.m.YVR - ORD
Nonstop4h 05mUnited Airlines
Sun 24/35:01 a.m.ORD - YVR
1 stop8h 56mUnited Airlines
Deal found 3/3C$ 822
Mon 18/38:35 a.m.YVR - ORD
Nonstop4h 00mUnited Airlines
Mon 25/38:52 a.m.ORD - YVR
Nonstop4h 43mUnited Airlines
Deal found 3/3C$ 893
Mon 11/35:07 p.m.YVR - ORD
2 stops9h 53mAlaska Airlines
Mon 18/36:00 a.m.ORD - YVR
2 stops12h 05mAlaska Airlines
Deal found 3/3C$ 897
Mon 18/31:53 p.m.YVR - ORD
Nonstop4h 05mAir Canada
Mon 25/38:55 a.m.ORD - YVR
1 stop10h 22mAir Canada
Deal found 3/3C$ 910
Mon 18/31:53 p.m.YVR - ORD
Nonstop4h 05mAir Canada
Mon 25/34:40 p.m.ORD - YVR
Nonstop4h 36mAir Canada
Deal found 3/3C$ 961

One-way flights to Chicago from Vancouver

Search for one-way flight options from Vancouver to Chicago. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 550,090 searches. Data last updated 4 March 2024.
Take a look at some of the one-way flights we've detected from Vancouver to Chicago. Users needing a return flight from Vancouver to Chicago should utilize the search form above.
Mon 8/47:00 a.m.YVR - ORD
1 stop21h 55mMultiple Airlines
Deal found 3/3C$ 191
Fri 3/57:00 a.m.YVR - ORD
1 stop26h 29mMultiple Airlines
Deal found 3/3C$ 193
Tue 7/58:30 p.m.YVR - ORD
2 stops18h 57mMultiple Airlines
Deal found 2/3C$ 206
Mon 6/59:15 a.m.YVR - ORD
1 stop24h 14mMultiple Airlines
Deal found 2/3C$ 207
Tue 7/57:00 a.m.YVR - MDW
2 stops24h 22mMultiple Airlines
Deal found 2/3C$ 213
Wed 1/57:00 a.m.YVR - ORD
2 stops15h 56mMultiple Airlines
Deal found 3/3C$ 217
Wed 1/57:00 a.m.YVR - ORD
1 stop26h 45mMultiple Airlines
Deal found 3/3C$ 220
Fri 17/57:00 a.m.YVR - ORD
1 stop8h 05mWestJet
Deal found 3/3C$ 222
Fri 3/59:15 p.m.YVR - MDW
2 stops15h 24mMultiple Airlines
Deal found 3/3C$ 226

Find flights from Vancouver to Chicago within your budget

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, Cheapflights users made 550,090 searches. Data last updated 4 March 2024.

