Statistics on Calgary-Chicago flights: what is the right price and when to buy your plane ticket?
Best time to go: what is the RIGHT price for a round-trip flight to Chicago (from: Calgary)
The average price to go to Chicago from Calgary airport is $ 500 (round trip). However, there are variations depending on the departure month. Thus, it is possible to pay for your plane ticket on average between $ 426 (in november) and $ 589 (in august), which is a saving of $ 75 or a surplus of $ 89 (compared to the average price) depending on the period you leave.
The analysis of all prices reveals that the most frequent price is between $424 to $477 and it is generally more economical to leave on a tuesday and return on a tuesday on a flight with 1 or more layovers.
Be careful, the cheapest months may correspond to unfavorable weather periods . Check out our page best time to go to Chicago before booking your flight.
If you want to know when to book your flight at the best price, go straight to the second part of this page: When to buy your Calgary-Chicago plane ticket.
How are these data calculated?
We have studied a sample of 31359 airfare prices from previous years for flights to Chicago from Calgary and can thus establish precise and credible price variation trends based on different parameters. Of course, prices can vary from year to year, but the seasonal aspect of this data (recurrence of school holidays, events... from year to year) makes these statistics quite reliable.
Average price depending on the departure month
Data analysis:
By leaving in november, the price of the plane ticket will statistically be the cheapest ($ 426, saving $ 75 compared to the average price over the year which is $ 500). Conversely, august will be the most expensive ($ 589).
Flight Calgary-Chicago: when is the best time to go for the best price?
| Month | Good price* | Average price | Our opinion |
|---|---|---|---|
| January | $ 334 | $ 434 | good price |
| February | $ 356 | $ 486 | fair price |
| March | $ 359 | $ 520 | fair price |
| April | $ 338 | $ 497 | fair price |
| May | $ 368 | $ 466 | fair price |
| June | $ 391 | $ 511 | fair price |
| July | $ 419 | $ 580 | high price |
| August | $ 417 | $ 589 the most expensive | very high price |
| September | $ 345 | $ 498 | fair price |
| October | $ 358 | $ 456 | fair price |
| November | $ 312 | $ 426 the cheapest | very good price |
| December | $ 398 | $ 528 | fair price |
*great price to buy your plane ticket: if you see this price or cheaper during your flight search, go for it and buy it!
Price breakdown to travel from Calgary to Chicago
Data analysis:
The prices for flights from Calgary to Chicago range from $159 to $1005. 2% of tickets were purchased at the minimum price (from $159 to $212), 1% at the maximum price (from $953 to $1005). The majority of plane tickets were purchased in the range of $424 to $477 (14% of tickets).
Cheapest airlines for the Calgary->Chicago flight
There are 8 companies that serve Calgary from Chicago airport: United, WestJet, Air Canada, Alaska Airlines, Delta, American Airlines, Kish Airline and Qatar Airways.
Data analysis:
Of the 31359 flights analyzed in previous years, United was the airline that offered the best fare most often in the flight ticket search results (41% of the time) on the Calgary->Chicago route.
Direct flight or flight with layover?
Data analysis:
To get the best price for the Calgary-Chicago flight, you should take a flight with one or more layovers (you will save an average of $ 114 compared to a direct flight).
Which day of the week to leave?
Data analysis:
Statistically, Calgary-Chicago flights departing on a tuesday are cheaper than on other days of the week. By choosing a tuesday as your departure date, you can save an average of $55. On the other hand, departing on a sunday may cost you an additional $50.
Which day of the week to come back?
Data analysis:
Statistically, return flights from Chicago to Calgary departing on a tuesday are cheaper than on other days of the week. By choosing a tuesday for your return date, you will save an average of $49. Conversely, departing from Chicago on a sunday may cost you an additional $27.
Top prices Calgary-Chicago
| Round trip | Dates | Price | |
|---|---|---|---|
| Calgary → Chicago | 16-02 to 24-02-2025 | $ 170 | direct flight with WestJet |
| Calgary → Chicago | 09-05 to 31-05-2025 | $ 164 | direct flight with WestJet |
| Calgary → Chicago | 01-06 to 13-06-2025 | $ 164 | direct flight with WestJet |
| Calgary → Chicago | 08-06 to 20-06-2025 | $ 164 | direct flight with WestJet |
| Calgary → Chicago | 23-06 to 30-06-2025 | $ 167 | direct flight with WestJet |
| Calgary → Chicago | 08-08 to 16-08-2025 | $ 170 | direct flight with WestJet |
| Calgary → Chicago | 03-09 to 18-09-2025 | $ 171 | direct flight with WestJet |
| Calgary → Chicago | 04-09 to 20-09-2025 | $ 170 | direct flight with WestJet |
| Calgary → Chicago | 05-09 to 25-09-2025 | $ 170 | direct flight with WestJet |
| Calgary → Chicago | 19-09 to 27-09-2025 | $ 170 | direct flight with WestJet |
When to book your flight Calgary - Chicago to get the cheapest price?
Statistically, you will make the biggest savings by buying your plane ticket between 4 to 5 months in advance. However, you may end up paying a high price if you book between 0 to 1 month in advance.
Did you know: the price of plane tickets not only varies depending on how far in advance you book, but also on the day of the week you book! So, to maximize your chances of getting the best price for a Calgary-Chicago flight, it is recommended to book your ticket on a sunday.
