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C$ 83+ 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 3/11. 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 — YUL
11 Oct — 18 Oct1
1 adult
1 adult, Economy

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 11 September 2025.

Good round-trip deal

C$ 88 or less

Good one-way deal

C$ 79 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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Find flights from Illinois

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 11 September 2025.

Fri 10/105:30 p.m.ORD - YYC
Nonstop3h 49mWestJet
Fri 17/1012:15 p.m.YYC - ORD
Nonstop3h 28mWestJet
Deal found 10/9C$ 193
Sat 11/105:30 p.m.ORD - YYC
Nonstop3h 49mWestJet
Sat 18/1012:15 p.m.YYC - ORD
Nonstop3h 28mWestJet
Deal found 9/9C$ 194
Fri 10/105:30 p.m.ORD - YYC
Nonstop3h 49mWestJet
Thu 16/1012:15 p.m.YYC - ORD
Nonstop3h 28mWestJet
Deal found 9/9C$ 197
Sun 12/105:30 p.m.ORD - YYC
Nonstop3h 49mWestJet
Sat 18/1012:15 p.m.YYC - ORD
Nonstop3h 28mWestJet
Deal found 9/9C$ 198
Sat 18/105:30 p.m.ORD - YVR
1 stop7h 06mWestJet
Fri 24/107:00 a.m.YVR - ORD
1 stop7h 43mWestJet
Deal found 9/9C$ 200
Thu 16/105:30 p.m.ORD - YVR
1 stop7h 06mWestJet
Sun 19/107:00 a.m.YVR - ORD
1 stop7h 43mWestJet
Deal found 9/9C$ 201
Sat 11/105:30 p.m.ORD - YYC
Nonstop3h 49mWestJet
Sun 12/1012:15 p.m.YYC - ORD
Nonstop3h 28mWestJet
Deal found 9/9C$ 202
Fri 31/102:20 p.m.ORD - YYC
Nonstop3h 55mWestJet
Mon 3/119:00 a.m.YYC - ORD
Nonstop3h 35mWestJet
Deal found 9/9C$ 204
Mon 6/105:30 p.m.ORD - YYC
Nonstop3h 49mWestJet
Thu 16/1012:15 p.m.YYC - ORD
Nonstop3h 28mWestJet
Deal found 9/9C$ 205
Sun 26/102:20 p.m.ORD - YYC
Nonstop3h 55mWestJet
Sun 2/119:00 a.m.YYC - ORD
Nonstop3h 35mWestJet
Deal found 11/9C$ 206
Sat 18/105:30 p.m.ORD - YVR
1 stop7h 06mWestJet
Sat 25/107:00 a.m.YVR - ORD
1 stop7h 43mWestJet
Deal found 9/9C$ 208
Thu 9/105:30 p.m.ORD - YYC
Nonstop3h 49mWestJet
Sat 18/1012:15 p.m.YYC - ORD
Nonstop3h 28mWestJet
Deal found 9/9C$ 208

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 11 September 2025. In the last 7 days, Cheapflights users made a total of 629,999 searches

Fly to

Pierre Elliott Trudeau Intl

Route

Depart

Return

Price

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 4/10

9:35 a.m.-12:17 p.m.

Nonstop1h 42m

Toronto Island

Wed 8/10

7:50 a.m.-8:39 a.m.

Nonstop1h 49m

C$ 237

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 15/10

9:35 a.m.-12:17 p.m.

Nonstop1h 42m

Toronto Island

Wed 22/10

7:50 a.m.-8:39 a.m.

Nonstop1h 49m

C$ 240

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 2/10

9:35 a.m.-12:17 p.m.

Nonstop1h 42m

Toronto Island

Sun 5/10

7:50 a.m.-8:39 a.m.

Nonstop1h 49m

C$ 240

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Wed 5/11

8:45 a.m.-11:35 a.m.

Nonstop3h 50m

Calgary

Tue 11/11

12:37 p.m.-5:10 p.m.

Nonstop3h 33m

C$ 256

ChicagoQuébec City

ORD - YQB

ORDYQB

Chicago O'Hare Intl

Mon 27/10

10:46 a.m.-2:13 p.m.

Nonstop2h 27m

Québec City

Thu 30/10

6:00 a.m.-11:18 a.m.

1 stop6h 18m

C$ 256

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Thu 6/11

8:45 a.m.-11:35 a.m.

Nonstop3h 50m

Calgary

Tue 11/11

12:37 p.m.-5:10 p.m.

Nonstop3h 33m

C$ 256

ChicagoQuébec City

ORD - YQB

ORDYQB

Chicago O'Hare Intl

Sun 2/11

10:46 a.m.-2:13 p.m.

Nonstop2h 27m

Québec City

Mon 17/11

6:00 a.m.-11:18 a.m.

1 stop6h 18m

C$ 256

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Fri 31/10

8:45 a.m.-11:35 a.m.

Nonstop3h 50m

Calgary

Mon 3/11

12:37 p.m.-5:10 p.m.

Nonstop3h 33m

C$ 256

ChicagoQuébec City

ORD - YQB

ORDYQB

Chicago O'Hare Intl

Mon 27/10

9:56 a.m.-1:36 p.m.

Nonstop2h 40m

Québec City

Fri 31/10

4:14 p.m.-6:04 p.m.

Nonstop2h 50m

C$ 261

ChicagoQuébec City

ORD - YQB

ORDYQB

Chicago O'Hare Intl

Mon 27/10

9:56 a.m.-1:36 p.m.

Nonstop2h 40m

Québec City

Thu 30/10

4:14 p.m.-6:04 p.m.

Nonstop2h 50m

C$ 261

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/9

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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, November is the cheapest month in which you can book a flight from Illinois (average of C$ 157). Flying from Illinois in July will prove the most costly (average of C$ 373). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

Which airlines fly from Illinois?

For flights departing from Illinois check dates and pricing for the following: Air Canada. This airline departs to the following popular destinations: Montreal.

Etihad Airways
Etihad Airways
From C$ 687
Air India
Air India
From C$ 641
Air Canada
Air Canada
From C$ 143
Emirates
Emirates
From C$ 481

What is the cheapest place to fly to from Illinois?

The cheapest city to fly to from Illinois is Calgary, with prices starting at C$ 40. Explore other affordable destinations below.

Calgary
Calgary
From C$ 29
New York
New York
From C$ 33
Vancouver Intl
Vancouver Intl
From C$ 42
Detroit
Detroit
From C$ 46

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 Calgary
Flights from O'Hare Intl to Cancún
Flights from O'Hare Intl to Lisbon

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 11 September 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$ 237. While Chicago O'Hare Intl airport is usually cheaper if your destination is Ottawa with prices starting at C$ 240. 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 November; with July 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$ 237 round trip
    Travel from Chicago to Québec City from C$ 240 round trip
    Travel from Chicago to Calgary from C$ 244 round trip
    Travel from Chicago to Vancouver from C$ 247 round trip
    Travel from Chicago to Montreal from C$ 333 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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