Flights to Illinois

C$ 237 Cheap flights to Illinois

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight to Illinois departing on 29/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult

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Recent flights found to popular cities in Illinois

Find flights to these popular cities in Illinois from your nearest airport.
Porter Airlines
29 May
YUL
5h 00m
1 stop
MDW
2 Jun
MDW
6h 50m
1 stop
YUL
C$ 237
Porter Airlines
3 Jun
YUL
5h 00m
1 stop
MDW
7 Jun
MDW
5h 50m
1 stop
YUL
C$ 248
Porter Airlines
28 May
YUL
4h 15m
1 stop
MDW
29 May
MDW
5h 45m
1 stop
YUL
C$ 249
Air Canada
30 Jul
YYZ
5h 01m
1 stop
ORD
2 Aug
ORD
1h 45m
YYZ
C$ 274
WestJet
2 Jun
YYC
3h 40m
ORD
12 Jun
ORD
3h 55m
YYC
C$ 274
Porter Airlines
12 Jun
YTZ
1h 50m
MDW
15 Jun
MDW
1h 40m
YTZ
C$ 274
Porter Airlines
11 Sep
YTZ
1h 55m
ORD
14 Sep
ORD
1h 40m
YTZ
C$ 274
Air Transat
30 Jul
YTZ
1h 50m
MDW
2 Aug
MDW
1h 40m
YTZ
C$ 275
Air Canada
5 Aug
YTZ
1h 56m
ORD
9 Aug
ORD
1h 41m
YTZ
C$ 275
Porter Airlines
20 May
YUL
9h 05m
1 stop
MDW
27 May
MDW
5h 45m
1 stop
YUL
C$ 277
Air Canada
25 Jun
YYZ
5h 01m
1 stop
ORD
8 Jul
ORD
1h 46m
YYZ
C$ 278
Porter Airlines
26 May
YUL
5h 00m
1 stop
MDW
29 May
MDW
5h 45m
1 stop
YUL
C$ 278
American Airlines
8 May
YYZ
7h 47m
1 stop
PIA
15 May
PIA
14h 59m
1 stop
YYZ
C$ 796
United Airlines
23 May
YYZ
16h 30m
1 stop
PIA
30 May
PIA
7h 51m
1 stop
YYZ
C$ 820
United Airlines
8 May
YYZ
10h 06m
2 stops
PIA
15 May
PIA
6h 09m
1 stop
YYZ
C$ 833
United Airlines
19 Sep
YVR
10h 12m
1 stop
PIA
28 Sep
PIA
16h 59m
1 stop
YVR
C$ 848
United Airlines
23 May
YYZ
7h 35m
2 stops
PIA
30 May
PIA
9h 40m
2 stops
YYZ
C$ 854
United Airlines
19 Sep
YVR
10h 12m
1 stop
PIA
28 Sep
PIA
13h 45m
2 stops
YVR
C$ 859
United Airlines
19 Sep
YVR
25h 22m
2 stops
PIA
28 Sep
PIA
13h 45m
2 stops
