Cheap flights from Calgary to Chicago from C$ 189
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 18/5. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
The best prices from Calgary to Chicago are usually found in November or October, booked 83 days in advance, depart on a Wednesday or Tuesday and return on a Tuesday
Cheap flight deals from Calgary to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Calgary (YYC) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 19 April 2024.
Popular in | December |
|---|---|
Cheapest in | November |
Round-trip from | C$ 360 |
One-way from | C$ 189 |
What is the cheapest day to fly round-trip from Calgary to Chicago?
Users have found that leaving on a Tuesday can be a cost-effective option. It’s possible to save up to 19% on your flight compared to booking on days when demand is much higher.
How far in advance should I book a flight from Calgary to Chicago?
Users have found that booking a flight from Calgary to Chicago at least 21 days early can save you up to 49% on average compared to booking a flight this week. If booking 21 days before your flight isn’t an option for you, users have found flights from Calgary to Chicago for as little as C$ 627 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as C$ 835 for flights departing within the next 3 days.
What is the cheapest month to fly from Calgary to Chicago?
November is one of the best times of the year to fly to Chicago from Calgary. Prices for November average C$ 607 per person but you can even find prices for as low as C$ 290. The most expensive prices can be found in the month of December. Opting for a November flight can save you 27% on your journey compared to booking in December
When is the cheapest time to fly from Calgary to Chicago (YYC - CHI)?
One of the essential ways to save on airfare from Calgary to Chicago is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the afternoon could potentially save you up to 38% on airfare.
Cheap Air Canada flights from Calgary to Chicago
Explore cheap flight options specifically provided by Air Canada for the route between Calgary and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 507,522 searches. Data last updated 19 April 2024.
Consider these cheap Air Canada flights we've found departing from Calgary to Chicago. Deals update often to give you more flight options matching your criteria
If you’re travelling from Calgary to Chicago, one of the more common airlines travelling that route is Air Canada. Flights from Air Canada travelling this route typically cost C$ 433.05 RT. This price is typically 111% cheaper than other airlines that offer Calgary to Chicago flights. When booking this route, the cheapest RT price found was C$ 247. When travelling from Calgary to Chicago on Air Canada, the most popular airport to depart from is Calgary Airport and the most popular airport to arrive at is Chicago O'Hare Intl Airport. When flying from Calgary to Chicago, Air Canada flights are -3% more popular than any other airline flying that same route.
Cheap American Airlines flights from Calgary to Chicago
Explore cheap flight options specifically provided by American Airlines for the route between Calgary and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 507,522 searches. Data last updated 19 April 2024.
Some of the lowest-priced American Airlines flights we've found at this time heading from Calgary to Chicago. Check back soon if you're not seeing flights that suit your needs.
If you’re travelling from Calgary to Chicago, one of the more common airlines travelling that route is American Airlines. Flights from American Airlines travelling this route typically cost C$ 470.61 RT. This price is typically 117% cheaper than other airlines that offer Calgary to Chicago flights. When booking this route, the cheapest RT price found was C$ 364. Calgary Airport is the most common Calgary airport to take off from when flying to Chicago. Chicago O'Hare Intl Airport is the most popular arrival airport in Chicago. When flying from Calgary to Chicago, American Airlines flights are -5% more popular than any other airline flying that same route.
Cheap Calgary to Chicago flights in April & May 2024
Find cheap flight options from Calgary to Chicago specifically for the months of April and May 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 507,522 searches. Prices were last updated on 19 April 2024.
The lowest fares we've come across on flights travelling from Calgary to Chicago in April and May 2024. Check back soon for alternative fares.
Calgary to Chicago 2024 flight deals
Discover exclusive flight deals for travel between Calgary and Chicago in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 507,522 searches. Data last updated 19 April 2024.
The lowest fares we've come across on flights travelling from Calgary to Chicago in April and May 2024. Check back soon for alternative fares.
Direct flights to Chicago from Calgary
Discover non-stop flight options from Calgary to Chicago. Find direct flights with no layovers, providing a convenient travel experience. Explore non-stop flight options based on user searches, and compare prices and availability for your desired travel dates. Over the last 7 days, Cheapflights users made 507,522 searches. Data last updated 19 April 2024.
To help reduce your travel time, choose from one of these non-stop flights from Calgary to Chicago. If you're looking for other options for flights from Calgary to Chicago, make sure to update the search form at the top of page.
Calgary to Chicago flights leaving soon
Find last-minute flight options from Calgary to Chicago for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 507,522 searches. Data last updated 19 April 2024.
Users seeking a last-minute flight from Calgary to Chicago should consider booking one of these fares. Tip: verify your flight details before completing your reservation.
One-way flights to Chicago from Calgary
Search for one-way flight options from Calgary to Chicago. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 507,522 searches. Data last updated 19 April 2024.
Take a look at some of the best available options we've come across on one-way flights from Calgary to Chicago. Users needing a return flight from Calgary to Chicago should utilize the search form above.
Find flights from Calgary to Chicago within your budget
Customize your flight search to find flights from Calgary to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 507,522 searches. Data last updated 19 April 2024.
