Best time to go: what is the RIGHT price for a round-trip flight to Chicago (from: Toronto)

The average price to go to Chicago from Toronto airport is $ 307 (round trip). However, there are variations depending on the departure month. Thus, it is possible to pay for your plane ticket on average between $ 260 (in april) and $ 350 (in august), which is a saving of $ 48 or a surplus of $ 44 (compared to the average price) depending on the period you leave.

The analysis of all the prices reveals that the most frequent price is between $162 to $216 and that it is generally more economical to leave on a wednesday and return on a monday on a direct flight.

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 Toronto-Chicago plane ticket.

How are these data calculated?

We have studied a sample of 60614 airfare prices from previous years for flights to Chicago from Toronto 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 april, the price of the plane ticket will statistically be the cheapest ($ 260, saving $ 48 compared to the average price over the year which is $ 307). Conversely, august will be the most expensive ($ 350).

Flight Toronto-Chicago: when is the best time to go for the best price?

Month Good price* Average price Our opinion
January$ 222 $ 275 fair price
February$ 210 $ 264 good price
March$ 210 $ 260 good price
April$ 216 $ 260 very good price
May$ 257 $ 307 fair price
June$ 262 $ 316 fair price
July$ 300 $ 348 high price
August$ 298 $ 350 very high price
September$ 293 $ 347 high price
October$ 276 $ 330 fair price
November$ 232 $ 334 fair price
December$ 223 $ 287 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 Toronto to Chicago

Data analysis:

The prices for flights from Toronto to Chicago range from $108 to $539. 1% of tickets were purchased at the minimum price (from $108 to $162), 3% at the maximum price (from $485 to $539). The majority of plane tickets were purchased in the range of $162 to $216 (22% of tickets).

Cheapest airlines for the Toronto->Chicago flight

There are 4 companies that serve Toronto from Chicago airport: Porter Airlines, Air Canada, United and Iberia.

Data analysis:

Of the 60614 flights analyzed in previous years, Porter Airlines was the airline that offered the best fare most often in the flight ticket search results (78% of the time) on the Toronto->Chicago route.

Which day of the week to leave?

Data analysis:

Statistically, Toronto-Chicago flights departing on a wednesday are cheaper than on other days of the week. By choosing a wednesday as your departure date, you can save an average of $9. On the other hand, departing on a sunday may cost you an additional $14.

Which day of the week to come back?

Data analysis:

Statistically, return flights from Chicago to Toronto departing on a monday are cheaper than on other days of the week. By choosing a monday for your return date, you will save an average of $9. Conversely, departing from Chicago on a friday may cost you an additional $14.


Top prices Toronto-Chicago

Round tripDatesPrice
Toronto → Chicago15-05 to 21-05-2024$ 266 
Toronto → Chicago23-05 to 30-05-2024$ 255 
Toronto → Chicago27-05 to 31-05-2024$ 259 
Toronto → Chicago01-06 to 19-06-2024$ 256 
Toronto → Chicago05-06 to 12-06-2024$ 210 
Toronto → Chicago07-06 to 14-06-2024$ 270 
Toronto → Chicago12-06 to 17-06-2024$ 236 
Toronto → Chicago15-06 to 24-06-2024$ 263 
Toronto → Chicago19-06 to 26-06-2024$ 245 
Toronto → Chicago24-09 to 28-09-2024$ 269 


When to book your flight Toronto - Chicago to get the cheapest price?

Statistically, you will make the biggest savings by buying your plane ticket between 1 to 2 months in advance. However, you may end up paying a high price if you book between 11 to 12 months 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 Toronto-Chicago flight, it is recommended to book your ticket on a wednesday.

How far in advance should I buy my flight?

Data analysis:

To get the cheapest flight ticket from Toronto to Chicago, it is recommended to buy it 1 to 2 months before departure (it is then on average 234 $, which is a saving of 73 $ compared to the overall average price). On the other hand, if you buy your ticket 11 to 12 months in advance, you will pay the full price (188 $ more than the average price).

Depending on the departure month

The best time to buy your Toronto 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: 1 to 2 months before departure (average price: 203 $)

Other interesting period(s): 0 to 1 month ($ 267), 2 to 3 months ($ 234)

February

Best time: 1 to 2 months before departure (average price: 202 $)

Other interesting period(s): 2 to 3 months ($ 213), 3 to 4 months ($ 244)

March

Best time: 3 to 4 months before departure (average price: 213 $)

Other interesting period(s): 1 to 2 months ($ 222), 2 to 3 months ($ 219), 4 to 5 months ($ 259)

April

Best time: 1 to 2 months before departure (average price: 217 $)

Other interesting period(s): 2 to 3 months ($ 232), 3 to 4 months ($ 225), 4 to 5 months ($ 218)

May

Best time: 2 to 3 months before departure (average price: 250 $)

Other interesting period(s): 1 to 2 months ($ 279), 3 to 4 months ($ 274), 4 to 5 months ($ 288), 5 to 6 months ($ 288)

June

Best time: 3 to 4 months before departure (average price: 263 $)

Other interesting period(s): 1 to 2 months ($ 293), 2 to 3 months ($ 275), 4 to 5 months ($ 281), 6 to 7 months ($ 315)

July

Best time: 10 to 11 months before departure (average price: 310 $)

Other interesting period(s): 1 to 2 months ($ 338), 3 to 4 months ($ 327), 4 to 5 months ($ 328), 5 to 6 months ($ 346), 7 to 8 months ($ 336)

August

Best time: 1 to 2 months before departure (average price: 286 $)

Other interesting period(s): 2 to 3 months ($ 345), 3 to 4 months ($ 345), 5 to 6 months ($ 320), 6 to 7 months ($ 342), 8 to 9 months ($ 329), 9 to 10 months ($ 349)

September

Best time: 1 to 2 months before departure (average price: 294 $)

Other interesting period(s): 0 to 1 month ($ 306), 2 to 3 months ($ 309), 3 to 4 months ($ 341), 4 to 5 months ($ 326)

October

Best time: 1 to 2 months before departure (average price: 260 $)

Other interesting period(s): 0 to 1 month ($ 266), 2 to 3 months ($ 321), 3 to 4 months ($ 319)

November

Best time: 1 to 2 months before departure (average price: 209 $)

Other interesting period(s): 0 to 1 month ($ 255), 2 to 3 months ($ 267)

December

Best time: 1 to 2 months before departure (average price: 203 $)

Other interesting period(s): 0 to 1 month ($ 246), 2 to 3 months ($ 242)

What day of the week should I book my flight ticket?

Data analysis:

Statistically, wednesday is the day when plane tickets for Toronto->Chicago are the cheapest. So, by buying your plane ticket on a wednesday, you will save $6. Conversely, by buying it on a thursday, you may end up paying $7 more.



Toronto 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
May 2024$ 342
$195 to $562
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June 2024$ 287
$210 to $419
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July 2024$ 338
$281 to $545
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August 2024$ 410
$281 to $835
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September 2024$ 358
$267 to $688
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October 2024$ 419
$305 to $675
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November 2024$ 521
$450 to $942
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December 2024$ 547
$396 to $854
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January 2025$ 450
$450 to $450
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February 2025$ 455
$455 to $455
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April 2025$ 454
$454 to $454
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Data analysis:

Compared to the average price, june and july are cheaper to travel to Chicago. So it may be interesting to book now to leave during these months!



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