YVR
C$ 921
United Airlines
19 Sep
YVR
15h 24m
2 stops
PIA
28 Sep
PIA
15h 25m
3 stops
YVR
C$ 1,285
United Airlines
21 Apr
YYC
28h 23m
1 stop
DEC
25 Apr
DEC
19h 16m
2 stops
YYC
C$ 690
United Airlines
24 Apr
YYC
27h 31m
2 stops
DEC
26 Apr
DEC
29h 01m
2 stops
YYC
C$ 758
United Airlines
24 Apr
YYC
27h 31m
2 stops
DEC
26 Apr
DEC
16h 55m
1 stop
YYC
C$ 801
United Airlines
21 Apr
YYC
19h 24m
1 stop
DEC
25 Apr
DEC
16h 55m
1 stop
YYC
C$ 890
United Airlines
24 Apr
YYC
34h 58m
2 stops
DEC
26 Apr
DEC
29h 01m
2 stops
YYC
C$ 927
United Airlines
24 Apr
YYC
28h 24m
1 stop
DEC
26 Apr
DEC
29h 01m
2 stops
YYC
C$ 968
United Airlines
24 Apr
YYC
34h 58m
2 stops
DEC
26 Apr
DEC
27h 11m
2 stops
YYC
C$ 986
United Airlines
24 Apr
YYC
34h 58m
2 stops
DEC
26 Apr
DEC
16h 55m
1 stop
YYC
C$ 1,015
United Airlines
24 Apr
YYC
28h 24m
1 stop
DEC
26 Apr
DEC
16h 55m
1 stop
YYC
C$ 1,038
United Airlines
24 Apr
YYC
28h 24m
1 stop
DEC
26 Apr
DEC
16h 55m
1 stop
YYC
C$ 1,101
United Airlines
24 Apr
YYC
28h 24m
1 stop
DEC
26 Apr
DEC
16h 55m
1 stop
YYC
C$ 1,154
United Airlines
24 Apr
YYC
25h 36m
3 stops
DEC
26 Apr
DEC
17h 42m
2 stops
YYC
C$ 1,187
Delta
1 May
YYZ
11h 28m
2 stops
MLI
5 May
MLI
14h 59m
2 stops
YYZ
C$ 679
Delta
1 May
YYZ
17h 35m
2 stops
MLI
5 May
MLI
14h 59m
2 stops
YYZ
C$ 707
United Airlines
1 May
YYZ
11h 12m
1 stop
MLI
5 May
MLI
10h 21m
1 stop
YYZ
C$ 758
United Airlines
1 May
YYZ
7h 47m
1 stop
MLI
5 May
MLI
11h 39m
1 stop
YYZ
C$ 807
Delta
6 May
YYZ
15h 40m
2 stops
MLI
13 May
MLI
11h 03m
2 stops
YYZ
C$ 815
Delta
1 May
YYZ
11h 28m
2 stops
MLI
5 May
MLI
5h 24m
1 stop
YYZ
C$ 818
United Airlines
6 May
YYZ
7h 17m
1 stop
MLI
13 May
MLI
7h 38m
1 stop
YYZ
C$ 827
Delta
1 May
YYZ
9h 01m
2 stops
MLI
5 May
MLI
10h 20m
1 stop
YYZ
C$ 852
WestJet
21 May
YYZ
11h 22m
1 stop
MLI
28 May
MLI
8h 50m
2 stops
YYZ
C$ 1,760

