One Way

Popular Filters

One Way Price

USD 150 USD 900

Duration

3 h 30 m 11 h 0 m

Stops From Calgary

Departure From Calgary

6 AM - 12 PM

USD 151

12 PM - 6 PM

USD 151

Arrival at Chicago

Before 6 AM

USD 156

6 AM - 12 PM

USD 181

12 PM - 6 PM

USD 151

After 6 PM

USD 156

Alliances & Airlines

Oneworld

(2)

SkyTeam

(7)

Star Alliance

(6)

Layover Airports

Layover Duration

1 h 5 m 3 h 30 m

Calgary (YYC) to Chicago (CHI) Cheap Flights

Book Calgary to Chicago cheap flight tickets โœˆ at lowest price. Get best deals on your upcoming Calgary (YYC)to Chicago (CHI) flights only on MakeMyTrip. Also Book Chicago to Calgary Cheap Flights. Currently 17 flights flying from Calgary to Chicago. To save maximum on flight booking click on below Fare Calendar button and choose your dates.

Sorted By:
Departure
Duration
Arrival
Price
United Airlines

USD 161

USD 151

Calgary to Chicago , 23 May

United Airlines UA | 1968

08:30

Sat, 23 May 26

Calgary, Canada

03 h 37 m

13:07

Sat, 23 May 26

Terminal T1

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines

More Timing Options

USD 166

USD 156

Calgary to Chicago , 23 May

United Airlines UA | 550

06:00

Sat, 23 May 26

Calgary, Canada

02 h 30 m

08:30

Sat, 23 May 26

Denver, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines UA | 2329

09:35

Sat, 23 May 26

Denver, United States

02 h 39 m

13:14

Sat, 23 May 26

Terminal T1

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines

USD 191

USD 181

Calgary to Chicago , 23 May

American Airlines AA | 1633

06:15

Sat, 23 May 26

Calgary, Canada

03 h 30 m

10:45

Sat, 23 May 26

Terminal T3

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Air Canada

USD 192

USD 182

Calgary to Chicago , 23 May

Air Canada AC | 5240 | Operated By United Airlines

08:30

Sat, 23 May 26

Calgary, Canada

03 h 37 m

13:07

Sat, 23 May 26

Terminal T1

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines

USD 531

USD 510

Calgary to Chicago , 23 May

Delta Air Lines DL | 7063 | Operated By WestJet

12:00

Sat, 23 May 26

Calgary, Canada

03 h 40 m

16:40

Sat, 23 May 26

Terminal T5

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

WestJet

USD 539

USD 518

Calgary to Chicago , 23 May

WestJet WS | 1610

12:00

Sat, 23 May 26

Calgary, Canada

03 h 40 m

16:40

Sat, 23 May 26

Terminal T5

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

WestJet

USD 843

Calgary to Chicago-Midway , 23 May

WestJet WS | 6392 | Operated By Delta Air Lines

06:45

Sat, 23 May 26

Calgary, Canada

02 h 45 m

10:30

Sat, 23 May 26

Terminal T1

Minneapolis, United States

BAGGAGE : CHECK INCABIN

Information not available

WestJet WS | 8056 | Operated By Delta Air Lines

11:40

Sat, 23 May 26

Terminal T1

Minneapolis, United States

01 h 39 m

13:19

Sat, 23 May 26

Chicago-Midway, United States

BAGGAGE : CHECK INCABIN

Information not available

Calgary to Chicago Flights Information:-

Looking for Calgary to Chicago Flight? Hereโ€™s all you need to know! For convenience and to save time, pick the airport that is closest to your destination. The nearest airport to Chicago is Chicago Midway Intl and the IATA code for the same is CHI.
Currently, there are 5 airlines operating flights between the two destinations and approximately 17 flights take off from Calgary to Chicago every week.

Need information on Calgary to Chicago airfare?

The minimum airfare for a Calgary to Chicago flight would be 150, which may go up to 843 depending on the route, booking time and availability.
It is recommended that you book a round-trip, since it always works out to be more economical.

