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C$ 77+ Cheap flights from Illinois

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/2. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
ORD — YYZ
11 Jan — 18 Jan1
1 adult
1 adult, Economy, 0 bags

What to know about flights from Illinois

Discover essential information about flights departing from Illinois, including flight schedules, destinations, airlines operating at the Illinois airport, and any specific guidelines or requirements for travellers. Please note that the information is based on the most recent updates available. Data last updated 12 December 2025.

Good round-trip deal

C$ 134 or less

Good one-way deal

C$ 106 or less
Price to beat on a round-trip flight from Illinois.
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Price to beat on a one-way flight from Illinois.
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Cheapest flights from Illinois
Explore the most affordable flight options available from Illinois. Find the lowest fares based on data from user searches, with prices last updated on 12 December 2025.

Tue 12/55:30 p.m.ORD - YYC
Nonstop3h 49mWestJet
Sat 23/512:15 p.m.YYC - ORD
Nonstop3h 28mWestJet
Deal found 9/12C$ 212
Tue 12/55:30 p.m.ORD - YYC
Nonstop3h 49mWestJet
Wed 20/512:15 p.m.YYC - ORD
Nonstop3h 28mWestJet
Deal found 9/12C$ 214
Wed 13/55:30 p.m.ORD - YYC
Nonstop3h 49mWestJet
Tue 19/512:15 p.m.YYC - ORD
Nonstop3h 28mWestJet
Deal found 9/12C$ 215
Tue 26/55:30 p.m.ORD - YYC
Nonstop3h 49mWestJet
Sat 30/512:15 p.m.YYC - ORD
Nonstop3h 28mWestJet
Deal found 11/12C$ 217
Tue 26/55:30 p.m.ORD - YYC
Nonstop3h 49mWestJet
Sun 31/512:15 p.m.YYC - ORD
Nonstop3h 28mWestJet
Deal found 9/12C$ 226
Tue 12/55:30 p.m.ORD - YYC
Nonstop3h 49mWestJet
Thu 21/512:15 p.m.YYC - ORD
Nonstop3h 28mWestJet
Deal found 9/12C$ 229
Mon 11/55:30 p.m.ORD - YYC
Nonstop3h 49mWestJet
Sat 23/512:15 p.m.YYC - ORD
Nonstop3h 28mWestJet
Deal found 9/12C$ 230
Mon 11/55:30 p.m.ORD - YYC
Nonstop3h 49mWestJet
Wed 20/512:15 p.m.YYC - ORD
Nonstop3h 28mWestJet
Deal found 9/12C$ 232
Thu 14/55:30 p.m.ORD - YYC
Nonstop3h 49mWestJet
Wed 20/512:15 p.m.YYC - ORD
Nonstop3h 28mWestJet
Deal found 9/12C$ 234
Tue 19/55:30 p.m.ORD - YYC
Nonstop3h 49mWestJet
Sat 30/512:15 p.m.YYC - ORD
Nonstop3h 28mWestJet
Deal found 11/12C$ 236
Wed 13/55:30 p.m.ORD - YYC
Nonstop3h 49mWestJet
Sat 23/512:15 p.m.YYC - ORD
Nonstop3h 28mWestJet
Deal found 11/12C$ 237
Sun 25/110:00 a.m.ORD - YYZ
Nonstop1h 40mAir Canada
Sun 1/212:05 p.m.YYZ - ORD
Nonstop1h 56mAir Canada
Deal found 11/12C$ 254

Find flights from Illinois within your budget

 
Find flights departing from Illinois that match your specified budget. Filter results by price range, allowing you to narrow down options and find flights that fit within your financial constraints. Please note that the search results are based on data from user searches, with fares last updated on 12 December 2025. In the last 7 days, Cheapflights users made a total of 629,999 searches

Fly to

Pearson Intl

Route

Depart

Return

Price

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Fri 17/4

8:46 a.m.-11:37 a.m.

Nonstop3h 51m

Calgary

Sun 19/4

12:40 p.m.-5:07 p.m.

Nonstop3h 27m

C$ 241

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Sat 16/5

9:45 p.m.-1:56 p.m.

1 stop17h 11m

Calgary

Sun 24/5

8:30 a.m.-12:50 p.m.

Nonstop3h 20m

C$ 254

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 26/2

11:05 a.m.-1:47 p.m.

Nonstop1h 42m

Toronto Island

Sat 28/2

11:05 a.m.-11:55 a.m.

Nonstop1h 50m

C$ 257

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Wed 21/1

5:40 a.m.-1:08 p.m.

1 stop8h 28m

Calgary

Sat 24/1

6:15 a.m.-6:46 p.m.

1 stop11h 31m

C$ 269

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sun 25/1

11:00 a.m.-1:42 p.m.

Nonstop1h 42m

Toronto Island

Sun 1/2

9:15 a.m.-10:05 a.m.

Nonstop1h 50m

C$ 270

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 30/1

11:00 a.m.-1:42 p.m.