Fly from

Any airport

Fly to

Any airport

Budget

C$ 338 - C$ 694

Route

Depart

Return

Price

Vancouver IntlChicago O'Hare Intl

YVR - ORD

YVRORD

Vancouver Intl

Wed 10/4

1 stop24h 30m

Chicago O'Hare Intl

Mon 15/4

1 stop22h 45m

C$ 338

Vancouver IntlChicago O'Hare Intl

YVR - ORD

YVRORD

Vancouver Intl

Tue 2/4

1 stop12h 45m

Chicago O'Hare Intl

Tue 9/4

1 stop17h 00m

C$ 355

Vancouver IntlChicago O'Hare Intl

YVR - ORD

YVRORD

Vancouver Intl

Fri 31/5

2 stops10h 28m

Chicago O'Hare Intl

Sun 2/6

1 stop8h 54m

C$ 394

Vancouver IntlChicago O'Hare Intl

YVR - ORD

YVRORD

Vancouver Intl

Thu 2/5

Nonstop4h 14m

Chicago O'Hare Intl

Sun 5/5

Nonstop4h 39m

C$ 418

Vancouver IntlChicago O'Hare Intl

YVR - ORD

YVRORD

Vancouver Intl

Thu 30/5

Nonstop4h 01m

Chicago O'Hare Intl

Mon 3/6

Nonstop4h 38m

C$ 443

Vancouver IntlChicago Midway

YVR - MDW

YVRMDW

Vancouver Intl

Sat 20/4

2 stops11h 42m

Chicago Midway

Wed 1/5

2 stops13h 02m

C$ 457

Vancouver IntlChicago O'Hare Intl

YVR - ORD

YVRORD

Vancouver Intl

Sat 20/4

1 stop5h 45m

Chicago O'Hare Intl

Wed 1/5

2 stops20h 59m

C$ 554

Vancouver IntlChicago O'Hare Intl

YVR - ORD

YVRORD

Vancouver Intl

Fri 24/5

1 stop8h 05m

Chicago O'Hare Intl

Fri 31/5

1 stop7h 08m

C$ 560

Vancouver IntlChicago Midway

YVR - MDW

YVRMDW

Vancouver Intl

Fri 10/5

1 stop12h 12m

Chicago Midway

Mon 13/5

1 stop11h 56m

C$ 694

Flights are sorted by cheapest first

Deals found on 3/3

When is the best time to book a flight from Vancouver to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Vancouver to Chicago. Price data was last updated on 28 January 2024.
To ensure you get the cheapest price possible for a flight from Vancouver to Chicago, you should look to book at least 57 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
Search Deals

When is the cheapest time to fly from Vancouver to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Vancouver to Chicago. Price data was last updated on 3 March 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Vancouver to Chicago flight should consider departing on Friday afternoons when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Average price of flights to Chicago by month

Plan your trip from Vancouver to Chicago by taking into account the cheapest months to travel. The average price of a one-way flight from Vancouver to Chicago is currently C$ 211 while a round-trip flight costs C$ 468. Price data was last updated on 25 February 2024.

Currently, January is the cheapest month in which you can book a flight from Vancouver to Chicago (average of C$ 261). Flying from Vancouver to Chicago in August is currently the most expensive (average of C$ 435). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

January

C$ 354

February

C$ 451

March

C$ 458

April

C$ 522

May

C$ 500

June

C$ 556

July

C$ 587

August

C$ 590

September

C$ 464

October

C$ 499

November

C$ 458

December

C$ 473

Temperature and rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average temperature and rainfall totals by month.

CHI

Temperature

-5 - 23 °C

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated 4 March 2024.
Peruse reviews from past customers who have flown with American Airlines, United Airlines and Air Canada from Vancouver to Chicago to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
8.1
Very good
9,262 reviews

Comfort

7.9

Food

7.3

Overall

8.1

Entertainment

7.4

Boarding

8.2

Crew

8.6

Reviews

1 / 10

I paid for an aisle seat and found I was bumped to the middle seat. No entertainment at all, bathroom was so tiny, a woman had a hard time in there. Seems it was considered for men only. This was my first time on Alaska airlines. I don’t think I want to fly on Alaska Airlines again.

8.1
Very good
9,262 reviews
8.1
Very good
9,262 reviews

Comfort

7.9

Food

7.3

Overall

8.1

Entertainment

7.4

Boarding

8.2

Crew

8.6

Reviews

1 / 10

I paid for an aisle seat and found I was bumped to the middle seat. No entertainment at all, bathroom was so tiny, a woman had a hard time in there. Seems it was considered for men only. This was my first time on Alaska airlines. I don’t think I want to fly on Alaska Airlines again.

8.1
Very good
11,764 reviews
8.1
Very good
9,262 reviews

Comfort

7.9

Food

7.3

Overall

8.1

Entertainment

7.4

Boarding

8.2

Crew

8.6

Reviews

1 / 10

I paid for an aisle seat and found I was bumped to the middle seat. No entertainment at all, bathroom was so tiny, a woman had a hard time in there. Seems it was considered for men only. This was my first time on Alaska airlines. I don’t think I want to fly on Alaska Airlines again.

7.7
Good
2,878 reviews
8.1
Very good
9,262 reviews

Comfort

7.9

Food

7.3

Overall

8.1

Entertainment

7.4

Boarding

8.2

Crew

8.6

Reviews

1 / 10

I paid for an aisle seat and found I was bumped to the middle seat. No entertainment at all, bathroom was so tiny, a woman had a hard time in there. Seems it was considered for men only. This was my first time on Alaska airlines. I don’t think I want to fly on Alaska Airlines again.

7.5
Good
3,126 reviews
8.1
Very good
9,262 reviews