Fly from
Fly to
Budget
C$ 303 - C$ 733
Route
Depart
Return
Price
CalgaryChicago O'Hare Intl
YYC - ORD
YYCORD
Calgary
Thu 23/5
Nonstop3h 35m
Chicago O'Hare Intl
Thu 30/5
Nonstop3h 27m
CalgaryChicago O'Hare Intl
YYC - ORD
YYCORD
Calgary
Thu 23/5
Nonstop3h 35m
Chicago O'Hare Intl
Thu 30/5
Nonstop3h 27m
CalgaryChicago O'Hare Intl
YYC - ORD
YYCORD
Calgary
Sat 11/5
1 stop11h 00m
Chicago O'Hare Intl
Thu 30/5
Nonstop3h 27m
CalgaryChicago O'Hare Intl
YYC - ORD
YYCORD
Calgary
Wed 1/5
1 stop16h 51m
Chicago O'Hare Intl
Fri 3/5
Nonstop3h 46m
CalgaryChicago Midway
YYC - MDW
YYCMDW
Calgary
Fri 7/6
1 stop20h 17m
Chicago Midway
Wed 12/6
1 stop11h 39m
CalgaryChicago O'Hare Intl
YYC - ORD
YYCORD
Calgary
Sat 18/5
Nonstop3h 35m
Chicago O'Hare Intl
Sat 25/5
1 stop16h 12m
CalgaryChicago O'Hare Intl
YYC - ORD
YYCORD
Calgary
Fri 13/9
1 stop9h 13m
Chicago O'Hare Intl
Sat 14/9
1 stop8h 59m
CalgaryChicago O'Hare Intl
YYC - ORD
YYCORD
Calgary
Fri 3/5
1 stop19h 03m
Chicago O'Hare Intl
Tue 7/5
1 stop16h 25m
CalgaryChicago O'Hare Intl
YYC - ORD
YYCORD
Calgary
Fri 3/5
2 stops16h 20m
Chicago O'Hare Intl
Tue 7/5
1 stop27h 33m
When is the best time to book a flight from Calgary to Chicago?
Use this chart to determine the optimal time to book a round-trip flight from Calgary to Chicago. Price data was last updated on 28 January 2024.
To ensure you get the cheapest price possible for a flight from Calgary to Chicago, you should look to book at least 83 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
When is the cheapest time to fly from Calgary to Chicago?
Use this chart to determine the cheapest time to fly round-trip from Calgary to Chicago. Price data was last updated on 14 April 2024.
Average price of flights to Chicago by month
Plan your trip from Calgary to Chicago by taking into account the cheapest months to travel. The average price of a one-way flight from Calgary to Chicago is currently C$ 202 while a round-trip flight costs C$ 472. Price data was last updated on 14 April 2024.
Currently, January is the cheapest month in which you can book a flight from Calgary to Chicago (average of C$ 261). Flying from Calgary to Chicago in August is currently the most expensive (average of C$ 452). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
January
C$ 359
February
C$ 418
March
C$ 446
April
C$ 471
May
C$ 535
June
C$ 528
July
C$ 604
August
C$ 622
September
C$ 473
October
C$ 509
November
C$ 465
December
C$ 480
Temperature and rainfall in Chicago by month
Plan your trip to Chicago by taking into account the average temperature and rainfall totals by month.
CHI Temperature | -5 - 23 °C |
|---|
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated 19 April 2024.
See what other customers who have flown with Air Canada, American Airlines and WestJet from Calgary to Chicago have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
Food
Boarding
Entertainment
Overall
Comfort
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Crew
Food
Boarding
Entertainment
Overall
Comfort
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Crew
Food
Boarding
Entertainment
Overall
Comfort
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Crew
Food
Boarding
Entertainment
Overall
Comfort
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Crew
Food
Boarding
Entertainment
Overall
Comfort
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Crew
Food
Boarding
Entertainment
Overall
Comfort
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Related info for your journey
Find useful and relevant information for your journey from Calgary to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Calgary to ChicagoSee prices for flight routes from nearby airports that may be better suited for you.
See prices for flight routes from nearby airports that may be better suited for you.
Top 8 airlines flying from Calgary to Chicago
Discover the top 8 airlines that operate flights from Calgary to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 507,522 searches. Data last updated 19 April 2024.
Search flights from Calgary to Chicago by cabin class
Find flights from Calgary to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Hourly flight availability from Calgary to Chicago
Find hourly flight availability from Calgary to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 19 April 2024.
| 0%of flight departures | Early morningMidnight to 6 am |
|---|---|
| 100%of flight departures | Morning6 am to noon |
| 0%of flight departures | AfternoonNoon to 6 pm |
| 0%of flight departures | Evening6 pm to midnight |
Weekly flight availability from Calgary to Chicago
Explore weekly flight availability from Calgary to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated 19 April 2024.
| Sunday | 4daily flights |
|---|---|
| Monday | 4daily flights |
| Tuesday | 4daily flights |
| Wednesday | 2daily flights |
| Thursday | 4daily flights |
| Friday | 4daily flights |
| Saturday | 1daily flight |
Book a flight to one of these trending destinations
User searches for flights to these destinations increased 20% or more in the past 90 days compared to other destinations
Fly with Cheapflights
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How does Cheapflights help users find flights from Calgary to Chicago?
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Why should you use Cheapflights to find cheap flight tickets from Calgary to Chicago?
Cheapflights helps you find that perfect flight to Chicago from Calgary by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!
Can Cheapflights find flights from Calgary to Chicago with no change fees?
Cheapflights does show flights with no change fees to all users. To see these options for flights from Calgary to Chicago, users can toggle the no change fees filter when performing a flight search.
Can Cheapflights notify me if prices for flights from Calgary to Chicago become cheaper?
Of course! You can now track prices for flights from Calgary to Chicago and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.