Calgary to Chicago, IL USA from CA$149: 5 ways by bus, train, flight or car

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How to Get from Calgary to Chicago: Cheapest, Fastest and Best Way

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$149 - Bus, drive, trainBest price

2264 kmDistance

6h 47m Fastest

Compare Train, Bus, Flight, and Driving Options

Get detailed, step-by-step directions below for your trip from Calgary to Chicago with 1Map travel planner. Easily compare ticket prices, explore various transport options, and find the best routes for a seamless and cost-effective travel experience.

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Calgary - Chicago operators

Explore transport companies operating between Calgary and Chicago, with prices starting at . These companies offer competitive pricing, flexible schedules, and comfortable travel experiences.

Bus

Contact phone

1-800-232-1958

Website

https://redarrow.ca/

Bus from Calgary Downtown Office to Lethbridge - University of Lethbridge

Average Duration

2h 30m

Estimated price

1496-6540

Contact phone

+1 406-470-0727

Website

http://northern.rural-transit.com

Bus from Port of Sweet Grass to Shelby Transit Center

Average Duration

45m

Estimated price

6545-6545

Contact phone

+1-858-800-8898

Website

https://jeffersonlines.com

Bus from Detroit Lakes Amtrak Station to Moorhead - MSU

Average Duration

Estimated price

0-0

Contact phone

+1 214-849-8100

Website

https://www.greyhound.com/

Bus from Minneapolis Bus Station to Chicago Train Station

Average Duration

8h 40m

Estimated price

6543-149

Train

Contact phone

+1 800-872-7245

Website

https://www.amtrak.com/home.html

Train from Shelby Amtrak Station to Chicago Union Station

Average Duration

28h 17m

Estimated price

8306-8307

Train from Shelby Amtrak Station to Detroit Lakes Amtrak Station

Average Duration

15h 59m

Estimated price

1496-1497

Plane

Website

http://aircanada.com

Plane from Calgary (YYC) to Chicago O'Hare (ORD)

Average Duration

3h 31m

Estimated price

1905-1906

Plane from Calgary (YYC) to Chicago O'Hare (ORD)

Average Duration

6h 53m

Estimated price

1905-1906

Website

https://delta.com

Plane from Calgary (YYC) to Chicago O'Hare (ORD)

Average Duration

3h 35m

Estimated price

1908-1909

Plane from Calgary (YYC) to Chicago O'Hare (ORD)

Average Duration

5h 57m

Estimated price

257-8300

Website

http://westjet.com

Plane from Calgary (YYC) to Chicago O'Hare (ORD)

Average Duration

3h 35m

Estimated price

1908-1909

Plane from Calgary (YYC) to Chicago Midway (MDW)

Average Duration

8h 6m

Estimated price

1905-8302

Website

http://united.com

Plane from Calgary (YYC) to Chicago O'Hare (ORD)

Average Duration

3h 31m

Estimated price

1905-1906

Website

http://aa.com

Plane from Calgary (YYC) to Chicago O'Hare (ORD)

Average Duration

3h 25m

Estimated price

8303-8304

Website

http://flyfrontier.com

Plane from Calgary (YYC) to Chicago Midway (MDW)

Average Duration

5h 41m

Estimated price

1908-8305

Calgary to Chicago: Overview of Bus, Train, Flight, and Car Trips

Traveling between Calgary and Chicago offers a variety of convenient options to suit your preferences, schedule, and budget. Whether you prioritize affordability, speed, or comfort, you’re sure to find the perfect way to travel without compromising on quality or convenience.

🚗 Embark on an epic road trip from charming Calgary to the vibrant city of Chicago. Covering a distance of 1703 miles, get ready for an unforgettable journey filled with diverse landscapes and exciting pit stops along the way. 💰 Explore different budget options for your adventure, as the prices to drive from Calgary to Chicago range from C$513 to C$811. Plan ahead and choose the option that best fits your travel style and preferences. 🌆 Arrive in Chicago after approximately 27 hours and 30 minutes of driving, where you'll be greeted by the magnificent skyline, iconic landmarks, and a bustling urban atmosphere. Enjoy the rich culture, delicious cuisine, and endless attractions this vibrant city has to offer.

Average price

C$524 - C$827

🛫 Flying from Calgary to Chicago is a convenient journey with a direct flight taking only 3 hours and 25 minutes. Several airlines including American Airlines, WestJet, and Delta offer flights between these two cities. 🌆 Upon arrival in Chicago, after a flight duration of 6 hours and 47 minutes, travelers can explore the vibrant city known for its iconic architecture, deep-dish pizza, and cultural attractions. Chicago O'Hare Airport serves as a bustling gateway to the city. 💸 Travelers can find flights between Chicago and Calgary at varying prices, ranging from C$189 to C$828.

Departure Point

Calgary Airport

Arrival Point

Chicago O'Hare Airport

Frequently asked questions

Find out more about the route from Calgary to Chicago.

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The cheapest way to travel from Calgary to Chicago is by taking a combination of bus, drive, and train. This option can cost anywhere from C$149 to C$664 and takes approximately 34 hours and 53 minutes.

The fastest way to travel from Calgary to Chicago is by taking a flight. Flights between the two cities typically take around 6 hours and 24 minutes. Prices for flights can vary, but they generally range from C$190 to C$948 depending on factors such as the airline and the time of booking.

The distance between Calgary and Chicago is approximately 2264 km. This is the straight line distance or "as the crow flies". However, if you plan to drive, the road distance is longer and measures about 2741 km.

The quickest way to travel from Calgary to Chicago is by airplane. Direct flights from Calgary to Chicago take approximately 3 to 4 hours. Another option is to drive, which usually takes around 17 to 18 hours, depending on the route and stops along the way. Buses and trains are also available, with travel times ranging from 34 to 53 hours.

There are numerous accommodation options available near Chicago. With over 1116 hotels to choose from, you can easily find something that suits your budget and preferences. Prices for hotels in Chicago start at C$79 and can vary depending on the location, amenities, and season.

Yes, you can drive from Calgary to Chicago. The driving distance is approximately 2741 km, and it takes roughly 27 hours and 30 minutes to complete the journey by car.

WestJet, Delta, American Airlines, and two other airlines offer flights from Calgary Airport to Chicago O'Hare Airport.

The fastest way to get from Calgary to Chicago is by taking a direct flight. Several airlines, including WestJet, Delta, and American Airlines, offer flights from Calgary Airport to Chicago O'Hare Airport. The flight typically takes around 3 hours and 20 minutes. However, it's important to note that flight prices can vary and range from C$195 to C$893.

The flight from Calgary to Chicago typically takes around 3 hours and 20 minutes.

The cost of a flight from Calgary to Chicago can vary depending on factors such as the airline, the time of booking, and the travel dates. On average, the prices range from C$195 to C$893.

The cost to drive from Calgary to Chicago ranges from C$515 to C$813. This cost includes factors like fuel, tolls, and accommodations if needed. It is important to consider the distance of over 2400 km and the duration of the drive, which can take around 34 hours.