C$ 96+ 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 4/9. 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
3 ago. — 10 ago.1
1 adult

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 29 julio 2025.

Good round-trip deal

C$ 108 or less

Good one-way deal

C$ 81 or less
Price to beat on a round-trip flight from Illinois.
Price to beat on a one-way flight from Illinois.

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 29 julio 2025.

lun. 15/95:30 p.m.ORD - YYC
Nonstop3h 49mWestJet
mié. 24/912:15 p.m.YYC - ORD
Nonstop3h 28mWestJet
Deal found 29/7C$ 214
lun. 15/93:50 p.m.ORD - YYC
1 stop8h 32mMultiple Airlines
mié. 24/912:15 p.m.YYC - ORD
Nonstop3h 28mMultiple Airlines
Deal found 29/7C$ 217
lun. 15/96:20 p.m.ORD - YYC
1 stop7h 52mAir Canada
mar. 23/91:10 a.m.YYC - ORD
1 stop7h 41mAir Canada
Deal found 29/7C$ 220
dom. 7/99:35 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
vie. 12/97:50 a.m.YTZ - MDW
Nonstop1h 49mPorter Airlines
Deal found 29/7C$ 236
lun. 22/98:25 p.m.ORD - YYZ
Nonstop1h 43mAir Canada
mar. 23/912:30 a.m.YYZ - ORD
1 stop10h 21mAir Canada
Deal found 27/7C$ 244
mié. 10/95:20 p.m.MDW - YTZ
Nonstop1h 42mAir Transat
vie. 12/93:35 p.m.YTZ - MDW
Nonstop1h 49mAir Transat
Deal found 29/7C$ 252
mié. 3/96:00 a.m.ORD - YYZ
1 stop4h 44mUnited Airlines
sáb. 6/93:00 p.m.YYZ - ORD
1 stop6h 11mUnited Airlines
Deal found 26/7C$ 252
mar. 14/108:47 a.m.ORD - YYC
Nonstop3h 51mUnited Airlines
vie. 17/1012:38 p.m.YYC - ORD
Nonstop3h 32mUnited Airlines
Deal found 29/7C$ 259
mié. 20/89:40 a.m.MDW - YTZ
Nonstop1h 40mMultiple Airlines
sáb. 30/89:00 a.m.YTZ - MDW
Nonstop1h 50mMultiple Airlines
Deal found 27/7C$ 259
mié. 24/95:20 p.m.MDW - YUL
1 stop3h 55mPorter Airlines
vie. 26/91:10 p.m.YUL - MDW
1 stop4h 14mPorter Airlines
Deal found 28/7C$ 269
jue. 23/103:35 p.m.ORD - YTZ
1 stop4h 59mAir Canada
dom. 26/107:20 p.m.YTZ - ORD
2 stops16h 58mAir Canada
Deal found 27/7C$ 270
mié. 17/91:10 p.m.ORD - YUL
Nonstop2h 23mAmerican Airlines
lun. 22/95:15 p.m.YUL - ORD
Nonstop2h 35mAmerican Airlines
Deal found 29/7C$ 278

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 29 julio 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

lun. 15/9

5:30 p.m.-8:19 p.m.

Nonstop3h 49m

Calgary

mié. 24/9

12:15 p.m.-4:43 p.m.

Nonstop3h 28m

C$ 214

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

lun. 15/9

3:50 p.m.-11:22 p.m.

1 stop8h 32m

Calgary

mié. 24/9

12:15 p.m.-4:43 p.m.

Nonstop3h 28m

C$ 217

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

lun. 15/9

6:20 p.m.-1:12 a.m.

1 stop7h 52m

Calgary

mar. 23/9

1:10 a.m.-9:51 a.m.

1 stop7h 41m

C$ 220

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

dom. 7/9

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

Nonstop1h 42m

Toronto Island

vie. 12/9

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

Nonstop1h 49m

C$ 236

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

lun. 22/9

8:25 p.m.-11:08 p.m.

Nonstop1h 43m

Toronto Pearson Intl

mar. 23/9

12:30 a.m.-9:51 a.m.

1 stop10h 21m

C$ 244

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

mié. 10/9

5:20 p.m.-8:02 p.m.

Nonstop1h 42m

Toronto Island

vie. 12/9

3:35 p.m.-4:24 p.m.

Nonstop1h 49m

C$ 252

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

mié. 3/9

6:00 a.m.-11:44 a.m.

1 stop4h 44m

Toronto Pearson Intl

sáb. 6/9

3:00 p.m.-8:11 p.m.

1 stop6h 11m

C$ 252

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

mar. 14/10

8:47 a.m.-11:38 a.m.

Nonstop3h 51m

Calgary

vie. 17/10

12:38 p.m.-5:10 p.m.

Nonstop3h 32m

C$ 259

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

mié. 20/8

9:40 a.m.-12:20 p.m.

Nonstop1h 40m

Toronto Island

sáb. 30/8

9:00 a.m.-9:50 a.m.

Nonstop1h 50m

C$ 259

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

mié. 24/9

5:20 p.m.-10:15 p.m.

1 stop3h 55m

Montreal Pierre Elliott Trudeau Intl

vie. 26/9

1:10 p.m.-4:24 p.m.

1 stop4h 14m

C$ 269

Flights are sorted by cheapest round-trip flights first.

Deals found on 28/7

Showing 1-10 of 60 results
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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, March is the cheapest month in which you can book a flight from Illinois (average of C$ 145). Flying from Illinois in May will prove the most costly (average of C$ 224). 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 at noon when fares are usually the most expensive.

Airline reviews for flights from Illinois

Get insights into the airlines that provide service from Illinois. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing airline for your flight from Illinois. In the last 7 days, Cheapflights users made a total of 629,999 searches.
Check out reviews from past customers who have flown Delta,KLM, andUnited Airlines from Illinois to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Overall

8.0

Food

7.3

Entertainment

7.9

Boarding

8.2

Crew

8.5

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
8.0
Very good

Overall

8.0

Food

7.3

Entertainment

7.9

Boarding

8.2

Crew

8.5

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Overall

8.0

Food

7.3

Entertainment

7.9

Boarding

8.2

Crew

8.5

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Overall

8.0

Food

7.3

Entertainment

7.9

Boarding

8.2

Crew

8.5

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Overall

8.0

Food

7.3

Entertainment

7.9

Boarding

8.2

Crew

8.5

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Overall

8.0

Food

7.3

Entertainment

7.9

Boarding

8.2

Crew

8.5

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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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.

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 29 julio 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$ 169. While Chicago O'Hare Intl airport is usually cheaper if your destination is Québec City with prices starting at C$ 202. 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 May 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$ 169 round trip
    Travel from Chicago to Montreal from C$ 196 round trip
    Travel from Chicago to Calgary from C$ 237 round trip
    Travel from Chicago to Vancouver from C$ 320 round trip
    Travel from Chicago to Québec City from C$ 483 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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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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