Flight Details for Calgary to Chicago

If you are looking for Calgary to Chicago flights, there is no dearth of options to choose from. Several reputed airlines currently offer both direct and indirect flights between the two destinations. Some of these are Air Canada, American Airlines, Delta Air Lines, United Airlines, WestJet. Out of these, only 8 airlines operate direct flights. Indirect flights may involve more travel time, but they usually cost lesser than direct flights.

The number of flights operated by each airline is as follows:Air Canada : 2, American Airlines : 2, Delta Air Lines : 2, United Airlines : 2, WestJet : 2

To board the first Calgary to Chicago flight, choose United Airlines, which departs at 06:00 The last flight for this route is American Airlines, departing at 14:14

Chicago Airport Information

Chicago Midway Intl

About Calgary (YYC)

Calgary is one of the liveliest cities of Canada and proves to be a great holiday destinations for those who want to experience something a little different from the typical. This is a city of absolute extremes, because if there is a Heritage Park Historical Village, there is also a TELUS Spark. From the top of the Calgary Tower, tourists can enjoy stunning views of the city and at the Calgary Zoo, they can enjoy being close to animals. Besides, there several festivals held in the city from time to time and also there are numerous museums. Some of the best museums include the Glenbow Museum, Military Museum and Grain Academy Museum. For those who prefer spending their time outdoors, there are opportunities to indulge in fly fishing or skating at the Olympic Oval. Calgary is also the city for food connoisseurs as there are several award winning restaurants here. Nightlife is also remarkable and travellers will never need to hunt for a pub or club as these are present everywhere. Calgary holidays promise to leave one with wonderful memories, and travellers can seek help of MakeMyTrip to book their tickets and accommodation in this beautiful city.

Calgary Address

Calgary International Airport
2000 Airport Rd. N.E.
Calgary
Alberta
Canada
Tel: +1-403-735-1200

About Chicago (CHI)

Chicago, known as the Windy City, is a vibrant metropolis in Illinois, offering an exciting blend of culture, architecture, and entertainment. It boasts iconic landmarks, world-class museums, and a rich history that attracts millions of visitors each year. Whether you're drawn to its towering skyscrapers, picturesque parks, or diverse neighborhoods, Chicago promises a memorable experience for travelers from the United States.

Best Time to Visit

Chicago's weather varies significantly throughout the year. The ideal time to visit is during the spring (April to June) and fall (September to October) when the temperatures are mild, and the city hosts numerous festivals and events. Summer (July to August) is also popular, offering warm weather perfect for outdoor activities and beach visits, though it can be crowded. Winter (December to February) brings cold temperatures and snow, but it transforms the city into a winter wonderland, ideal for those who enjoy winter sports and holiday festivities.

Getting There

Chicago is well-connected to the United States and the world through its two major airports: O'Hare International Airport (ORD) and Midway International Airport (MDW). Both airports offer numerous flights to Chicago, including cheap flights to Chicago from various U.S. cities. United Airlines, American Airlines, and Delta Airlines are among the top carriers providing Chicago flight tickets. Ensure you have a valid ID for domestic flights and a passport for international travel.

Where to Stay

Chicago offers a wide range of accommodations to suit all budgets. For luxury stays, consider the Magnificent Mile area, home to upscale hotels like The Peninsula and Four Seasons. The Loop is ideal for business travelers and those looking to be close to major attractions, with options like the Palmer House Hilton. Budget-conscious travelers can find affordable hotels and hostels in neighborhoods like River North and Lincoln Park.

Must-See Places & Experiences

Chicago is packed with must-see attractions:
โ€ข Millennium Park: Home to the iconic Cloud Gate sculpture (The Bean)
โ€ข Navy Pier: A hub of entertainment with rides, restaurants, and shops
โ€ข Art Institute of Chicago: Renowned for its extensive art collection
โ€ข Willis Tower Skydeck: Offers breathtaking views from the 103rd floor
โ€ข Museum Campus: Includes the Field Museum, Shedd Aquarium, and Adler Planetarium
For a unique experience, explore the city's diverse neighborhoods like Wicker Park and Pilsen, known for their vibrant arts and dining scenes.

