Flights to Illinois

C$ 239 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 30/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Recent flights found to popular cities in Illinois

Find flights to these popular cities in Illinois from your nearest airport.
WestJet
30 May
YYC
3h 40m
ORD
31 May
ORD
3h 55m
YYC
C$ 239
WestJet
30 May
YYC
3h 40m
ORD
31 May
ORD
3h 55m
YYC
C$ 241
Porter Airlines
4 Jun
YUL
4h 10m
1 stop
MDW
7 Jun
MDW
5h 50m
1 stop
YUL
C$ 248
Porter Airlines
4 Jun
YUL
4h 10m
1 stop
MDW
7 Jun
MDW
5h 50m
1 stop
YUL
C$ 254
American Airlines
28 May
YYC
3h 30m
ORD
31 May
ORD
3h 48m
YYC
C$ 259
Porter Airlines
22 May
YUL
4h 15m
1 stop
MDW
29 May
MDW
3h 50m
1 stop
YUL
C$ 260
Porter Airlines
21 May
YUL
9h 05m
1 stop
MDW
5 Jun
MDW
5h 50m
1 stop
YUL
C$ 265
WestJet
22 May
YYC
3h 40m
ORD
31 May
ORD
3h 55m
YYC
C$ 268
WestJet
25 May
YYC
3h 40m
ORD
29 May
ORD
3h 55m
YYC
C$ 270
Air Transat
8 May
YTZ
1h 50m
MDW
10 May
MDW
1h 40m
YTZ
C$ 279
Porter Airlines
4 Jun
YUL
4h 10m
1 stop
MDW
7 Jun
MDW
8h 45m
1 stop
YUL
C$ 279
Air Canada
26 May
YYZ
2h 00m
ORD
31 May
ORD
1h 40m
YYZ
C$ 280
American Airlines
11 Jun
YYZ
12h 11m
1 stop
PIA
15 Jun
PIA
12h 36m
1 stop
YYZ
C$ 653
Multiple Airlines
29 May
YYZ
10h 19m
1 stop
PIA
31 May
PIA
25h 48m
2 stops
YYZ
C$ 674
Multiple Airlines
29 May
YYZ
10h 19m
1 stop
PIA
31 May
PIA
29h 10m
1 stop
YYZ
C$ 688
American Airlines
6 May
YYZ
7h 37m
1 stop
PIA
11 May
PIA
16h 41m
1 stop
YYZ
C$ 722
American Airlines
29 May
YYZ
17h 39m
1 stop
PIA
31 May
PIA
16h 24m
1 stop
YYZ
C$ 724
Multiple Airlines
29 May
YYZ
12h 24m
1 stop
PIA
31 May
PIA
21h 54m
2 stops
YYZ
C$ 747
United Airlines
16 Jun
YHZ
14h 26m
2 stops
PIA
20 Jun
PIA
11h 10m
2 stops
YHZ
C$ 752
United Airlines
16 Jun
YHZ
14h 26m
2 stops
PIA
20 Jun
PIA
11h 10m
2 stops
YHZ
C$ 755
United Airlines
29 May
YYZ
7h 57m
1 stop
PIA
2 Jun
PIA
7h 24m
1 stop
YYZ
C$ 765
United Airlines
29 May
YYZ
7h 26m
1 stop
PIA
2 Jun
PIA
8h 59m
1 stop
YYZ
C$ 772
American Airlines
8 Jun
YYZ
12h 11m
1 stop
PIA
9 Jun
PIA
16h 29m
1 stop
YYZ
C$ 776
United Airlines
16 Jun
YHZ
8h 57m
2 stops
PIA
20 Jun
PIA
16h 25m
2 stops
YHZ
C$ 781
United Airlines
4 Jun
YYC
27h 29m
2 stops
DEC
8 Jun
DEC
27h 43m
2 stops
YYC
C$ 769
United Airlines
4 Jun
YYC
18h 30m
2 stops
DEC
8 Jun
DEC
14h 00m
1 stop
YYC
C$ 807
United Airlines
4 Jun
YYC
8h 26m
1 stop
DEC
8 Jun
DEC
14h 00m
1 stop
YYC
C$ 869
United Airlines
4 Jun
YYC
8h 26m
1 stop
DEC
8 Jun
DEC
14h 00m
1 stop
YYC
C$ 907
United Airlines
4 Jun
YYC
8h 26m
1 stop
DEC
8 Jun
DEC
27h 43m
2 stops
YYC
C$ 947
United Airlines
4 Jun
YYC
8h 26m
1 stop
DEC
8 Jun
DEC
27h 43m
2 stops
YYC
C$ 949
United Airlines
4 Jun
YYC
18h 30m
2 stops
DEC
8 Jun
DEC
37h 11m
2 stops
YYC
C$ 951
United Airlines
4 Jun
YYC
18h 30m
2 stops
DEC
8 Jun
DEC
37h 11m
2 stops
YYC
C$ 954
United Airlines
4 Jun
YYC
8h 26m
1 stop
DEC
8 Jun
DEC
14h 00m
1 stop
YYC
C$ 956
United Airlines
4 Jun
YYC
8h 26m
1 stop
DEC
8 Jun
DEC
14h 00m
1 stop
YYC
C$ 1,032
United Airlines
15 May
YYC
34h 57m
2 stops
DEC
22 May
DEC
17h 27m
1 stop
YYC
C$ 1,264
United Airlines
15 May
YYC
28h 23m
1 stop
DEC
22 May
DEC
17h 27m
1 stop
YYC
C$ 1,352
United Airlines
11 May
YYZ
6h 51m
1 stop
MLI
18 May
MLI
8h 19m
1 stop
YYZ
C$ 910
Delta
11 May
YYZ
9h 01m
2 stops
MLI
18 May
MLI
16h 03m
2 stops
YYZ
C$ 1,075

