Find flights
Deals

C$ 92+ Cheap flights from Illinois

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 14/11. 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 — YYZ
27 Nov — 4 Dec1
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 28 October 2025.

Good round-trip deal

C$ 64 or less

Good one-way deal

C$ 110 or less
Price to beat on a round-trip flight from Illinois.
Search Deals
Price to beat on a one-way flight from Illinois.
Search Deals

Find flights from Illinois

Enter your travel dates to find the best prices.

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 28 October 2025.

Fri 20/22:20 p.m.ORD - YYC
Nonstop3h 55mWestJet
Mon 23/29:00 a.m.YYC - ORD
Nonstop3h 35mWestJet
Deal found 26/10C$ 235
Fri 23/12:20 p.m.ORD - YYC
Nonstop3h 55mWestJet
Fri 30/19:00 a.m.YYC - ORD
Nonstop3h 35mWestJet
Deal found 27/10C$ 243
Fri 6/22:20 p.m.ORD - YYC
Nonstop3h 55mWestJet
Fri 13/29:00 a.m.YYC - ORD
Nonstop3h 35mWestJet
Deal found 27/10C$ 248
Mon 2/32:20 p.m.ORD - YYC
Nonstop3h 55mWestJet
Fri 6/39:00 a.m.YYC - ORD
Nonstop3h 35mWestJet
Deal found 28/10C$ 262
Wed 12/1111:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Mon 17/112:30 p.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 28/10C$ 266
Thu 13/1111:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Sun 16/119:15 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 27/10C$ 269
Fri 5/122:20 p.m.ORD - YYC
Nonstop3h 55mWestJet
Mon 8/129:00 a.m.YYC - ORD
Nonstop3h 35mWestJet
Deal found 27/10C$ 270
Fri 5/124:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Sun 7/129:15 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 28/10C$ 270
Thu 20/117:35 a.m.ORD - YYZ
1 stop4h 27mAmerican Airlines
Mon 24/116:00 a.m.YYZ - ORD
Nonstop2h 15mAmerican Airlines
Deal found 27/10C$ 271
Wed 3/124:01 p.m.ORD - YVR
1 stop21h 11mMultiple Airlines
Sun 7/1211:00 p.m.YVR - ORD
1 stop16h 27mMultiple Airlines
Deal found 27/10C$ 273
Fri 9/12:20 p.m.ORD - YYC
Nonstop3h 55mWestJet
Fri 16/19:00 a.m.YYC - ORD
Nonstop3h 35mWestJet
Deal found 27/10C$ 274
Thu 13/1111:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Fri 14/112:30 p.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 28/10C$ 274

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

Fly to

Pearson Intl

Route

Depart

Return

Price

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 12/11

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

Nonstop1h 42m

Toronto Island

Mon 17/11

2:30 p.m.-3:20 p.m.

Nonstop1h 50m

C$ 266

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 13/11

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

Nonstop1h 42m

Toronto Island

Sun 16/11

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

Nonstop1h 50m

C$ 269

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 5/12

4:15 p.m.-6:57 p.m.

Nonstop1h 42m

Toronto Island

Sun 7/12

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

Nonstop1h 50m

C$ 270

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 14/11

4:15 p.m.-6:57 p.m.

Nonstop1h 42m

Toronto Island

Sun 16/11

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

Nonstop1h 50m

C$ 271

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 15/11

12:45 p.m.-3:27 p.m.

Nonstop1h 42m

Toronto Island

Mon 17/11

2:30 p.m.-3:20 p.m.

Nonstop1h 50m

C$ 274

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 12/11

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

Nonstop1h 42m

Toronto Island

Wed 19/11

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

Nonstop1h 50m

C$ 280

ChicagoQuébec City

ORD - YQB

ORDYQB

Chicago O'Hare Intl

Wed 12/11

4:20 p.m.-10:47 p.m.

1 stop5h 27m

Québec City

Sat 15/11

2:55 p.m.-4:57 p.m.

Nonstop3h 02m

C$ 291

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Wed 17/12

1:06 p.m.-4:02 p.m.

Nonstop1h 56m

Toronto Pearson Intl

Wed 7/1

9:00 p.m.-10:05 p.m.

Nonstop2h 05m

C$ 294

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Tue 11/11

1:56 p.m.-2:45 p.m.

2 stops26h 49m

Vancouver Intl

Fri 14/11

11:00 p.m.-6:39 p.m.

1 stop17h 39m

C$ 297

ChicagoQuébec City

ORD - YQB

ORDYQB

Chicago O'Hare Intl

Fri 14/11

7:51 p.m.-11:02 a.m.

1 stop14h 11m

Québec City

Tue 18/11

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

1 stop6h 18m

C$ 298

Flights are sorted by cheapest round-trip flights first.

Deals found on 27/10

Showing 1-10 of 60 results
1
2
3
...
6

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, March is the cheapest month in which you can book a flight from Illinois (average of C$ 148). Flying from Illinois in July will prove the most costly (average of C$ 262). 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 at noon when prices are typically at their lowest. When considering other options, price-conscious travelers should avoid Wednesday evenings 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. These airlines depart to the following popular destinations: Toronto.

Etihad Airways
Etihad Airways
From C$ 915
Air India
Air India
From C$ 897
Air Canada
Air Canada
From C$ 200
United Airlines
United Airlines
From C$ 172

What is the cheapest place to fly to from Illinois?

The cheapest city to fly to from Illinois is Dallas/Fort Worth, with prices starting at C$ 64. Explore other affordable destinations below.

Dallas/Fort Worth
Dallas/Fort Worth
From C$ 64
Atlanta Hartsfield-Jackson
Atlanta Hartsfield-Jackson
From C$ 109
New York
New York
From C$ 110
Vancouver Intl
Vancouver Intl
From C$ 113

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 Dubai
Flights from O'Hare Intl to Calgary
Flights from O'Hare Intl to Lisbon
Flights from O'Hare Intl to Amman
Flights from O'Hare Intl to Hong Kong

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 28 October 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$ 193. While Chicago O'Hare Intl airport is usually cheaper if your destination is Québec City with prices starting at C$ 221. 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 March; 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$ 193 round trip
    Travel from Chicago to Montreal from C$ 221 round trip
    Travel from Chicago to Calgary from C$ 257 round trip
    Travel from Chicago to Québec City from C$ 277 round trip
    Travel from Chicago to Vancouver from C$ 299 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.

See more FAQs

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.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.