Local Transportation

Chicago's public transportation system, operated by the Chicago Transit Authority (CTA), is efficient and affordable. The 'L' trains and buses cover most of the city, making it easy to get around. Taxis and rideshare services like Uber and Lyft are also readily available. For a scenic option, consider taking a water taxi along the Chicago River.

Food & Dining

Chicago is a food lover's paradise, famous for its deep-dish pizza and Chicago-style hot dogs. Must-try dishes include:
โ€ข Deep-dish pizza from Lou Malnati's or Giordano's
โ€ข Chicago-style hot dogs from Portillo's
โ€ข Italian beef sandwiches from Al's Beef
For fine dining, visit Alinea or Girl & The Goat. The city's diverse culinary scene also offers a range of international cuisines, reflecting its multicultural heritage.

Practical Travel Tips

โ€ข Currency: U.S. Dollar (USD)
โ€ข Language: English
โ€ข Safety: Chicago is generally safe for tourists, but it's wise to stay aware of your surroundings and avoid less populated areas at night.
โ€ข Useful Apps: Download the CTA Transit App for public transport info and Yelp for restaurant reviews.
Start planning your trip and explore the best of Chicago with cheap flight tickets to Chicago available on various travel websites. Enjoy your visit to this dynamic city!

Chicago Address

Frequently Asked Questions - Calgary to Chicago Flights

How do MakeMyTrip finds the lowest available dare for flights from Calgary to Chicago?

MakeMyTrip is a popular travel portal that also works as a travel search engine that allows you to see best available results for your flight search. Every time you make search for flights to any destination, the MMT algorithm picks all the available air carriers for the route and filter rates basis on the cheapest fare available in their system. At MMT, you can not only search flights on the basis of the fare, but you can also see which flight offers direct route, which has multiple stop-overs, baggage allowance, in-flight meal options, cancellation policy, etc. You can also check available discounts offered by payments partners and air carriers when booking the flight.

Which airlines offer cheapest airfare from Calgary to Chicago?

There is no set pricing for airlines to offer cheap flight fare from Calgary to Chicago. These fares are mostly decided on the basis of algorithms followed by air carriers to final the prizing based on demand. However, some multiple route flights with stop-overs offer cheap flights as compared to direct flight departing from Calgary to Chicago.

Can I find cheap accommodation near to airport when travelling from Calgary to Chicago?

There are several accommodation options available near the Chicago Midway Intl. You can check for both budget friendly and well as five star accommodation near the airport depending on your requirement and budget. These hotels are mostly suitable for business travellers.

Can I cancel my ticket from Calgary to Chicago without cancellation charges?

To avoid cancellation charges on your air tickets, you need to make a selection at the time of booking for ZERO cancellation. Please note, the zero cancellation facility is chargeable with minimum amount and can help you save a lot at the time sudden cancellations.

Is passport mandatory to travel from Calgary to Chicago?

When making an international trip, passport is mandatory as it defines your identity to the other nation officials. The VISA norms may differ from country to country, which means some would allow Visa on arrival and others may require you to obtain visa in advance. But the availability of passport is mandatory at the time of departure and arrival as well.

What is the best time to book cheap flight tickets from Calgary to Chicago?

To get cheap flight tickets from Calgary to Chicago, the best time would be to plan your trip during the off season. At that time the flight tickets are usually cheaper than the peak season and the accommodation booking is also available at the affordable price. The other way of booking cheap flight tickets from Calgary (YYC) to Chicago (CHI) is to book atleast 4 weeks in advance before your departure date to get competitive pricing on your tickets even during the peak season.

Is there a way to make flexible departure date bookings for your Calgary to Chicago flight tickets?

Some travel portals like MakeMyTrip offer flexible departure and arrival booking option with certain air carrier when booking from Calgary to Chicago. You can check the flexible booking flight options once you get the results filters based on your search and make the booking accordingly. Please note, some airlines make charge extra for flexible travel dates.