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C$ 191+ Cheap flights to Illinois

— ORD
20 Nov — 27 Nov1
1 adult
1 adult, Economy, 0 bags

Flights to Illinois in 2026

Enter your travel dates to find the best prices.

Cheapest flights to Illinois

Tue 17/1110:30 a.m. -
Nonstop2h 05m
Tue 1/126:20 p.m. -
Nonstop1h 45m
Deal found 20/10C$ 302
Thu 24/1210:30 a.m. -
Nonstop2h 05m
Tue 5/16:20 p.m. -
Nonstop1h 46m
Deal found 20/10C$ 305
Thu 19/114:35 p.m. -
Nonstop2h 05m
Mon 23/116:20 p.m. -
Nonstop1h 45m
Deal found 20/10C$ 308
Thu 12/118:20 a.m. -
Nonstop2h 03m
Sun 15/118:45 a.m. -
Nonstop1h 42m
Deal found 20/10C$ 314
Fri 20/113:15 p.m. -
Nonstop2h 20m
Sun 22/118:45 p.m. -
Nonstop2h 14m
Deal found 19/10C$ 318
Fri 25/1210:30 a.m. -
Nonstop2h 05m
Tue 5/112:20 p.m. -
Nonstop1h 46m
Deal found 20/10C$ 318
Tue 17/113:15 p.m. -
Nonstop2h 20m
Tue 24/118:45 p.m. -
Nonstop2h 14m
Deal found 20/10C$ 319
Tue 17/1110:30 a.m. -
Nonstop2h 05m
Sun 22/116:20 p.m. -
Nonstop1h 45m
Deal found 20/10C$ 319
Sat 24/1012:15 p.m. -
Nonstop2h 10m
Fri 30/101:55 p.m. -
Nonstop1h 47m
Deal found 16/10C$ 322
Mon 16/114:35 p.m. -
Nonstop2h 05m
Sun 22/116:20 p.m. -
Nonstop1h 45m
Deal found 20/10C$ 325
Sat 5/128:05 a.m. -
Nonstop2h 03m
Sat 12/1210:05 a.m. -
Nonstop1h 37m
Deal found 21/10C$ 326
Thu 3/128:00 a.m. -
1 stop8h 02m
Wed 9/1210:05 a.m. -
Nonstop1h 37m
Deal found 21/10C$ 332

Find flights to Illinois

Explore Illinois
Flights to Chicago
Flights to Moline

Find flight deals to Illinois

Round-trip from

C$ 302

One-way from

C$ 191

Popular in

October

Cheapest in

February

Average price

C$ 444

Good round-trip deal

C$ 343 or less

Good one-way deal

C$ 187 or less
Porter Airlines
  • Porter Airlines
  • 17/11-21/11
  • Nonstop
  • 3h 50m total
  • Toronto to Chicago
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Air Canada
  • Air Canada
  • 25/11-31/12
  • 1 total stop
  • 5h 22m total
  • Toronto to Illinois
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Highest demand for flights based on searches. 3% potential increase in price (C$ 12 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease (C$ 6 potential savings vs. average RT price).
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Average for round-trip flights in October 2026
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Price to beat on a round-trip flight from Toronto to Illinois.
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Price to beat on a one-way flight from Toronto to Illinois.
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Cheapflights Fare Finder

 
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
Quickest round-trip

TorontoChicago

YTZ Toronto Island - ORD Chicago O'Hare Intl

YTZORD

Toronto Island

Fri 13/11

10:30 a.m.-11:35 a.m.

Nonstop2h 05m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 204

TorontoChicago

YTZ Toronto Island - ORD Chicago O'Hare Intl

YTZORD

Toronto Island

Thu 12/11

12:05 p.m.-1:20 p.m.

Nonstop2h 15m

Chicago O'Hare Intl

Sun 15/11

7:05 a.m.-2:21 p.m.

1 stop6h 16m

C$ 332

TorontoChicago

YTZ Toronto Island - ORD Chicago O'Hare Intl

YTZORD

Toronto Island

Mon 1/3

4:35 p.m.-5:40 p.m.

Nonstop2h 05m

Chicago O'Hare Intl

Thu 4/3

12:20 p.m.-3:06 p.m.

Nonstop1h 46m

C$ 371

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Tue 17/11

12:15 p.m.-4:18 p.m.

1 stop5h 03m

Chicago O'Hare Intl

Tue 1/12

8:39 a.m.-1:35 p.m.

1 stop3h 56m

C$ 397

TorontoChicago

YYZ Toronto Pearson Intl - MDW Chicago Midway

YYZMDW

Toronto Pearson Intl

Fri 4/12

6:00 a.m.-9:37 a.m.

1 stop4h 37m

Chicago Midway

Sat 5/12

9:37 a.m.-5:20 p.m.

