One Way

Popular Filters

+ 1 more

One Way Price

$166 $1,400

Duration

3 h 34 m 18 h 30 m

Stops From Calgary

Departure From Calgary

Before 6 AM

USD 166

6 AM - 12 PM

USD 177

12 PM - 6 PM

USD 312

After 6 PM

USD 524

Arrival at Chicago

6 AM - 12 PM

USD 166

12 PM - 6 PM

USD 177

After 6 PM

USD 206

Alliances & Airlines

Oneworld

( 1 )

SkyTeam

( 17 )

Star Alliance

( 29 )

Layover Airports

+ 7 more

Layover Duration

39 m 12 h 0 m

Calgary (YYC) to Chicago (CHI) Cheap Flights

Book Calgary to Chicago cheap flight tickets ✈ 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 47 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
Air Canada

USD 166

Calgary to Chicago , 27 Jan

Air Canada AC | 156

00:50

Mon, 27 Jan 25

Calgary, Canada

03 h 57 m

06:47

Mon, 27 Jan 25

Terminal T1

Toronto, Canada

BAGGAGE : CHECK INCABIN

Information not available

Air Canada AC | 5143 | Operated By United Airlines

09:00

Mon, 27 Jan 25

Terminal T1

Toronto, Canada

02 h 10 m

10:10

Mon, 27 Jan 25

Terminal T1

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

FARES
Cabin bag Check-in Cancellation Date Change Meal

Basic

Fare offered by airline.

7 kg
Hand baggage only
Non-refundable fare
Not allowed
Chargeable

USD 166

Standard

Fare offered by airline.

7 kg
Hand baggage only
Non-refundable fare
Date Change Fee starting
USD 69
Chargeable

USD 210

Flex

Fare offered by airline.

7 kg
23 kg (1 Pc.)
Non-refundable fare
Free date change allowed
Chargeable

USD 264

Delta Air Lines

More Timing Options

USD 177

Calgary to Chicago , 27 Jan

Delta Air Lines DL | 7110 | Operated By WestJet

06:00

Mon, 27 Jan 25

Calgary, Canada

02 h 10 m

09:10

Mon, 27 Jan 25

Winnipeg, Canada

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines DL | 3871

12:45

Mon, 27 Jan 25

Winnipeg, Canada

01 h 41 m

14:26

Mon, 27 Jan 25

Terminal T1

Minneapolis, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines DL | 1471

15:22

Mon, 27 Jan 25

Terminal T1

Minneapolis, United States

01 h 42 m

17:04

Mon, 27 Jan 25

Terminal T5

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

FARES
Cabin bag Check-in Cancellation Date Change Seat Meal

Main cabin

Fare offered by airline.

7 kg
Hand baggage only
Non-refundable fare
Free date change allowed
Free seats available
Complimentary meals (No meal will be served if flight duration is less than 2 hours)

USD 177

Refundable main cabin

Fare offered by airline.

7 kg
Hand baggage only
Cancellation Fee starting
USD 892
Free date change allowed
Free seats available
Complimentary meals (No meal will be served if flight duration is less than 2 hours)

USD 1,086

Delta Air Lines

USD 206

Calgary to Chicago , 27 Jan

Delta Air Lines DL | 7228 | Operated By WestJet

06:40

Mon, 27 Jan 25

Calgary, Canada

03 h 58 m

12:38

Mon, 27 Jan 25

Terminal T3

Toronto, Canada

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines DL | 4980

17:15

Mon, 27 Jan 25

Terminal T3

Toronto, Canada

01 h 29 m

18:44

Mon, 27 Jan 25

Terminal M

Detroit, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines DL | 1665

20:40

Mon, 27 Jan 25

Terminal M

Detroit, United States

01 h 35 m

21:15

Mon, 27 Jan 25

Terminal T5

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

FARES
Cabin bag Check-in Cancellation Date Change Seat Meal

Main cabin

Fare offered by airline.

7 kg
Hand baggage only
Non-refundable fare
Free date change allowed
Free seats available
Complimentary meals (No meal will be served if flight duration is less than 2 hours)

USD 206

Delta Air Lines

USD 290

Calgary to Chicago-Midway , 27 Jan

Delta Air Lines DL | 7117 | Operated By WestJet

00:20

Mon, 27 Jan 25

Calgary, Canada

03 h 58 m

06:18

Mon, 27 Jan 25

Terminal T3

Toronto, Canada

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines DL | 5073

07:45

Mon, 27 Jan 25

Terminal T3

Toronto, Canada

01 h 36 m

09:21

Mon, 27 Jan 25

Terminal M

Detroit, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines DL | 3867

12:45

Mon, 27 Jan 25

Terminal M

Detroit, United States

01 h 23 m

13:08

Mon, 27 Jan 25

Chicago-Midway, United States

BAGGAGE : CHECK INCABIN

Information not available

FARES
Cabin bag Check-in Cancellation Date Change Seat Meal

Main cabin

Fare offered by airline.

