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C$ 96+ 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 27/4. 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 — YVR
9 May — 16 May1
1 adult
1 adult, Economy, 0 bags

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 9 April 2026. In the last 7 days, Cheapflights users made a total of 629,999 searches

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 26/6

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

Nonstop1h 44m

Toronto Pearson Intl

Mon 29/6

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

Nonstop2h 00m

C$ 316
Quickest round-trip

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 13/6

10:25 a.m.-1:05 p.m.

Nonstop1h 40m

Toronto Island

Tue 23/6

8:50 a.m.-9:40 a.m.

Nonstop1h 50m

C$ 317

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 14/5

3:20 p.m.-6:00 p.m.

Nonstop1h 40m

Toronto Island

Fri 15/5

8:55 a.m.-9:45 a.m.

Nonstop1h 50m

C$ 317

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 7/5

9:04 a.m.-11:49 a.m.

Nonstop1h 45m

Toronto Pearson Intl

Sun 10/5

9:00 p.m.-10:01 p.m.

Nonstop2h 01m

C$ 321

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sun 3/5

4:50 p.m.-7:37 p.m.

Nonstop1h 47m

Toronto Pearson Intl

Sun 10/5

7:00 a.m.-8:00 a.m.

Nonstop2h 00m

C$ 321

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sun 7/6

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

Nonstop1h 44m

Toronto Pearson Intl

Sun 14/6

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

Nonstop2h 00m

C$ 321

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sun 24/5

10:30 a.m.-1:10 p.m.

Nonstop1h 40m

Toronto Island

Sun 31/5

8:55 a.m.-9:45 a.m.

Nonstop1h 50m

C$ 331

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sat 25/4

11:40 a.m.-6:28 p.m.

1 stop5h 48m

Toronto Pearson Intl

Mon 27/4

9:00 p.m.-10:03 p.m.

Nonstop2h 03m

C$ 335

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 7/5

7:00 a.m.-1:30 p.m.

1 stop5h 30m

Toronto Pearson Intl

Mon 11/5

4:04 p.m.-8:14 p.m.

1 stop5h 10m

C$ 342

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 5/6

5:41 p.m.-11:14 p.m.

1 stop4h 33m

Toronto Pearson Intl

Sun 7/6

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

1 stop5h 35m

C$ 342

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/4

Showing 1-10 of 60 resultsSorted by cheapest first
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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, May is the cheapest month in which you can book a flight from Illinois (average of C$ 159). Flying from Illinois in August will prove the most costly (average of C$ 446). 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: United Airlines, Air Canada. These airlines depart to the following popular destinations: Vancouver.

Etihad Airways
Etihad Airways
From C$ 948
Air India
Air India
From C$ 851
United Airlines
United Airlines
From C$ 108
Emirates
Emirates
From C$ 891

What is the cheapest place to fly to from Illinois?

The cheapest city to fly to from Illinois is Houston Hobby, with prices starting at C$ 23. Explore other affordable destinations below.

Houston Hobby
Houston Hobby
From C$ 23
Atlanta Hartsfield-Jackson
Atlanta Hartsfield-Jackson
From C$ 39
New York
New York
From C$ 95
Toronto
Toronto
From C$ 107

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 Calgary
Flights from O'Hare Intl to Halifax
Flights from O'Hare Intl to Edmonton
Flights from O'Hare Intl to New Delhi

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 9 April 2026.

  • 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$ 241. While Chicago O'Hare Intl airport is usually cheaper if your destination is Halifax with prices starting at C$ 295. 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 May; with August 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$ 241 round trip
    Travel from Chicago to Calgary from C$ 305 round trip
    Travel from Chicago to Montreal from C$ 321 round trip
    Travel from Chicago to Vancouver from C$ 389 round trip
    Travel from Chicago to Halifax from C$ 463 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.

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