Find cheap flights from Calgary to Illinois from C$ 166

• Looking for a cheap flight? 25% of our users found tickets from Calgary to the following destinations at these prices or less: Chicago C$ 340 one-way - C$ 713 round-trip
• High season is considered to be January, February and December. The cheapest month to fly from Calgary is January.
• Morning departure is around 28% more expensive than an evening flight, on average*.

• How long is the flight to Illinois from Calgary?

  Flights to Chicago

  3h 34m

• What is the cheapest flight to Illinois from Calgary?

  The cheapest ticket to Illinois from Calgary found in the last 72 hours was C$ 166 one-way, and C$ 272 round-trip. The most popular route is from Calgary to Chicago O'Hare Intl, and the cheapest round-trip airline ticket found on this route in the last 72 hours was C$ 166.

• Which airlines fly to Illinois?

  Air Canada flies most frequently to Chicago O'Hare Intl from Calgary. In general, United Airlines, Aer Lingus and American Airlines fly the most to Illinois.

• Which airlines have a flexible cancellation policy for flights from Calgary to Illinois due to COVID-19?

  Air Canada, United Airlines and Aer Lingus have all waived their change and cancellation fees on flights from Calgary to Illinois. Confirm policies on booking site.

• How does KAYAK find such low prices on flights from Calgary to Illinois?

  KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Calgary to Illinois.

• How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Calgary to Illinois?

  KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Calgary to Illinois is likely to change within 7 days, so travellers know whether to wait or book now.

• What is the Hacker Fare option on flights from Calgary to Illinois?

  Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Calgary to Illinois with an airline and back with another airline.

• What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Calgary to Illinois?

  Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Calgary to Illinois up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Book cheap flights from Calgary to Illinois

Recent round-trip flight deals

16/10Mon

directAir Canada

3h 24mYYC-ORD

28/10Sat

directAir Canada

3h 48mORD-YYC

C$ 272

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3/10Tue

directWestJet

3h 28mYYC-ORD

5/10Thu

directWestJet

3h 39mORD-YYC

C$ 273

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16/10Mon

1 stopAir Canada

7h 21mYYC-ORD

28/10Sat

directAir Canada

3h 52mORD-YYC

C$ 285

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11/9Mon

1 stopMultiple Airlines

6h 49mYYC-ORD

12/9Tue

1 stopMultiple Airlines

8h 05mORD-YYC

C$ 345

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11/9Mon

1 stopMultiple Airlines

6h 49mYYC-ORD

12/9Tue

directMultiple Airlines

3h 47mORD-YYC

C$ 348

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16/9Sat

2 stopsDelta

12h 19mYYC-ORD

21/9Thu

directDelta

3h 39mORD-YYC

C$ 376

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16/10Mon

1 stopDelta

9h 29mYYC-ORD

28/10Sat

1 stopDelta

5h 06mORD-YYC

C$ 384

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6/7Thu

directUnited Airlines

3h 24mYYC-ORD

12/7Wed

directUnited Airlines

3h 45mORD-YYC

C$ 386

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6/7Thu

directAir Canada

3h 24mYYC-ORD

14/7Fri

directAir Canada

3h 45mORD-YYC

C$ 395

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3/10Tue

1 stopDelta

9h 25mYYC-ORD

5/10Thu

directDelta

3h 39mORD-YYC

C$ 396

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8/9Fri

1 stopMultiple Airlines

6h 49mYYC-ORD

16/9Sat

directMultiple Airlines

3h 47mORD-YYC

C$ 402

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6/7Thu

1 stopUnited Airlines

8h 23mYYC-ORD

12/7Wed

directUnited Airlines

3h 45mORD-YYC

C$ 406

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26/8Sat

1 stopAir Canada

6h 50mYYC-ORD

29/8Tue

directAir Canada

3h 46mORD-YYC

C$ 410

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16/9Sat

1 stopDelta

9h 20mYYC-ORD

21/9Thu

directDelta

3h 39mORD-YYC

C$ 422

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26/8Sat

1 stopAir Canada

7h 25mYYC-ORD

29/8Tue

1 stopAir Canada

7h 34mORD-YYC

C$ 423

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6/7Thu

directUnited Airlines

3h 24mYYC-ORD

13/7Thu

directUnited Airlines

3h 45mORD-YYC

C$ 443

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22/8Tue

directWestJet

3h 28mYYC-ORD

29/8Tue

directWestJet

3h 39mORD-YYC

C$ 452

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4/7Tue

1 stopWestJet

22h 56mYYC-ORD

11/7Tue

directWestJet

3h 39mORD-YYC

C$ 455

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8/9Fri

directUnited Airlines

3h 23mYYC-ORD

16/9Sat

directUnited Airlines

3h 47mORD-YYC

C$ 456

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5/8Sat

1 stopEndeavor Airlines

8h 46mYYC-MDW

13/8Sun

1 stopEndeavor Airlines

9h 41mMDW-YYC

C$ 663

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Recent one-way flight deals

31/8Thu

directAir Canada

3h 25mYYC-ORD

C$ 166

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2/9Sat

1 stopAir Canada

6h 50mYYC-ORD

C$ 179

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25/9Mon

directAir Canada

3h 23mYYC-ORD

C$ 182

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10/8Thu

1 stopAir Canada

7h 25mYYC-ORD

C$ 190

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1/9Fri

1 stopAir Canada

6h 55mYYC-ORD

C$ 195

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21/6Wed

1 stopMultiple Airlines

12h 13mYYC-MDW

C$ 197

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5/7Wed

1 stopUnited Airlines

7h 54mYYC-ORD

C$ 201

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22/9Fri

2 stopsDelta

12h 41mYYC-ORD

C$ 202

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5/9Tue

1 stopMultiple Airlines

10h 11mYYC-ORD

C$ 217

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6/9Wed

2 stopsDelta

11h 57mYYC-ORD

C$ 230

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19/6Mon

2 stopsMultiple Airlines

41h 25mYYC-ORD

C$ 233

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21/6Wed

2 stopsMultiple Airlines

34h 25mYYC-ORD

C$ 234

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30/8Wed

2 stopsDelta

14h 20mYYC-ORD

C$ 237

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21/6Wed

2 stopsMultiple Airlines

26h 55mYYC-MDW

C$ 238

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26/8Sat

1 stopDelta

9h 17mYYC-MDW

C$ 258

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5/9Tue

directAmerican Airlines

3h 22mYYC-ORD

C$ 265

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26/8Sat

directWestJet

3h 28mYYC-ORD

C$ 285

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3/9Sun

directWestJet

3h 28mYYC-ORD

C$ 290

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1/9Fri

directAmerican Airlines

3h 22mYYC-ORD

C$ 292

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18/9Mon

1 stopBritish Airways

15h 35mYYC-STL

C$ 339

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