Flights to Bloomington, Illinois

Search all flight deals to Bloomington, Illinois
WestJet
23 May
YYZ
5h 00m
1 stop
BMI
30 May
BMI
6h 44m
1 stop
YYZ
C$ 967
WestJet
24 May
YYZ
22h 49m
1 stop
BMI
31 May
BMI
24h 01m
1 stop
YYZ
C$ 991
WestJet
23 May
YYZ
9h 56m
1 stop
BMI
30 May
BMI
15h 01m
2 stops
YYZ
C$ 1,811

Find the cheapest flights from Canada to Illinois

Recent round-trip flight deals from Canada to Illinois

Enter your travel dates to find the best prices.
Porter Airlines Logo
10:35 a.m. - 2:35 p.m.
YUL
-
MDW
5h 00m
1 stop
Porter Airlines Logo
10:25 a.m. - 6:15 p.m.
MDW
-
YUL
6h 50m
1 stop
C$ 237Porter Airlines
Fri, 29 May - Tue, 2 Jun
Porter Airlines Logo
6:30 a.m. - 9:40 a.m.
YUL
-
MDW
4h 10m
1 stop
Porter Airlines Logo
10:25 a.m. - 6:15 p.m.
MDW
-
YUL
6h 50m
1 stop
C$ 248Porter Airlines
Thu, 4 Jun - Sun, 7 Jun
Air Canada Logo
6:15 a.m. - 10:16 a.m.
YYZ
-
ORD
5h 01m
1 stop
Air Canada Logo
9:50 a.m. - 12:35 p.m.
ORD
-
YYZ
1h 45mdirect
C$ 274Air Canada
Thu, 30 Jul - Sun, 2 Aug
WestJet Logo
12:00 p.m. - 4:40 p.m.
YYC
-
ORD
3h 40mdirect
WestJet Logo
5:30 p.m. - 8:25 p.m.
ORD
-
YYC
3h 55mdirect
C$ 274WestJet
Tue, 2 Jun - Fri, 12 Jun
Air Canada Logo
7:20 p.m. - 8:16 p.m.
YTZ
-
ORD
1h 56mdirect
Air Canada Logo
2:00 p.m. - 4:41 p.m.
ORD
-
YTZ
1h 41mdirect
C$ 275Air Canada
Wed, 5 Aug - Sun, 9 Aug
American Airlines Logo
11:01 a.m. - 5:27 p.m.
YYZ
-
ORD
7h 26m
1 stop
American Airlines Logo
8:08 a.m. - 10:59 a.m.
ORD
-
YYZ
1h 51mdirect
C$ 281American Airlines
Sat, 6 Jun - Tue, 9 Jun
United Airlines Logo
11:00 a.m. - 12:00 p.m.
YYZ
-
ORD
2h 00mdirect
United Airlines Logo
9:15 p.m. - 11:59 p.m.
ORD
-
YYZ
1h 44mdirect
C$ 286United Airlines
Fri, 11 Sep - Mon, 14 Sep
American Airlines Logo
6:15 a.m. - 10:45 a.m.
YYC
-
ORD
3h 30mdirect
American Airlines Logo
8:55 p.m. - 11:43 p.m.
ORD
-
YYC
3h 48mdirect
C$ 314American Airlines
Fri, 29 May - Sun, 31 May
WestJet Logo
12:00 p.m. - 4:40 p.m.
YYC
-
ORD
3h 40mdirect
WestJet Logo
5:30 p.m. - 8:25 p.m.
ORD
-
YYC
3h 55mdirect
C$ 324WestJet
Tue, 2 Jun - Thu, 11 Jun
United Airlines Logo
12:34 p.m. - 5:01 p.m.
YYC
-
ORD
3h 27mdirect
United Airlines Logo
7:42 p.m. - 10:37 p.m.
ORD
-
YYC
3h 55mdirect
C$ 329United Airlines
Wed, 20 May - Tue, 26 May

momondo Fare Finder

 
Locate flights to Illinois that fit your budget, with regularly updated fares and availability. In the last 7 days, momondo users made a total of 96,600 searches and data was last updated on 9 April 2026.
Use the filters below to find and compare flights to Illinois that are best for you.

Fly from

Route

Depart

Return

Price

Cheapest round-trip

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Fri 29/5

10:35 a.m.-2:35 p.m.

1 stop5h 00m

Chicago Midway

Tue 2/6

10:25 a.m.-6:15 p.m.

1 stop6h 50m

C$ 237

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Thu 4/6

6:30 a.m.-9:40 a.m.

1 stop4h 10m

Chicago Midway

Sun 7/6

10:25 a.m.-6:15 p.m.

1 stop6h 50m

C$ 248

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 30/7

6:15 a.m.-10:16 a.m.

1 stop5h 01m

Chicago O'Hare Intl

Sun 2/8

9:50 a.m.-12:35 p.m.

Nonstop1h 45m

C$ 274

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Tue 2/6

12:00 p.m.-4:40 p.m.

Nonstop3h 40m

Chicago O'Hare Intl

Fri 12/6

5:30 p.m.-8:25 p.m.

Nonstop3h 55m

C$ 274
Quickest round-trip

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Wed 5/8

7:20 p.m.-8:16 p.m.

Nonstop1h 56m

Chicago O'Hare Intl

Sun 9/8

2:00 p.m.-4:41 p.m.

