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Cheap flights from Chicago to anywhere

Fly from Chicago to anywhere in the world.

CHI — YYC
29 Apr — 6 May1
1 adult
Mon 29/4
Mon 6/5

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 24 April 2024.

Cheapest airline

Frontier
On average, Frontier currently has the cheapest one-way flight 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 24 April 2024. In the last 7 days, Cheapflights users made a total of 509,488 searches.
Fri 17/55:55 p.m.ORD - YYC
Nonstop3h 27mWestJet
Thu 23/512:30 p.m.YYC - ORD
Nonstop3h 35mWestJet
Deal found 24/4C$ 279
Wed 5/66:40 p.m.ORD - YYZ
1 stop18h 20mMultiple Airlines
Wed 12/66:30 a.m.YYZ - ORD
1 stop17h 23mMultiple Airlines
Deal found 24/4C$ 301
Wed 15/59:15 p.m.ORD - YYZ
2 stops21h 20mMultiple Airlines
Tue 21/56:30 a.m.YYZ - ORD
1 stop17h 59mMultiple Airlines
Deal found 23/4C$ 304
Sun 26/55:55 p.m.ORD - YYC
Nonstop3h 27mWestJet
Thu 30/512:30 p.m.YYC - ORD
Nonstop3h 35mWestJet
Deal found 23/4C$ 315
Tue 14/56:40 p.m.ORD - YUL
1 stop18h 20mMultiple Airlines
Tue 21/52:45 p.m.YUL - ORD
1 stop9h 44mMultiple Airlines
Deal found 23/4C$ 320
Fri 17/56:40 p.m.ORD - YUL
1 stop18h 20mMultiple Airlines
Wed 22/52:45 p.m.YUL - ORD
1 stop9h 44mMultiple Airlines
Deal found 23/4C$ 322
Fri 17/56:40 p.m.ORD - YUL
1 stop18h 20mMultiple Airlines
Wed 22/52:45 p.m.YUL - ORD
1 stop9h 44mMultiple Airlines
Deal found 23/4C$ 324
Wed 15/510:58 a.m.ORD - YYZ
3 stops31h 37mMultiple Airlines
Tue 21/56:30 a.m.YYZ - ORD
1 stop11h 05mMultiple Airlines
Deal found 23/4C$ 330
Thu 16/55:00 a.m.ORD - YUL
1 stop8h 00mMultiple Airlines
Wed 22/52:45 p.m.YUL - ORD
1 stop9h 44mMultiple Airlines
Deal found 23/4C$ 334

Last-minute flight deals from Chicago

Discover last-minute flight deals departing from Chicago. Take advantage of attractive deals offered by airlines for spontaneous travel. These deals are subject to availability and can provide significant savings for flexible travellers. Please note that the availability of last-minute deals can vary and may change quickly. Data last updated 24 April 2024 and based on user searches. In the last 7 days, Cheapflights users made a total of 509,488 searches.
Thu 2/58:51 a.m.ORD - YYC
Nonstop3h 46mAir Canada
Tue 7/58:30 a.m.YYC - ORD
Nonstop3h 30mAir Canada
Deal found 23/4C$ 305
Fri 3/58:51 a.m.ORD - YYC
Nonstop3h 46mAir Canada
Tue 7/56:00 a.m.YYC - ORD
1 stop7h 54mAir Canada
Deal found 23/4C$ 319
Wed 1/58:51 a.m.ORD - YYC
Nonstop3h 46mAir Canada
Wed 29/56:00 a.m.YYC - ORD
1 stop7h 02mAir Canada
Deal found 24/4C$ 320
Thu 2/58:51 a.m.ORD - YYC
Nonstop3h 46mUnited Airlines
Tue 7/56:25 a.m.YYC - ORD
1 stop15h 36mUnited Airlines
Deal found 23/4C$ 326
Wed 8/51:45 p.m.ORD - YYC
1 stop10h 28mDelta
Tue 14/57:55 a.m.YYC - ORD
1 stop10h 15mDelta
Deal found 24/4C$ 338
Wed 8/510:57 p.m.ORD - YVR
1 stop16h 48mMultiple Airlines
Sat 11/57:00 a.m.YVR - ORD
2 stops23h 13mMultiple Airlines
Deal found 23/4C$ 346
Wed 8/55:19 p.m.ORD - YYZ
2 stops25h 16mMultiple Airlines
Wed 15/57:45 a.m.YYZ - ORD
1 stop15h 01mMultiple Airlines
Deal found 23/4C$ 348
Tue 7/58:51 a.m.ORD - YYC
Nonstop3h 46mUnited Airlines
Wed 15/58:30 a.m.YYC - ORD
Nonstop3h 30mUnited Airlines
Deal found 24/4C$ 349
Wed 8/51:45 p.m.ORD - YYC
1 stop10h 28mDelta
Wed 15/56:25 a.m.YYC - ORD
2 stops13h 30mDelta
Deal found 24/4C$ 352

