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Cheap Flights from Toronto to Rosemont

Compare Toronto to Rosemont flight deals

Find the cheapest month or even day of the year to fly to Rosemont

Book the best Rosemont fare with no extra fees

Flight deals from Toronto to Rosemont

Looking for a cheap last-minute deal or the best return flight from Toronto to Rosemont? Find the lowest prices on one-way and return tickets right here.
Chicago.$136 per passenger.Departing Sat, 14 Feb.One-way flight with Air Canada.Outbound direct flight with Air Canada departs from Toronto Pearson International on Sat, 14 Feb, arriving in Chicago O'Hare International.Price includes taxes and charges.From $136, select.
Chicago.$155 per passenger.Departing Sat, 10 Jan.One-way flight with Air Canada.Outbound indirect flight with Air Canada, departs from Toronto Island on Sat, 10 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From $155, select.
Chicago.$166 per passenger.Departing Mon, 4 May.One-way flight with Air Canada.Outbound indirect flight with Air Canada, departs from Toronto Island on Mon, 4 May, arriving in Chicago O'Hare International.Price includes taxes and charges.From $166, select.
Chicago.$168 per passenger.Departing Tue, 5 May.One-way flight with Air Canada.Outbound direct flight with Air Canada departs from Toronto Pearson International on Tue, 5 May, arriving in Chicago O'Hare International.Price includes taxes and charges.From $168, select.
Chicago.$170 per passenger.Departing Tue, 27 Jan.One-way flight with Air Canada.Outbound direct flight with Air Canada departs from Toronto Pearson International on Tue, 27 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From $170, select.
Chicago.$173 per passenger.Departing Wed, 8 Apr.One-way flight with Air Canada.Outbound direct flight with Air Canada departs from Toronto Pearson International on Wed, 8 Apr, arriving in Chicago O'Hare International.Price includes taxes and charges.From $173, select.
Chicago.$173 per passenger.Departing Sun, 1 Mar.One-way flight with Air Canada.Outbound direct flight with Air Canada departs from Toronto Pearson International on Sun, 1 Mar, arriving in Chicago O'Hare International.Price includes taxes and charges.From $173, select.
Chicago.$203 per passenger.Departing Wed, 17 Dec.One-way flight with Delta.Outbound indirect flight with Delta, departs from Toronto Pearson International on Wed, 17 Dec, arriving in Chicago O'Hare International.Price includes taxes and charges.From $203, select.
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Find the cheapest month to fly from Toronto to Rosemont

We always keep an eye on fares, so you can find the best flight deal in seconds. It looks like Toronto to Rosemont flights are currently cheapest in March. We’ve based this on flights into Chicago O'Hare International Airport.
Dec
from $203
Jan
from $155
Feb
from $136
Mar
from $173
Apr
from $173
May
from $166
Jun
from $259
Jul
from $261
Aug
from $263
Sep
from $261
Oct
from $263
Nov
from $290

Finding cheap flights from Toronto to Rosemont: Frequently asked questions

There are 2 airports near Rosemont: Chicago O'Hare International Airport and Chicago Midway Airport.
The best price we found for a return flight from Toronto to Rosemont is $221. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
United, Air Canada, Republic Airways all offer direct flights to Chicago O'Hare International Airport.
We've checked every Toronto to Rosemont fare we could find, and the cheapest upcoming date to fly seems to be on Sunday, 15 March 2026. Overall, the cheapest month to fly from Toronto to Rosemont is usually March.
If you're flying from Toronto, the cheapest airport near Rosemont is Chicago O'Hare International – which is 3.1 km away from the centre of Rosemont. We've found flights into this airport from $221.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Toronto to Rosemont on Sunday, 15 March 2026.
No airlines currently offer direct flights between Toronto and Rosemont. Most routes have one or more stops.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Rosemont but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Rosemont is around 40 days in advance, so don’t leave your flight to the last minute.
Chicago O'Hare International Airport is 3.1km from Rosemont, Chicago Midway Airport is 24.8km from Rosemont, and Chicago Dupage County Airport is 32.1km from Rosemont.
Chicago O'Hare International Airport is closest to Rosemont, at around 3.1 km away.
The cheapest airline that flies to Rosemont is United .