Flights to Bloomington, Illinois

Search all flight deals to Bloomington, Illinois
Delta
6 May
YYZ
13h 21m
2 stops
BMI
11 May
BMI
6h 44m
1 stop
YYZ
C$ 706
American Airlines
22 May
YYZ
9h 49m
1 stop
BMI
29 May
BMI
10h 50m
1 stop
YYZ
C$ 722
Delta
30 May
YYZ
7h 20m
2 stops
BMI
6 Jun
BMI
9h 54m
2 stops
YYZ
C$ 724
American Airlines
29 May
YYZ
4h 43m
1 stop
BMI
29 May
BMI
4h 22m
1 stop
YYZ
C$ 736
United Airlines
1 Jun
YYZ
5h 52m
1 stop
BMI
8 Jun
BMI
13h 39m
1 stop
YYZ
C$ 759
Delta
13 May
YYZ
13h 30m
2 stops
BMI
20 May
BMI
16h 41m
2 stops
YYZ
C$ 780
American Airlines
13 May
YYZ
6h 32m
1 stop
BMI
20 May
BMI
5h 24m
1 stop
YYZ
C$ 800
WestJet
6 May
YYZ
6h 04m
1 stop
BMI
11 May
BMI
8h 50m
1 stop
YYZ
C$ 815
Delta
13 May
YYZ
5h 00m
1 stop
BMI
20 May
BMI
14h 55m
2 stops
YYZ
C$ 826
American Airlines
22 May
YYZ
4h 43m
1 stop
BMI
22 May
BMI
15h 57m
1 stop
YYZ
C$ 863
United Airlines
1 Jun
YYZ
7h 53m
2 stops
BMI
8 Jun
BMI
13h 15m
1 stop
YYZ
C$ 885
WestJet
22 May
YYZ
24h 30m
2 stops
BMI
29 May
BMI
24h 01m
1 stop
YYZ
C$ 956

