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Fly from
Route
Depart
Return
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Thu 1/1
9:00 a.m.-10:05 a.m.
Nonstop2h 05m
Chicago O'Hare Intl
Fri 9/1
1:13 p.m.-4:02 p.m.
Nonstop1h 49m
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Sun 15/3
9:00 a.m.-10:09 a.m.
Nonstop2h 09m
Chicago O'Hare Intl
Wed 18/3
8:00 a.m.-10:40 a.m.
Nonstop1h 40m
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Thu 13/11
2:30 p.m.-3:20 p.m.
Nonstop1h 50m
Chicago Midway
Mon 17/11
4:15 p.m.-6:57 p.m.
Nonstop1h 42m
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Thu 4/12
6:00 a.m.-7:15 a.m.
Nonstop2h 15m
Chicago O'Hare Intl
Sun 7/12
9:39 a.m.-12:30 p.m.
Nonstop1h 51m
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Fri 5/12
6:00 a.m.-7:15 a.m.
Nonstop2h 15m
Chicago O'Hare Intl
Sun 7/12
9:39 a.m.-12:30 p.m.
Nonstop1h 51m
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Tue 11/11
9:15 a.m.-10:05 a.m.
Nonstop1h 50m
Chicago Midway
Fri 14/11
4:15 p.m.-6:57 p.m.
Nonstop1h 42m
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Sat 15/11
10:00 a.m.-2:55 p.m.
1 stop5h 55m
Chicago O'Hare Intl
Mon 17/11
8:15 p.m.-10:54 p.m.
Nonstop1h 39m
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Thu 4/12
2:15 p.m.-3:10 p.m.
Nonstop1h 55m
Chicago O'Hare Intl
Sun 7/12
10:00 a.m.-12:40 p.m.
Nonstop1h 40m
CalgaryChicago
YYC - ORD
YYCORD
Calgary
Mon 24/11
9:00 a.m.-1:35 p.m.
Nonstop3h 35m
Chicago O'Hare Intl
Fri 5/12
2:20 p.m.-5:15 p.m.
Nonstop3h 55m
CalgaryChicago
YYC - ORD
YYCORD
Calgary
Fri 24/4
9:00 a.m.-1:35 p.m.
Nonstop3h 35m
Chicago O'Hare Intl
Mon 27/4
5:30 p.m.-8:19 p.m.
Nonstop3h 49m
Best One-Way Price | C$ 140 |
|---|---|
Best Round-Trip Price | C$ 257 |
Fastest flight time | 1h 50m |
The majority of momondo users who fly to Illinois tend to spend time in Chicago, which is visited 99% more often than other cities. When flying to Chicago, the most popular airport to fly into is Chicago O'Hare Intl Airport.
Magnificent Mile is closest to Chicago O'Hare Intl Airport. Those looking for an alternative airport option near Magnificent Mile could try flying into Chicago Midway Airport.
The most often visited landmarks in Illinois are Magnificent Mile, Allstate Arena, and McCormick Place, among many others that can be found in the area.
Illinois typically has a temperature range from -5 °C(January) to 23 °C(July). Those looking to avoid rain and/or snow while visiting Illinois should plan their trip in January, February, or December, as these months are relatively less likely to have precipitation.
Air Canada is the most popular airline offering flights to Illinois, with 56% of our users opting to fly with them when travelling to Illinois. Other popular options include United Airlines and Porter Airlines. There are a total of 7 different airlines flying to Illinois.
Flights to Illinois have been found on momondo for as low as C$ 170 per ticket recently. However, the average price tends to be C$ 1,202 and anything for C$ 900 or less is a good deal. C$ 3,763 is the most expensive flight we’ve seen in the past week, though you may be able to avoid this price depending on what airport you fly from, what airline you choose, and how far in advance you book your flights.
If your travel plans are flexible and you’re looking to save money on flights to Illinois, then be sure to book your departure on a Friday. Flying out on a Friday, as well as a Saturday, is your best option. Departing on a Tuesday tends to be the most expensive day of the week to fly to Illinois.
Prices for flights to Illinois refresh daily.
There are 11 operators available for flights to Illinois as of October 2025.
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel to Illinois.
The required travel and health documents for your Illinois trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Illinois. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Illinois.
Flights to Illinois with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.
Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as filter your options to help you make an informed choice when booking flights to Illinois.
If you are not ready to book a flight to Illinois now, use our insights above to find helpful tips or alternatively set up a price alert; this is where momondo will track prices on flights to Illinois and let you know when they change.