Domestic airfare to nearby cities with cheap hotels

Discover domestic flight options from Chicago to cities with affordable hotel accommodations. Plan your travel to both enjoy budget-friendly flights and find affordable lodging in your chosen destination. Please note that the flight options are sourced from user searches. In the last 7 days, Cheapflights users made a total of 509,488 searches and data was last updated 24 April 2024.
Sat 18/56:40 p.m.ORD - FLL
Nonstop3h 06mSpirit Airlines
Sat 25/59:16 p.m.FLL - ORD
Nonstop3h 13mSpirit Airlines
Deal found 24/4C$ 88
Tue 14/55:41 p.m.ORD - FLL
Nonstop3h 05mSpirit Airlines
Wed 15/59:16 p.m.FLL - ORD
Nonstop3h 13mSpirit Airlines
Deal found 23/4C$ 94
Sat 18/54:45 p.m.ORD - LGA
Nonstop2h 12mSpirit Airlines
Wed 29/58:35 a.m.LGA - ORD
Nonstop2h 39mSpirit Airlines
Deal found 24/4C$ 100
Sun 26/511:14 a.m.ORD - LGA
Nonstop2h 11mSpirit Airlines
Wed 29/58:35 a.m.LGA - ORD
Nonstop2h 39mSpirit Airlines
Deal found 23/4C$ 101
Sat 18/57:07 p.m.ORD - FLL
1 stop11h 13mSpirit Airlines
Sat 25/59:16 p.m.FLL - ORD
Nonstop3h 13mSpirit Airlines
Deal found 24/4C$ 105
Tue 14/55:41 p.m.ORD - FLL
Nonstop3h 05mSpirit Airlines
Fri 17/59:16 p.m.FLL - ORD
Nonstop3h 13mSpirit Airlines
Deal found 23/4C$ 107
Wed 22/57:20 a.m.ORD - LGA
1 stop6h 10mSpirit Airlines
Wed 29/58:09 p.m.LGA - ORD
Nonstop2h 37mSpirit Airlines
Deal found 24/4C$ 110
Tue 14/56:10 a.m.ORD - FLL
1 stop8h 43mSpirit Airlines
Sat 18/53:21 p.m.FLL - ORD
Nonstop3h 19mSpirit Airlines
Deal found 23/4C$ 111
Mon 20/55:00 a.m.ORD - FLL
Nonstop3h 04mSpirit Airlines
Thu 23/53:21 p.m.FLL - ORD
Nonstop3h 19mSpirit Airlines
Deal found 23/4C$ 119

