Good to know - Cheap tickets Calgary — Chicago
| Cheapest flight found | $141 |
|---|---|
| Minimal flight time | 2h 52m |
| Flight distance | 2249 km |
| Most popular airline | American Airlines |
Airfare Calgary – Chicago by month
Here you can find out in what months how much a ticket Calgary – Chicago costs to buy cheap plane tickets.
| Month | One-way | Round-trip |
|---|---|---|
| June 2026 | ||
| September 2025 | ||
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Remember that the optimal time for booking air tickets is 59 days before the departure date, this is the average time at which air tickets were sold at the lowest prices.
Schedule of direct flights Calgary — Chicago
| Departure | Arrival | Flight days | Flight | Airlines | Flight time | Airports | |
|---|---|---|---|---|---|---|---|
| 06:29 | 10:54 | daily | AA1633 | American Airlines | 3h 25m | Calgary International Airport — O'Hare International Airport | Select dates |
| 08:30 | 13:03 | daily | UA2048 | United Express | 3h 33m | Calgary International Airport — O'Hare International Airport | Select dates |
| 08:30 | 13:01 | thu | UA2048 | United Express | 3h 31m | Calgary International Airport — O'Hare International Airport | Select dates |
| 12:15 | 16:44 | daily | WS1588 | WestJet | 3h 29m | Calgary International Airport — O'Hare International Airport | Select dates |
| 12:15 | 16:43 | mon, wed, thu, fri | WS1588 | WestJet | 3h 28m | Calgary International Airport — O'Hare International Airport | Select dates |
| 12:38 | 17:10 | daily | UA1655 | United Express | 3h 32m | Calgary International Airport — O'Hare International Airport | Select dates |
| 13:25 | 17:50 | sat | AA2389 | American Airlines | 3h 25m | Calgary International Airport — O'Hare International Airport | Select dates |
| 13:26 | 17:51 | thu, fri, sat, sun | AA2389 | American Airlines | 3h 25m | Calgary International Airport — O'Hare International Airport | Select dates |
| 13:27 | 17:52 | tue, wed, thu, fri | AA2389 | American Airlines | 3h 25m | Calgary International Airport — O'Hare International Airport | Select dates |
| 13:29 | 17:54 | wed, fri, sat | AA2389 | American Airlines | 3h 25m | Calgary International Airport — O'Hare International Airport | Select dates |
Popular airlines flying Calgary — Chicago
Flight Calgary – Chicago is served by 14 airlines. 3 airlines operate direct flights.
Airlines with direct flights
Other airlines flying with transfers
Dynamics airfare Calgary — Chicago by month for the last year
according to LowCost.Club for the last year
The airfare depends on the departure date. Our chart shows the low season prices on route Calgary — Chicago
The graph shows that booking flights Calgary — Chicago is best planned for March and flights Calgary — Chicago — Calgary in the month of February.
Flights Calgary — Chicago
The selection of cheap flights Calgary — Chicago
Here you can find and purchase the cheapest flights Calgary — Chicago from $141 and Calgary — Chicago — Calgary from $124.
The price of the flight Calgary — Chicago (United States) — Calgary from $124 (round-trip).
The average price of the flight Calgary — Chicago (United States) — Calgary $323 (round-trip).
- Departure city: Calgary
- IATA code of the city of origin: YYC
- Departure airports: Calgary International Airport
- Departure country: Canada
- Destination city: Chicago
- IATA code of the destination city: CHI
- Destination airports: Merrill C Meigs, DuPage Airport, Chicago Midway International Airport, Chicago NAS, Chicago Executive Airport, Chicago FSS, Chicago Rockford International Airport, O'Hare International Airport
- Destination country: United States
Low cost flights Calgary — Chicago (YYC — CHI)
The distance between Calgary and Chicago 1397 miles (or 2249 kilometres).
The time difference between Calgary and Chicago is 1 h.
Minimal flight time from Calgary to Chicago 2h 52m.
LowCostClub always do a comparison of airfares Calgary — Chicago with several airlines (include American Airlines, United Express, WestJet). They will always give you all available options so you can find the cheapest flight to Chicago. In addition, you can choose the platform where you want to place your orders. There are also special offers for air tickets Calgary — Chicago. Last week, for instance, the cheapest round-trip prices stood at $124 while the cheapest one-way price that was available within the last week cost $141
Routes from nearby cities to Chicago
A flight from a neighbouring city can help you save money on plane tickets.
The most frequent flight to Chicago is from Kamloops. The cheapest airfare can be purchased with a flight from Kalispell from $78. The nearest airports from Calgary with a flight to Chicago are in Medicine Hat.
Popular International routes from Calgary
Popular routes from Chicago
If you are going to fly from Chicago, then study the popular flights. The most popular flights from Chicago:
Popular domestic routes from Calgary
FAQ about Calgary — Chicago
Are there any direct flights Calgary — Chicago?
Yes, they do: AA1633, UA2048, WS1588, UA1655, AA2389, UA8165
Can we fly from Calgary to Chicago?
Yes, you can fly from Calgary to Chicago. Calgary has an airport (Calgary International Airport) for flights. American Airlines, United Express, WestJet depart from Calgary on mon, tue, wed, thu, fri, sat, sun. There are non-direct flights through Air Canada, Alaska Airlines, Cargolux, Cathay Pacific, Delta Connection, FedEx, Kalitta Charters, KLM, NetJets, Network Aviation, Porter, Porter Airlines Canada, Qatar Airways, UPS.
How long does it take to fly from Calgary to Chicago?
A direct flight lasts an average of 2h 52m, during which time the aircraft covers a distance of 2249 km.
How much do flights Calgary — Chicago cost?
The price of flights Calgary — Chicago starts from $141.
What days does the plane fly Calgary — Chicago?
Planes fly Calgary — Chicago 7 times a week on the following days: mon, tue, wed, thu, fri, sat, sun
What airports are there in Calgary and Chicago?
In Calgary — Calgary International Airport. In Chicago — Merrill C Meigs, DuPage Airport, Chicago Midway International Airport, Chicago NAS, Chicago Executive Airport, Chicago FSS, Chicago Rockford International Airport, O'Hare International Airport.
What flights are currently flying from Calgary to Chicago?
The following flights fly between Calgary and Chicago: AA1633, UA2048, UA2048, WS1588, WS1588, UA1655, AA2389, AA2389, AA2389, AA2389, UA8165
What month is the cheapest to fly from Calgary to Chicago?
High season is considered to be November and the cheapest month is March. Enter your preferred airports (or cities) and dates into the search form above to unlock the latest Calgary — Chicago flight deals.
Which airlines direct fly from Calgary to Chicago?
The following airlines have direct flights Calgary — Chicago: American Airlines, United Express, WestJet.
Which airlines fly from Calgary to Chicago?
All the following airlines flights Calgary — Chicago: Air Canada, Alaska Airlines, American Airlines, Cargolux, Cathay Pacific, Delta Connection, FedEx, Kalitta Charters, KLM, NetJets, Network Aviation, Porter, Porter Airlines Canada, Qatar Airways, United Express, UPS, WestJet.