1 stop6h 43m

C$ 397

TorontoChicago

YYZ Toronto Pearson Intl - MDW Chicago Midway

YYZMDW

Toronto Pearson Intl

Thu 26/11

6:00 a.m.-11:25 a.m.

1 stop6h 25m

Chicago Midway

Sun 29/11

9:30 a.m.-1:30 p.m.

1 stop3h 00m

C$ 398

TorontoChicago

YYZ Toronto Pearson Intl - MDW Chicago Midway

YYZMDW

Toronto Pearson Intl

Thu 11/2

6:00 a.m.-12:33 p.m.

1 stop7h 33m

Chicago Midway

Mon 15/2

5:59 p.m.-11:00 p.m.

1 stop4h 01m

C$ 398

TorontoChicago

YTZ Toronto Island - ORD Chicago O'Hare Intl

YTZORD

Toronto Island

Thu 19/11

12:05 p.m.-1:20 p.m.

Nonstop2h 15m

Chicago O'Hare Intl

Mon 23/11

1:55 p.m.-4:42 p.m.

Nonstop1h 47m

C$ 402

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Fri 13/11

7:44 p.m.-12:01 a.m.

1 stop5h 17m

Chicago O'Hare Intl

Sun 15/11

8:45 a.m.-11:27 a.m.

Nonstop1h 42m

C$ 419

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Fri 13/11

2:45 p.m.-12:01 a.m.

1 stop10h 16m

Chicago O'Hare Intl

Mon 16/11

8:45 a.m.-11:27 a.m.

Nonstop1h 42m

C$ 419

Flights are sorted by cheapest round-trip flights first.

Deals found on 20/10

Showing 1-10 of 32 resultsSorted by cheapest first
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Best time to book a flight to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight to Illinois

How long is the flight to Illinois?

On average, a flight from Toronto to Illinois takes 3 hours 33 minutes. Flights to Illinois from other popular cities in Canada will vary in length. Below are a few examples of popular routes and their flight times.

Weekly flight availability to Illinois

The most flights from Toronto to Illinois are scheduled on a Tuesday (71 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (15 on average).

What are the most popular airlines that fly to Illinois?

The most popular airlines flying from Toronto to Illinois are Air Canada, United Airlines and Porter Airlines.

Air Canada
Air Canada
From C$ 118
Porter Airlines
Porter Airlines
From C$ 222
United Airlines
United Airlines
From C$ 125
WestJet
WestJet
From C$ 178

What are the cheapest airlines that fly to Illinois?

The cheapest airlines flying from Toronto to Illinois are Air Canada, Porter Airlines and United Airlines.

Rainfall in Illinois by month

In terms of precipitation, rainfall in Illinois ranges from 43.0 - 125.0 mm per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Illinois when rainfall is around 43.0 mm.

Temperature in Illinois by month

If weather is an important factor for your trip to Illinois, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).

When is the best time to book a flight to Illinois?

The best time to book flights to Illinois is 87 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

When is the cheapest time to fly to Illinois?

Users looking for the lowest fares to Illinois should consider flying on Friday at noon, when prices are typically cheapest. Budget-minded travellers will want to avoid Sunday evenings, when prices are usually at their highest.

Reviews of airlines servicing Illinois

See what other customers who have flown with Porter Airlines,Air Transat, andUnited Airlines to the United States have to say. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
467 reviews
Check prices

Comfort

8.0

Crew

8.6

Boarding

8.2

Food

7.6

Entertainment

6.9

Overall

8.0

Reviews

1 / 20
8.0
Excellent

D,Sep 2026

YHM - YVR

The flight including check-in, checked baggage, boarding, flight and timing were great. My checked bag was delayed two days which was concerning. They did deliver it to my door though which was great.
Porter Airlines
8.0
Very good
467 reviews
Porter Airlines
8.0
Very good
467 reviews
Check prices

Comfort

8.0

Crew

8.6

Boarding

8.2

Food

7.6

Entertainment

6.9

Overall

8.0

Reviews

1 / 20
8.0
Excellent

D,Sep 2026

YHM - YVR

The flight including check-in, checked baggage, boarding, flight and timing were great. My checked bag was delayed two days which was concerning. They did deliver it to my door though which was great.
Air Transat
7.7
Good
582 reviews
Porter Airlines
8.0
Very good
467 reviews
Check prices

Comfort

8.0

Crew

8.6

Boarding

8.2

Food

7.6

Entertainment

6.9

Overall

8.0

Reviews

1 / 20
8.0
Excellent

D,Sep 2026

YHM - YVR

The flight including check-in, checked baggage, boarding, flight and timing were great. My checked bag was delayed two days which was concerning. They did deliver it to my door though which was great.
United Airlines
7.3
Good
10,392 reviews
Porter Airlines
8.0
Very good
467 reviews
Check prices

