$143 Cheap flight deals from Calgary (YYC) to Chicago (CHI)

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This Weekend's Flight Deals from Calgary to Chicago

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Airfares from $143 One Way, $241 Round Trip from Calgary to Chicago

Prices starting at $241 for return flights and $143 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

More About Flying To Chicago from Calgary

Route Information for Flights from Calgary to Chicago

Origin Airport IATA Code
YYC
Destination Airport IATA Code
CHI
Distance
1381 mi
Direct Flight Airlines
Air Canada, Emirates, United Airlines
Earliest Flight Arrival
6:18PM UTC
Latest Flight Arrival
11:08PM UTC

Flying from Calgary to Chicago

Calgary International Airport

Finding deals on flights from Calgary, Alberta, doesn't have to be hard. Orbitz.com makes it easy to find fares from several different carriers. Calgary International Airport is the airport that provides international and domestic flight service to Calgary and the surrounding regions. The airport is 11 miles northeast of the center of town. Airlines including Air Canada, British Airways and United Airlines provide service to cities all over the globe, including London, Zurich and Amsterdam. The airport handles more than 12 million passengers a year.

Transportation to Calgary International Airport

Calgary's public transportation system provides service to and from the airport. One of the routes is the Route 300 BRT Airport/City Centre Route. This bus makes limited stops from downtown by way of Centre Street. It operates from 5 a.m. until midnight seven days a week. You can pay with an $8 Calgary Transit boarding pass, or you can pay $8 cash on the bus. If you pay with cash, you need to have exact change. If you take a taxi, you can expect to pay from $40 to $45 if you start from the city center.

Parking Options at the Airport

Short-term parking at the airport is free for the first 30 minutes. After that, it's $6 for every 30 minutes for a daily maximum of $35. There are two long-term parking lots. The daily rates range from $59 to $99 per week depending on the lot you choose.

Dining at the Airport

There are dozens of dining options available at the airport, and they're available day or night. The Great Canadian Bagel in Concourse B is the place to go for fresh coffee and a hearty breakfast. The restaurant is open from first to last flight every day, so it's perfect for an early morning flight. Booking your air ticket through Orbitz.com is a good way to ensure that you're getting great deals on flights from Calgary.

Airports in Chicago

Chicago O'Hare International Airport is located on West O'Hare, approximately 18 miles from downtown Chicago. It has hubs for every major airline that offers flights to Chicago, including American Airlines, British Airways and JetBlue. The Chicago Midway International Airport is located on South Cicero Avenue, approximately 12 miles from downtown Chicago. Seven airlines service Midway airport, including Air Tran, Delta and Southwest Airlines. Orbitz.com searches flights arriving at both airports so you get the best prices.

Transportation from the Airport

Both airports offer public transportation via Chicago's elevated train system. The tickets cost $2.25, or you can purchase an all-day pass for $5.75. Taxi services are also available from both airports. Cab fares to downtown Chicago range from $35 to $45. If you want to rent a car for the duration of your stay, Orbitz.com can reserve a vehicle for you. Both airports have onsite rental car facilities.

Weather in Chicago

Summer temperatures in Chicago range from 66 to 84 degrees Fahrenheit, and the temperatures during the winter months range from 18 to 35 degrees Fahrenheit. Chicago is prone to heavy snowfall during the winter months, so most vacationers travel to Chicago during the summer. However, if you use Orbitz.com and schedule your trip during the off-peak travel season, it's easy to find cheap flights to Chicago.

Highlights and Attractions

Orbitz.com not only helps you find cheap flights to Chicago, but can also help you purchase tickets to the Sears Tower or make reservations for guided city tours.

Frequently asked questions

What is the shortest flight from Calgary to Chicago?
From Calgary, the thrilling sights and sounds of Chicago are at least 3 hours and 48 minutes away. Choose your favorite seat, or maybe even one with a bit more legroom, and travel to your destination in comfort.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won’t keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.