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Cheap flights from Chicago to anywhere

Fly from Chicago to anywhere in the world.

CHI — YVR
25 Nov — 2 Dec1
1 adult

Find flights from Chicago within your budget

Find flights departing from Chicago that match your specified budget. Filter results by price range, allowing you to narrow down options and find flights that fit within your financial constraints. Please note that the search results are based on data from user searches, with fares last updated on 20 November 2024. In the last 7 days, Cheapflights users made a total of 645,034 searches

Fly to

Any airport

Route

Depart

Return

Price

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Tue 14/1

8:45 a.m.-11:34 a.m.

Nonstop3h 49m

Calgary

Fri 17/1

12:41 p.m.-5:15 p.m.

Nonstop3h 34m

C$ 304

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Sat 11/1

6:20 a.m.-11:50 p.m.

1 stop18h 30m

Calgary

Fri 17/1

7:10 p.m.-3:13 p.m.

1 stop19h 03m

C$ 308

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Tue 29/4

10:50 a.m.-9:38 p.m.

1 stop11h 48m

Calgary

Sat 3/5

8:30 a.m.-12:49 p.m.

Nonstop3h 19m

C$ 316

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Sat 11/1

12:45 p.m.-9:41 p.m.

1 stop9h 56m

Calgary

Fri 17/1

12:41 p.m.-5:15 p.m.

Nonstop3h 34m

C$ 326

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Fri 24/1

12:43 p.m.-10:30 p.m.

1 stop11h 47m

Vancouver Intl

Tue 28/1

9:15 p.m.-7:06 p.m.

2 stops19h 51m

C$ 337

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Wed 12/2

12:15 p.m.-8:53 p.m.

1 stop9h 38m

Calgary

Wed 26/2

12:40 p.m.-9:27 p.m.

1 stop7h 47m

C$ 350

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Tue 24/12

11:15 a.m.-1:57 p.m.

Nonstop1h 42m

Toronto Island

Tue 31/12

9:30 a.m.-10:20 a.m.

Nonstop1h 50m

C$ 354

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Tue 10/12

9:10 p.m.-10:30 p.m.

1 stop27h 20m

Vancouver Intl

Sat 14/12

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

1 stop10h 00m

C$ 372

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Wed 18/12

12:52 p.m.-3:45 p.m.

Nonstop1h 53m

Toronto Pearson Intl

Wed 25/12

8:00 a.m.-8:57 a.m.

Nonstop1h 57m

C$ 391

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 12/12

7:19 a.m.-9:58 a.m.

Nonstop1h 39m

Toronto Pearson Intl

Thu 12/12

12:20 p.m.-6:36 p.m.

1 stop7h 16m

C$ 399

Flights are sorted by cheapest round-trip flights first.

Deals found on 19/11

Showing 1-10 of 60 results
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What to know about flights from Chicago

Discover essential information about flights departing from Chicago, including flight schedules, destinations, airlines operating at the Chicago airport, and any specific guidelines or requirements for travellers. Please note that the information is based on the most recent updates available. Data last updated 20 November 2024.

Cheapest airline

Frontier
On average, Frontier currently has the cheapest one-way flight from Chicago.
Search Deals

Find flights from Chicago

Cheapest flights from Chicago
Explore the most affordable flight options available from Chicago. Find the lowest fares based on data from user searches, with prices last updated on 20 November 2024.