Non-stop flights from Chicago

Discover airlines that offer direct flights from Chicago to various destinations. Avoid layovers and travel efficiently with direct flight options, saving you time and providing a more convenient travel experience. Please note that the direct flight options are based on data from 24 April 2024 and based on user searches. In the last 7 days, Cheapflights users made a total of 509,488 searches.
Fri 17/55:55 p.m.ORD - YYC
Nonstop3h 27mWestJet
Thu 23/512:30 p.m.YYC - ORD
Nonstop3h 35mWestJet
Deal found 24/4C$ 279
Tue 16/75:55 p.m.ORD - YYC
Nonstop3h 45mWestJet
Mon 22/712:30 p.m.YYC - ORD
Nonstop3h 27mWestJet
Deal found 23/4C$ 339
Thu 23/511:05 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Sun 26/58:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 23/4C$ 344
Mon 15/75:55 p.m.ORD - YYC
Nonstop3h 45mWestJet
Mon 22/712:30 p.m.YYC - ORD
Nonstop3h 27mWestJet
Deal found 23/4C$ 345
Mon 15/75:55 p.m.ORD - YYC
Nonstop3h 45mWestJet
Tue 23/712:30 p.m.YYC - ORD
Nonstop3h 27mWestJet
Deal found 24/4C$ 346
Tue 7/58:51 a.m.ORD - YYC
Nonstop3h 46mUnited Airlines
Wed 15/58:30 a.m.YYC - ORD
Nonstop3h 30mUnited Airlines
Deal found 24/4C$ 349
Mon 27/58:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Wed 29/58:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 24/4C$ 349
Thu 23/58:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Sun 26/510:30 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 23/4C$ 352
Sun 14/75:55 p.m.ORD - YYC
Nonstop3h 45mWestJet
Mon 22/712:30 p.m.YYC - ORD
Nonstop3h 27mWestJet
Deal found 23/4C$ 355

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 24 April 2024. In the last 7 days, Cheapflights users made a total of 509,488 searches

Fly to

Any airport

Budget

C$ 279 - C$ 334

Route

Depart

Return

Price

Chicago O'Hare IntlCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Fri 17/5

Nonstop3h 27m

Calgary

Thu 23/5

Nonstop3h 35m

C$ 279

Chicago O'Hare IntlToronto Pearson Intl

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Wed 5/6

1 stop18h 20m

Toronto Pearson Intl

Wed 12/6

1 stop17h 23m

C$ 301

Chicago O'Hare IntlToronto Pearson Intl

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Wed 15/5

2 stops21h 20m

Toronto Pearson Intl

Tue 21/5

1 stop17h 59m

C$ 304

Chicago O'Hare IntlCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Sun 26/5

Nonstop3h 27m

Calgary

Thu 30/5

Nonstop3h 35m

C$ 315

Chicago O'Hare IntlMontreal Pierre Elliott Trudeau Intl

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Tue 14/5

1 stop18h 20m

Montreal Pierre Elliott Trudeau Intl

Tue 21/5

1 stop9h 44m

C$ 320

Chicago O'Hare IntlMontreal Pierre Elliott Trudeau Intl

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Fri 17/5

1 stop18h 20m

Montreal Pierre Elliott Trudeau Intl

Wed 22/5

1 stop9h 44m

C$ 322

Chicago O'Hare IntlMontreal Pierre Elliott Trudeau Intl

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Fri 17/5

1 stop18h 20m

Montreal Pierre Elliott Trudeau Intl

Wed 22/5

1 stop9h 44m

C$ 324

Chicago O'Hare IntlToronto Pearson Intl

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Wed 15/5

3 stops31h 37m

Toronto Pearson Intl

Tue 21/5

1 stop11h 05m

C$ 330

Chicago O'Hare IntlMontreal Pierre Elliott Trudeau Intl

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Thu 16/5

1 stop8h 00m

Montreal Pierre Elliott Trudeau Intl

Wed 22/5

1 stop9h 44m

C$ 334

Flights are sorted by cheapest first

Deals found on 24/4

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. Price data was last updated on 28 January 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 88 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
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When is the cheapest time to fly from Chicago?

Use this chart to determine the cheapest time to fly round-trip from Chicago. Price data was last updated on 21 April 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Those who are seeking the cheapest fare on flights departing from Chicago would be wise to consider leaving during Sunday evenings when prices are typically at their lowest. When considering other options, price-conscious travelers should avoid Sunday mornings when fares are usually the most expensive.
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Average price of flights from Chicago by month

Plan your trip from Chicago by taking into account the cheapest months to travel. The average price of a one-way flight from Chicago is currently C$ 115 while a round-trip flight costs C$ 314. Price data was last updated on 21 April 2024.

Currently, January is the cheapest month in which you can book a flight from Chicago (average of C$ 261). Flying from Chicago in August will prove the most costly (average of C$ 452). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

January

C$ 226

February

C$ 240

March

C$ 327

April

C$ 279

May

C$ 246

June

C$ 256

July

C$ 327

August

C$ 303

September

C$ 192

October

C$ 197

November

C$ 249

December

C$ 266

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 509,488 searches.
8.1
Very good
9,110 reviews

Food

7.3

Overall

8.1

Entertainment

7.3

Crew

8.6

Comfort

7.9

Boarding

8.2

Reviews

1 / 10

Paid a lot for our exit row seats and they weren’t that roomy.