Comfort

8.0

Crew

8.6

Boarding

8.2

Food

7.6

Entertainment

6.9

Overall

8.0

Reviews

1 / 20
8.0
Excellent

D,Sep 2026

YHM - YVR

The flight including check-in, checked baggage, boarding, flight and timing were great. My checked bag was delayed two days which was concerning. They did deliver it to my door though which was great.
Air Canada
7.1
Good
11,789 reviews
Porter Airlines
8.0
Very good
467 reviews
Check prices

Comfort

8.0

Crew

8.6

Boarding

8.2

Food

7.6

Entertainment

6.9

Overall

8.0

Reviews

1 / 20
8.0
Excellent

D,Sep 2026

YHM - YVR

The flight including check-in, checked baggage, boarding, flight and timing were great. My checked bag was delayed two days which was concerning. They did deliver it to my door though which was great.
American Airlines
7.0
Good
12,178 reviews
Porter Airlines
8.0
Very good
467 reviews
Check prices

Comfort

8.0

Crew

8.6

Boarding

8.2

Food

7.6

Entertainment

6.9

Overall

8.0

Reviews

1 / 20
8.0
Excellent

D,Sep 2026

YHM - YVR

The flight including check-in, checked baggage, boarding, flight and timing were great. My checked bag was delayed two days which was concerning. They did deliver it to my door though which was great.

FAQs about flying to Illinois

Illinois climate

Winters along the Great Lakes are long and cold. From late November into April, there is plenty of snow, icy winds, and sub-freezing temperatures, but it’s also the best time to find cheap flights to Illinois. Conversely, July and August can be hot and sticky and good Illinois flight and hotel deals are usually available. Spring and fall tend to have perfect weather and are great times to visit, although the tornado season is March through May.Chicago summers can have temperatures well into the 30s (C) with humidity to match. Winters are cold and raw with temperatures in the teens and occasional blizzards. Mild winters are not uncommon, but if booking Illinois flight and travel plans during the winter it’s advisable to pack with snow and cold in mind.

Getting around Illinois

A tough city to drive in, Chicago has convenient public transportation, taxis are easy to come by, and many areas are a pleasure to walk through. The Chicago Transit Authority operates the “L” (or “El”) a system of elevated trains that run 24 hours a day. There is also a River Bus that runs during rush hour in the summer, and the city is becoming increasingly bike friendly.

Except for Chicago, Illinois is mostly a quiet, rural state. Yet Amtrak trains, numerous commuter railroads, and, to a lesser extent, buses make getting around on public transportation feasible. Cycling is also generally easy on the state’s flat plains.

Once you reach your destination, check for local transportation, but be prepared to rent a car.

  • When is the best time to fly to Illinois?

    Peak Season: Winter is a prime time for skiing and snowmobiling in Illinois. Summer is the peak of the festival season in the Chicago area with major events taking place in the parks and neighbourhoods every weekend, despite the heat and humidity. While many tourists gather on the great state of Illinois during the summer season, it’s more likely cheap flights to Illinois will be available during the winter months. Off Season: September can be the most enjoyable and mildest month of the year to visit Chicago, but there is less going on during this period. Fall is a wonderful time to visit the rest of the state and enjoy the milder temperatures and changing foliage. January to March is when Chicago is least busy and deals on hotels are usually attainable. However, it can be cold and windy.

  • Can I find cheaper flights to Illinois if I am willing to have layovers?

    Yes, flights with layovers are often cheaper than direct flights. Keep an eye out for flight deals to Illinois on Cheapflights that require 1 or 2 stops for potential cost savings.

  • What is the best airline to fly to Illinois?

    Based on reviews from Cheapflights users, Porter Airlines is rated the highest out of the airlines that fly to Illinois.

  • What is the cheapest airport to fly to in Illinois?

    Chicago Midway is currently the cheapest airport to fly to in Illinois. One-way flights to Chicago Midway typically cost C$ 82, while round-trip flights cost around C$ 199.

  • How much is a round-trip flight to Illinois?

    A round-trip flight to Illinois will typically cost around C$ 199, however they can be found for as little as C$ 199.

  • Where does the fastest flight to Illinois depart from?

    For those looking to save time traveling to Illinois, Winnipeg offers the quickest one-way flight (1 hour 31 minutes).

  • Does Chicago O'Hare Intl have rental cars?

    Yes. Those touching down at Chicago O'Hare Intl can take advantage of the rental car services offered upon their arrival.

  • Are there hotels close to Chicago O'Hare Intl?

    Yes. Chicago O'Hare Intl has hotels nearby for those requiring accommodations. Hilton Chicago O'Hare Airport is the closest property to Chicago O'Hare Intl (0.0 km away from Chicago O'Hare Intl).

See more FAQs

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Yes, Cheapflights offers price alerts on Illinois flights so you can book your flight when prices are ideal. Enable price alerts by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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