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.
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$ 239WestJet
Sat, 30 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$ 241WestJet
Sat, 30 May - Sun, 31 May
Porter Airlines Logo
6:30 a.m. - 9:40 a.m.
YUL
-
MDW
4h 10m
1 stop
Porter Airlines Logo
10:25 a.m. - 5:15 p.m.
MDW
-
YUL
5h 50m
1 stop
C$ 248Porter Airlines
Thu, 4 Jun - Sun, 7 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. - 5:15 p.m.
MDW
-
YUL
5h 50m
1 stop
C$ 254Porter Airlines
Thu, 4 Jun - Sun, 7 Jun
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$ 259American Airlines
Thu, 28 May - Sun, 31 May
Air Canada Logo
12:25 p.m. - 1:25 p.m.
YYZ
-
ORD
2h 00mdirect
Air Canada Logo
9:55 a.m. - 12:35 p.m.
ORD
-
YYZ
1h 40mdirect
C$ 280Air Canada
Tue, 26 May - Sun, 31 May
American Airlines Logo
6:15 a.m. - 10:45 a.m.
YYC
-
ORD
3h 30mdirect
American Airlines Logo
8:50 p.m. - 11:42 p.m.
ORD
-
YYC
3h 52mdirect
C$ 280American Airlines
Fri, 29 May - Fri, 5 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$ 282Air Canada
Wed, 24 Jun - Fri, 3 Jul
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$ 282United Airlines
Fri, 22 May - Mon, 25 May
United Airlines Logo
11:00 a.m. - 12:00 p.m.
YYZ
-
ORD
2h 00mdirect
United Airlines Logo
3:40 p.m. - 10:23 p.m.
ORD
-
YYZ
5h 43m
1 stop
C$ 296United Airlines
Wed, 27 May - Sat, 30 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 18 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

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Sat 30/5

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

Nonstop3h 40m

Chicago O'Hare Intl

Sun 31/5

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

Nonstop3h 55m

C$ 239

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Sat 30/5

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

Nonstop3h 40m

Chicago O'Hare Intl

Sun 31/5

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

Nonstop3h 55m

C$ 241

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.-5:15 p.m.

1 stop5h 50m

C$ 248

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.-5:15 p.m.

1 stop5h 50m

C$ 254

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Thu 28/5

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$ 259

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Tue 26/5

12:25 p.m.-1:25 p.m.

Nonstop2h 00m

Chicago O'Hare Intl

Sun 31/5

9:55 a.m.-12:35 p.m.

Nonstop1h 40m

C$ 280

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Fri 29/5

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

Nonstop3h 30m

Chicago O'Hare Intl

Fri 5/6

8:50 p.m.-11:42 p.m.

Nonstop3h 52m

C$ 280
Quickest round-trip

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Wed 24/6

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

Nonstop1h 56m

Chicago O'Hare Intl

Fri 3/7

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

Nonstop1h 41m

C$ 282

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 22/5

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

Nonstop2h 00m

Chicago O'Hare Intl

Mon 25/5

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

Nonstop1h 44m

C$ 282

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Wed 27/5

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

Nonstop2h 00m

Chicago O'Hare Intl

Sat 30/5

3:40 p.m.-10:23 p.m.

1 stop5h 43m

C$ 296

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$ 750/per person and the cheapest flight to Illinois is C$ 71/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$ 696. 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$ 1,070.

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$ 145

Best Round-Trip Price

C$ 239

Fastest flight time

1h 50m
The best one-way flight price to Illinois from Canada in the last 72 hours is C$ 145 (Calgary to Chicago O'Hare Intl).
The best round-trip flight price to Illinois from Canada in the last 72 hours is C$ 239 (Calgary to Chicago O'Hare Intl).
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$ 127 per ticket recently. However, the average price tends to be C$ 924 and anything for C$ 752 or less is a good deal. C$ 3,762 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.

Get notified when prices go down

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1 adult
Mon 18/5
Mon 25/5

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Popular Flights to Illinois

Popular routes according to searches in the past day on momondo