8.1
Very good
9,110 reviews
8.1
Very good
9,110 reviews

Food

7.3

Overall

8.1

Entertainment

7.3

Crew

8.6

Comfort

7.9

Boarding

8.2

Reviews

1 / 10

Paid a lot for our exit row seats and they weren’t that roomy.

8.1
Very good
11,004 reviews
8.1
Very good
9,110 reviews

Food

7.3

Overall

8.1

Entertainment

7.3

Crew

8.6

Comfort

7.9

Boarding

8.2

Reviews

1 / 10

Paid a lot for our exit row seats and they weren’t that roomy.

7.7
Good
2,639 reviews
8.1
Very good
9,110 reviews

Food

7.3

Overall

8.1

Entertainment

7.3

Crew

8.6

Comfort

7.9

Boarding

8.2

Reviews

1 / 10

Paid a lot for our exit row seats and they weren’t that roomy.

7.5
Good
2,991 reviews
8.1
Very good
9,110 reviews

Food

7.3

Overall

8.1

Entertainment

7.3

Crew

8.6

Comfort

7.9

Boarding

8.2

Reviews

1 / 10

Paid a lot for our exit row seats and they weren’t that roomy.

7.4
Good
438 reviews
8.1
Very good
9,110 reviews

Food

7.3

Overall

8.1

Entertainment

7.3

Crew

8.6

Comfort

7.9

Boarding

8.2

Reviews

1 / 10

Paid a lot for our exit row seats and they weren’t that roomy.

Browse thousands of different options on Cheapflights for your next trip

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Popular international destinations from Chicago
The most popular international flight routes departing from Chicago we’ve come across at this time.

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 24 April 2024.
  • What are the most popular destinations to fly to from Chicago?

    This month, the top selected destinations from Chicago are Atlanta, Boston, Athens. Throughout the year, Atlanta, Boston, Mumbai 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 Québec City can be found at Chicago O'Hare Intl airport from C$ 281. While Chicago Midway airport is usually cheaper if your destination is Toronto with prices starting at C$ 339. 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 Spirit Airlines, American Airlines, and Frontier to have the cheapest round-trip prices from Chicago. Some of the destinations and prices are as follows: Spirit Airlines flights from Chicago to Cancun (C$ 91). American Airlines flights from Chicago to New Delhi Indira Gandhi Intl (C$ 108). Frontier flights from Chicago to Dallas/Fort Worth (C$ 113).

  • What is the shortest nonstop flight from Chicago?

    Consider Milwaukee, South Bend, and Kalamazoo if you prefer a quick journey with a short flight time. These locations are all within 108 km of Chicago

  • What is the farthest nonstop flight from Chicago?

    If flights to distant destinations are more of your preference, check pricing for Greensboro, Auckland, and Hong Kong.

  • What are popular destinations to fly to from Chicago?

    From Chicago you can expect to find greater availability for the following destinations: New York (1,877 flights per day), Detroit (922 flights per day) and Los Angeles (647 flights per day).

  • 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$ 281 round trip
    Travel from Chicago to Montreal from C$ 300 round trip
    Travel from Chicago to Toronto from C$ 339 round trip
    Travel from Chicago to Vancouver from C$ 357 round trip
    Travel from Chicago to Québec City from C$ 630 round trip

  • Which airlines fly from Chicago?

    For flights departing from Chicago check dates and pricing for the following: Alaska Airlines, Frontier, Volaris, WestJet, Spirit Airlines. These airlines depart to the following popular destinations: Mexico City, Dallas, Edmonton, Cancún, Seattle.

  • What is the cheapest month to fly from Chicago?

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

  • When is the cheapest time to fly from Chicago?

    Those who are seeking the cheapest fare on flights departing from Chicago would be wise to consider leaving during Sunday evenings when prices are typically at their lowest. When considering other options, price-conscious travelers should avoid Sunday mornings when fares are usually the most expensive.

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

    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 88 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

  • 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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