Nonstop1h 42m

Toronto Island

Sat 31/1

11:00 a.m.-11:50 a.m.

Nonstop1h 50m

C$ 272

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 5/2

11:00 a.m.-1:42 p.m.

Nonstop1h 42m

Toronto Island

Sun 8/2

9:15 a.m.-10:05 a.m.

Nonstop1h 50m

C$ 274

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Tue 12/5

9:45 p.m.-1:56 p.m.

1 stop17h 11m

Calgary

Sun 24/5

2:00 p.m.-10:25 p.m.

1 stop7h 25m

C$ 276

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Fri 23/1

12:53 p.m.-9:53 p.m.

1 stop10h 00m

Calgary

Tue 27/1

6:15 a.m.-5:04 p.m.

1 stop9h 49m

C$ 276

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Sat 16/5

9:45 p.m.-1:56 p.m.

1 stop17h 11m

Calgary

Sat 23/5

6:20 a.m.-11:57 p.m.

1 stop16h 37m

C$ 276

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/12

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Best time to book a flight from Illinois

Have a flexible travel schedule? Discover the best time to fly from Illinois with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Illinois

Get recent, data-driven insights about flights from Illinois including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Illinois?

Currently, October is the cheapest month in which you can book a flight from Illinois (average of C$ 117). Flying from Illinois in December will prove the most costly (average of C$ 290). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

When is the cheapest time to fly from Illinois?

Use this chart to determine the cheapest time to fly round-trip from Illinois to Pearson Intl. Price data was last updated on 16 December 2024.

Those who are seeking the cheapest fare on flights departing from Illinois would be wise to consider leaving during Thursday afternoons when prices are typically at their lowest. When considering other options, price-conscious travelers should avoid Monday afternoons when fares are usually the most expensive.

Which airlines fly from Illinois?

For flights departing from Illinois check dates and pricing for the following: United Airlines, Air Canada, American Airlines. These airlines depart to the following popular destinations: Toronto.

Air India
Air India
From C$ 871
Etihad Airways
Etihad Airways
From C$ 902
United Airlines
United Airlines
From C$ 170
Air Canada
Air Canada
From C$ 198

What is the cheapest place to fly to from Illinois?

The cheapest city to fly to from Illinois is Toronto, with prices starting at C$ 88. Explore other affordable destinations below.

Toronto
Toronto
From C$ 88
Minneapolis St Paul
Minneapolis St Paul
From C$ 96
Miami
Miami
From C$ 102
New York
New York
From C$ 103

Browse thousands of different options on Cheapflights for your next trip

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Popular international destinations from Illinois

The most popular international flight routes departing from Illinois we’ve come across at this time.
Flights from O'Hare Intl to New Delhi
Flights from O'Hare Intl to Dubai
Flights from O'Hare Intl to Hong Kong
Flights from O'Hare Intl to Mexico City

Related info for your journey

Access useful and relevant information related to your journey from Illinois. This can include details such as airport transportation, visa requirements, travel insurance, luggage regulations, and any other information that can ensure a smooth and hassle-free travel experience. Please note that the information is based on general guidance and may need to be verified with official sources. Data last updated 12 December 2025.

  • Which is the cheapest airport to catch a flight from Illinois?

    The cheapest routes to Toronto can be found at Chicago Midway airport from C$ 196. While Chicago O'Hare Intl airport is usually cheaper if your destination is Toronto with prices starting at C$ 217. Reference our flight search to find the best deals in real time.

  • What is the cheapest month to fly from Illinois?

    At the present moment the cheapest month to fly from Illinois is currently October; with December being the most expensive. Prices will vary depending on multiple factors such as booking in advance, airline and departure airports and times.

  • Where are the cheapest places to fly to from Illinois?

    Check out the cheapest flights from Illinois to embark to:
    Travel from Chicago to Toronto from C$ 192 round trip
    Travel from Chicago to Calgary from C$ 221 round trip
    Travel from Chicago to Montreal from C$ 240 round trip
    Travel from Chicago to Vancouver from C$ 306 round trip

  • How does Cheapflights help users find flights from Illinois?

    900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight from Illinois today with Cheapflights!

  • Why should you use Cheapflights to find cheap flight tickets from Illinois?

    Millions of users choose and trust Cheapflights to book the best flight deals from Illinois for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

  • Can Cheapflights find flights from Illinois with no change fees?

    Yes, we can. To see specific flights from Illinois with no change fees, users can toggle flexible booking options after using the search form above to find flights.

  • Can Cheapflights notify me if prices for flights from Illinois become cheaper?

    Yes! Start tracking prices for flights from Illinois today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive the alerts.

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Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Illinois?

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight from Illinois today with Cheapflights!

Why should you use Cheapflights to find cheap flight tickets from Illinois?

Millions of users choose and trust Cheapflights to book the best flight deals from Illinois for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

Can Cheapflights find flights from Illinois with no change fees?

Yes, we can. To see specific flights from Illinois with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from Illinois become cheaper?

Yes! Start tracking prices for flights from Illinois today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive the alerts.

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