Tue 14/18:45 a.m.ORD - YYC
Nonstop3h 49mAir Canada
Fri 17/112:41 p.m.YYC - ORD
Nonstop3h 34mAir Canada
Deal found 18/11C$ 304
Sat 11/16:20 a.m.ORD - YYC
1 stop18h 30mMultiple Airlines
Fri 17/17:10 p.m.YYC - ORD
1 stop19h 03mMultiple Airlines
Deal found 20/11C$ 308
Tue 29/410:50 a.m.ORD - YYC
1 stop11h 48mUnited Airlines
Sat 3/58:30 a.m.YYC - ORD
Nonstop3h 19mUnited Airlines
Deal found 19/11C$ 316
Sat 11/112:45 p.m.ORD - YYC
1 stop9h 56mLufthansa
Fri 17/112:41 p.m.YYC - ORD
Nonstop3h 34mLufthansa
Deal found 19/11C$ 326
Fri 24/112:43 p.m.MDW - YVR
1 stop11h 47mMultiple Airlines
Tue 28/19:15 p.m.YVR - MDW
2 stops19h 51mMultiple Airlines
Deal found 19/11C$ 337
Wed 12/212:15 p.m.ORD - YYC
1 stop9h 38mDelta
Wed 26/212:40 p.m.YYC - ORD
1 stop7h 47mDelta
Deal found 19/11C$ 350
Tue 24/1211:15 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Tue 31/129:30 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 18/11C$ 354
Tue 10/129:10 p.m.ORD - YVR
1 stop27h 20mMultiple Airlines
Thu 12/123:55 p.m.YVR - ORD
1 stop11h 35mMultiple Airlines
Deal found 18/11C$ 372
Wed 18/1212:52 p.m.ORD - YYZ
Nonstop1h 53mAir Canada
Wed 25/128:00 a.m.YYZ - ORD
Nonstop1h 57mAir Canada
Deal found 18/11C$ 391
Thu 12/127:19 a.m.ORD - YYZ
Nonstop1h 39mUnited Airlines
Thu 12/1212:20 p.m.YYZ - ORD
1 stop7h 16mUnited Airlines
Deal found 20/11C$ 399
Thu 12/127:20 a.m.ORD - YTZ
1 stop6h 30mAir Canada
Sun 15/128:50 a.m.YTZ - ORD
1 stop5h 08mAir Canada
Deal found 19/11C$ 400
Thu 12/1210:51 a.m.ORD - YYZ
Nonstop1h 51mLufthansa
Sun 15/1211:00 a.m.YYZ - ORD
Nonstop1h 59mLufthansa
Deal found 20/11C$ 403

Best time to book a flight from Chicago

Have a flexible travel schedule? Discover the best time to fly from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Chicago

Get recent, data-driven insights about flights from Chicago including ideal travel times, pricing trends, and more.

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

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Vancouver Intl. Price data was last updated on 15 November 2024.

The price you pay for your flight from Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 71 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Chicago?

Currently, October is the cheapest month in which you can book a flight from Chicago (average of C$ 176). Flying from Chicago in March will prove the most costly (average of C$ 347). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

Which airlines fly from Chicago?

For flights departing from Chicago check dates and pricing for the following: Air Canada, United Airlines. These airlines depart to the following popular destinations: Vancouver.

Etihad Airways

Etihad Airways

From C$ 640

Air India

Air India

From C$ 606

Air Canada

Air Canada

From C$ 141

Emirates

Emirates

From C$ 657

What are popular destinations to fly to from Chicago?

From Chicago you can expect to find greater availability for the following destinations: New York (1,524 flights per day), Detroit (978 flights per day) and Toronto (742 flights per day).

Toronto

Toronto

From C$ 105

Abu Dhabi Zayed Intl

Abu Dhabi Zayed Intl

From C$ 402

New Delhi Indira Gandhi Intl

New Delhi Indira Gandhi Intl

From C$ 403

Istanbul

Istanbul

From C$ 450

What is the cheapest place to fly to from Chicago?

The cheapest city to fly to from Chicago is New York, with prices starting at C$ 53. Explore other affordable destinations below.

New York

New York

From C$ 38

Miami

Miami

From C$ 45

Monterrey Gen Mariano Escobedo

Monterrey Gen Mariano Escobedo

From C$ 46

Pittsburgh

Pittsburgh

From C$ 48

Airline reviews for flights from Chicago

Get insights into the airlines that provide service from Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing airline for your flight from Chicago. In the last 7 days, Cheapflights users made a total of 645,034 searches.
Alaska Airlines
8.0
Very good
9,461 reviews
Check prices

Comfort

7.9

Entertainment

7.1

Overall

8.0

Crew

8.5

Food

7.2

Boarding

8.2

Reviews

1 / 10

Service was good. We pre-ordered a snack but never made it to us.

Alaska Airlines
8.0
Very good
9,461 reviews
Alaska Airlines
8.0
Very good
9,461 reviews
Check prices

Comfort

7.9

Entertainment

7.1

Overall

8.0

Crew

8.5

Food

7.2

Boarding

8.2

Reviews

1 / 10

Service was good. We pre-ordered a snack but never made it to us.