7 kg
Hand baggage only
Non-refundable fare
Free date change allowed
Free seats available
Complimentary meals (No meal will be served if flight duration is less than 2 hours)

USD 290

Air Canada

USD 290

Calgary to Chicago , 27 Jan

Air Canada AC | 132

08:00

Mon, 27 Jan 25

Calgary, Canada

03 h 57 m

13:57

Mon, 27 Jan 25

Terminal T1

Toronto, Canada

BAGGAGE : CHECK INCABIN

Information not available

Air Canada AC | 5137 | Operated By United Airlines

15:30

Mon, 27 Jan 25

Terminal T1

Toronto, Canada

02 h 11 m

16:41

Mon, 27 Jan 25

Terminal T1

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

FARES
Cabin bag Check-in Cancellation Date Change Meal

Basic

Fare offered by airline.

7 kg
Hand baggage only
Non-refundable fare
Not allowed
Chargeable

USD 290

Standard

Fare offered by airline.

7 kg
Hand baggage only
Non-refundable fare
Date Change Fee starting
USD 69
Chargeable

USD 310

Flex

Fare offered by airline.

7 kg
23 kg (1 Pc.)
Non-refundable fare
Free date change allowed
Chargeable

USD 364

Latitude

Fare offered by airline.

7 kg
46 kg (2 Pc.)
No airline cancellation fee
Free date change allowed
Complimentary meals (No meal will be served if flight duration is less than 2 hours)

USD 1,227

Calgary to Chicago Flights Information:-

Looking for Calgary to Chicago Flight? Here’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 47 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 166, which may go up to 1368 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 Delta Air Lines, United Airlines, Air Canada, WestJet, American Airlines. Out of these, only 2 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:Delta Air Lines: 22, United Airlines: 22, Air Canada: 22, WestJet: 22, American Airlines: 22

To board the first Calgary to Chicago flight, choose Air Canada, which departs at 00:05 The last flight for this route is Air Canada, departing at 18:00

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.

Important Information about Calgary to Chicago Flight

Lowest Fare to Travel with Date $ - 27 Jan
Total flights from Calgary to Chicago in a week 47 Flights
First Flight Air Canada, departs at 00:05
Last Flight Air Canada, departs at 18:00
Non-Stop Flights from Calgary to Chicago 2
Airport Name & codes of Calgary & Chicago Calgary Airport, Calgary-YYC, Chicago Midway Intl,Chicago-CHI

Calgary Address

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

About Chicago (CHI)

The most populous city in the U.S. State of Illinois and the third most populous city in United States, Chicago is the city full of glittering lights and joyous atmosphere. It is a huge vibrant city with metropolitan luxuries of theater, shopping and fine dining. Chicago is one of the world's great cities with the asset of iconic sights and neighborhoods. The meaning of Chicago is found in movement through elevated tracks and subways, in the honor of tired feet and eyes raised once more towards the sky. It is a city full of world-class museums of art and science, sandy beaches, huge parks, public art and one of the finest collections of architectures in the entire world. The Adler Planetarium has all the information for space and astronomy, the Field Museum of Natural History has all the information of Egyptian treasures and Shedd Aquarium has the best collection of marine life, together called as Museum campus is one the most beautiful spot along the lake. The Art Institute of Chicago has an exclusive collection of Impressions, modern and classical art, and tons of historical artifacts. It is a place of beaches and waterfront parks where you can go for a quite picnic and enjoy the calm and peaceful evening away from the crowded city. It is a delightful snow-filled wonderland and even referred to as a very passionate sports town. Chicago is a place for shoppers where you can buy things on a budget or in luxury. The most famous shopping street is The Magnificent Mile which includes designer boutiques and multi-storey malls. State Street is great for department stores. It is one of the great restaurant towns and you can find every cuisine which reflects the city's ethnic and working class roots. It is a major transport hub and has the third largest inter-modal port. Start planning your trip and get your tickets booked from MakeMyTrip.com. The website offers you with a host of services such as hotel deals, flight deals and holiday packages. You have the freedom to book cheap air tickets and hotels to any destinations in the world according to your budget and need.

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.

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.

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.

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.

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.

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.

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