How far in advance should I buy my flight?
Data analysis:
To get the cheapest flight ticket from Calgary to Chicago, it is recommended to buy it 4 to 5 months before departure (it is then on average 410 $, which is a saving of 90 $ compared to the overall average price). On the other hand, if you buy your ticket 0 to 1 month in advance, you will pay the full price (111 $ more than the average price).
Depending on the departure month
The best time to buy your Calgary to Chicago flight ticket may vary depending on your departure month. Therefore, we offer you statistics on when to book your flight month by month.
| Departure on... | How far in advance should I book? |
|---|---|
| January | Best time: 2 to 3 months before departure (average price: 394 $) Other interesting period(s): 1 to 2 months ($ 395), 3 to 4 months ($ 423) |
| February | Best time: 2 to 3 months before departure (average price: 414 $) Other interesting period(s): 1 to 2 months ($ 435), 3 to 4 months ($ 418), 4 to 5 months ($ 430) |
| March | Best time: 5 to 6 months before departure (average price: 381 $) Other interesting period(s): 1 to 2 months ($ 487), 2 to 3 months ($ 392), 3 to 4 months ($ 393), 4 to 5 months ($ 400), 7 to 8 months ($ 509) |
| April | Best time: 3 to 4 months before departure (average price: 303 $) Other interesting period(s): 2 to 3 months ($ 349), 5 to 6 months ($ 379), 6 to 7 months ($ 357) |
| May | Best time: 5 to 6 months before departure (average price: 425 $) Other interesting period(s): 1 to 2 months ($ 451), 2 to 3 months ($ 435), 3 to 4 months ($ 446), 4 to 5 months ($ 429), 6 to 7 months ($ 425), 7 to 8 months ($ 443) |
| June | Best time: 5 to 6 months before departure (average price: 381 $) Other interesting period(s): 2 to 3 months ($ 498), 3 to 4 months ($ 414), 4 to 5 months ($ 463), 6 to 7 months ($ 465) |
| July | Best time: 4 to 5 months before departure (average price: 400 $) Other interesting period(s): 1 to 2 months ($ 544), 2 to 3 months ($ 514), 3 to 4 months ($ 500), 5 to 6 months ($ 519), 6 to 7 months ($ 545) |
| August | Best time: 9 to 10 months before departure (average price: 372 $) Other interesting period(s): 2 to 3 months ($ 503), 3 to 4 months ($ 479), 4 to 5 months ($ 441), 5 to 6 months ($ 405), 6 to 7 months ($ 497), 7 to 8 months ($ 426), 8 to 9 months ($ 448), 10 to 11 months ($ 467) |
| September | Best time: 5 to 6 months before departure (average price: 369 $) Other interesting period(s): 2 to 3 months ($ 447), 3 to 4 months ($ 387), 4 to 5 months ($ 388), 6 to 7 months ($ 414) |
| October | Best time: 4 to 5 months before departure (average price: 371 $) Other interesting period(s): 1 to 2 months ($ 450), 2 to 3 months ($ 435), 3 to 4 months ($ 411), 5 to 6 months ($ 425) |
| November | Best time: 2 to 3 months before departure (average price: 321 $) Other interesting period(s): 1 to 2 months ($ 392), 3 to 4 months ($ 364), 4 to 5 months ($ 353), 5 to 6 months ($ 394), 6 to 7 months ($ 410) |
| December | Best time: 3 to 4 months before departure (average price: 437 $) Other interesting period(s): 1 to 2 months ($ 511), 2 to 3 months ($ 468), 4 to 5 months ($ 505), 5 to 6 months ($ 516) |
What day of the week should I book my flight ticket?
Data analysis:
Statistically, sunday is the day when plane tickets for Calgary->Chicago are the cheapest. So, by buying your plane ticket on a sunday, you will save $13. Conversely, by buying it on a tuesday, you may end up paying $9 more.
Calgary to Chicago: flight price when booking today
Information: this data is not statistics but comes from real prices collected less than 7 days ago. Some months may not be available as we do not have enough data for them.
| Month | Current price | Our opinion | |
|---|---|---|---|
| November 2024 | $ 397 $216 to $740 | very good price | Find a flight |
| December 2024 | $ 890 $252 to $1418 | very high price | Find a flight |
| January 2025 | $ 674 $219 to $1127 | very high price | Find a flight |
| February 2025 | $ 374 $170 to $691 | very good price | Find a flight |
| March 2025 | $ 422 $182 to $592 | very good price | Find a flight |
| April 2025 | $ 376 $288 to $502 | very good price | Find a flight |
| May 2025 | $ 247 $164 to $493 | very good price | Find a flight |
| June 2025 | $ 214 $164 to $461 | very good price | Find a flight |
| July 2025 | $ 230 $171 to $501 | very good price | Find a flight |
| August 2025 | $ 231 $170 to $374 | very good price | Find a flight |
| September 2025 | $ 344 $170 to $707 | very good price | Find a flight |
| October 2025 | $ 813 $370 to $1188 | very high price | Find a flight |
Data analysis:
Compared to the average price, november, february, march, april, may, june, july, august and september are cheaper to travel to Chicago. So it may be interesting to book now to leave during these months!