Delta
8.0
Very good
8,756 reviews
Alaska Airlines
8.0
Very good
9,461 reviews
Check prices

Comfort

7.9

Entertainment

7.1

Overall

8.0

Crew

8.5

Food

7.2

Boarding

8.2

Reviews

1 / 10

Service was good. We pre-ordered a snack but never made it to us.

Porter Airlines
7.8
Good
288 reviews
Alaska Airlines
8.0
Very good
9,461 reviews
Check prices

Comfort

7.9

Entertainment

7.1

Overall

8.0

Crew

8.5

Food

7.2

Boarding

8.2

Reviews

1 / 10

Service was good. We pre-ordered a snack but never made it to us.

United Airlines
7.4
Good
9,171 reviews
Alaska Airlines
8.0
Very good
9,461 reviews
Check prices

Comfort

7.9

Entertainment

7.1

Overall

8.0

Crew

8.5

Food

7.2

Boarding

8.2

Reviews

1 / 10

Service was good. We pre-ordered a snack but never made it to us.

WestJet
7.3
Good
2,811 reviews
Alaska Airlines
8.0
Very good
9,461 reviews
Check prices

Comfort

7.9

Entertainment

7.1

Overall

8.0

Crew

8.5

Food

7.2

Boarding

8.2

Reviews

1 / 10

Service was good. We pre-ordered a snack but never made it to us.

Browse thousands of different options on Cheapflights for your next trip

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Related info for your journey

Access useful and relevant information related to your journey from Chicago. This can include details such as airport transportation, visa requirements, travel insurance, luggage regulations, and any other information that can ensure a smooth and hassle-free travel experience. Please note that the information is based on general guidance and may need to be verified with official sources. Data last updated 20 November 2024.

  • What are the most popular destinations to fly to from Chicago?

    This month, the top selected destinations from Chicago are Mumbai, Atlanta, Ahmedabad. Throughout the year, Atlanta, Boston, Athens are some of the top choices made by users flying from Chicago.

  • Which is the cheapest airport to catch a flight from Chicago?

    The cheapest routes to Ottawa can be found at Chicago O'Hare Intl airport from C$ 270. While Chicago Midway airport is usually cheaper if your destination is Toronto with prices starting at C$ 337. Reference our flight search to find the best deals in real time.

  • What are the cheapest airlines flying from Chicago to anywhere?

    According to our data, users have found Frontier, Spirit Airlines, and United Airlines to have the cheapest round-trip prices from Chicago. Some of the destinations and prices are as follows: Frontier flights from Chicago to Atlanta Hartsfield-Jackson (C$ 61). Spirit Airlines flights from Chicago to Fort Lauderdale (C$ 99). United Airlines flights from Chicago to Cancun (C$ 184).

  • What is the cheapest month to fly from Chicago?

    At the present moment the cheapest month to fly from Chicago is currently October; with March being the most expensive. Prices will vary depending on multiple factors such as booking in advance, airline and departure airports and times.

  • Where are the cheapest places to fly to from Chicago?

    Check out the cheapest flights from Chicago to embark to:
    Travel from Chicago to Calgary from C$ 270 round trip
    Travel from Chicago to Vancouver from C$ 337 round trip
    Travel from Chicago to Toronto from C$ 350 round trip
    Travel from Chicago to Montreal from C$ 445 round trip
    Travel from Chicago to Abbotsford from C$ 505 round trip

  • How does Cheapflights help users find flights from Chicago?

    Cheapflights helps you search for flights from Chicago via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

  • Why should you use Cheapflights to find cheap flight tickets from Chicago?

    By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights from Chicago.

  • Can Cheapflights find flights from Chicago with no change fees?

    Cheapflights does show flights with no change fees to all users. To see these options for flights from Chicago, users can toggle the no change fees filter when performing a flight search.

  • Can Cheapflights notify me if prices for flights from Chicago become cheaper?

    Of course! You can now track prices for flights from Chicago and get an alert from Cheapflights when they change. Click the bell icon next to the flight deals above and provide your email address to set up price alerts.

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Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Chicago?

Cheapflights helps you search for flights from Chicago via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

Why should you use Cheapflights to find cheap flight tickets from Chicago?

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights from Chicago.

Can Cheapflights find flights from Chicago with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights from Chicago, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights from Chicago become cheaper?

Of course! You can now track prices for flights from Chicago and get an alert from Cheapflights when they change. Click the bell icon next to the flight deals above and provide your email address to set up price alerts.

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