Nonstop1h 41m

C$ 275

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 6/6

11:01 a.m.-5:27 p.m.

1 stop7h 26m

Chicago O'Hare Intl

Tue 9/6

8:08 a.m.-10:59 a.m.

Nonstop1h 51m

C$ 281

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 11/9

11:00 a.m.-12:00 p.m.

Nonstop2h 00m

Chicago O'Hare Intl

Mon 14/9

9:15 p.m.-11:59 p.m.

Nonstop1h 44m

C$ 286

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Fri 29/5

6:15 a.m.-10:45 a.m.

Nonstop3h 30m

Chicago O'Hare Intl

Sun 31/5

8:55 p.m.-11:43 p.m.

Nonstop3h 48m

C$ 314

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Tue 2/6

12:00 p.m.-4:40 p.m.

Nonstop3h 40m

Chicago O'Hare Intl

Thu 11/6

5:30 p.m.-8:25 p.m.

Nonstop3h 55m

C$ 324

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Wed 20/5

12:34 p.m.-5:01 p.m.

Nonstop3h 27m

Chicago O'Hare Intl

Tue 26/5

7:42 p.m.-10:37 p.m.

Nonstop3h 55m

C$ 329

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Illinois from

Illinois flights insights and trends

Explore insights for your Illinois flight to craft the best travel plan

What is the cheapest flight I can find to Illinois?

The average flight to Illinois costs C$ 760/per person and the cheapest flight to Illinois is C$ 72/per person. This price varies based on a multitude of factors such as departure airport, airline, time of booking and when you plan on travelling.

See prices from:

What is the cheapest day to depart on your flight to Illinois?

According to our data, Friday is the cheapest day to fly to Illinois from Canada. The lowest ticket price found for a Friday departure recently was C$ 701. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. The most expensive day to fly to Illinois is Tuesday, with ticket prices averaging around C$ 1,091.

Cheapest flights to cities in Illinois

Click on the cities below to find out when it's cheapest to fly to Illinois, from Canada
Chicago
Chicago

Cheap Illinois flight deals and tips

Summary info about Illinois flight prices, duration and airlines

Best One-Way Price

C$ 163

Best Round-Trip Price

C$ 237

Fastest flight time

1h 50m
The best one-way flight price to Illinois from Canada in the last 72 hours is C$ 163 (Calgary to Chicago O'Hare Intl).
The best round-trip flight price to Illinois from Canada in the last 72 hours is C$ 237 (Montreal Pierre Elliott Trudeau Intl to Chicago Midway).
The fastest flight to Illinois from Canada takes 1h 50m (Toronto Island to Chicago Midway).

Frequently asked questions about flying to Illinois

What is the best airport to fly into to visit Chicago?

I plan on visiting Magnificent Mile. Which airport is the quickest drive?

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.

What are the most popular landmarks in Illinois?

What is the weather like in Illinois?

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.

Which airlines fly to Illinois?

How much are flights to Illinois?

Flights to Illinois have been found on momondo for as low as C$ 155 per ticket recently. However, the average price tends to be C$ 953 and anything for C$ 769 or less is a good deal. C$ 3,939 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.

What is the best day of the week to fly to Illinois?

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.

When did momondo last update prices for flights to Illinois?

Prices for flights to Illinois refresh daily.

How many operators does momondo search for flights to Illinois?

How old do you have to be to fly to Illinois?

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.

What documentation or ID do you need to fly 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.

Why use momondo?

Why should I use momondo to find a flight deal to Illinois?

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.

Can I find flights to Illinois with flexible booking policies on momondo?

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.

How can momondo help me find flights to Illinois?

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.

I’m not ready to book a flight to Illinois right now. Can momondo alert me if prices change?

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.

An easier way to manage your Illinois trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

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Sat 9/5
Sat 16/5

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Popular Flights to Illinois

Popular routes according to searches in the past day on momondo