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Cheap flights from Toronto Region of Waterloo Intl Airport to Illinois from C$ 186

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 2/6. Fares are subject to change and may not be available on all flights or dates of travel.
YKF — ORD
25 Feb — 4 Mar1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Region of Waterloo Intl to Illinois

Enter your travel dates to find the best prices.

Cheapest flights from Region of Waterloo Intl to Illinois
Explore the most affordable flight options available from Region of Waterloo Intl to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 26 January 2026.

Fri 22/56:00 a.m.
YKF
-
ORD
1 stop11h 43m
WestJet
Sun 31/55:30 p.m.
ORD
-
YKF
1 stop30h 15m
WestJet
Deal found 24/1C$ 486
Fri 22/56:00 a.m.
YKF
-
ORD
1 stop11h 43m
Multiple Airlines
Sun 31/58:53 p.m.
ORD
-
YKF
2 stops26h 52m
Multiple Airlines
Deal found 24/1C$ 734
Mon 11/56:00 a.m.
YKF
-
ORD
1 stop11h 43m
WestJet
Mon 18/55:30 p.m.
ORD
-
YKF
1 stop30h 15m
WestJet
Deal found 24/1C$ 933
Fri 22/58:40 p.m.
YKF
-
ORD
1 stop21h 00m
WestJet
Sun 24/55:30 p.m.
ORD
-
YKF
1 stop25h 20m
WestJet
Deal found 26/1C$ 1,060
Fri 21/87:45 p.m.
YKF
-
ORD
1 stop21h 58m
WestJet
Wed 26/85:30 p.m.
ORD
-
YKF
1 stop24h 25m
WestJet
Deal found 25/1C$ 1,205
Thu 27/87:45 p.m.
YKF
-
ORD
1 stop21h 58m
WestJet
Fri 28/87:55 p.m.
ORD
-
YKF
2 stops22h 00m
WestJet
Deal found 24/1C$ 1,339
Sat 14/37:00 p.m.
YKF
-
ORD
2 stops16h 00m
WestJet
Wed 18/36:15 a.m.
ORD
-
YKF
2 stops22h 14m
WestJet
Deal found 25/1C$ 2,068

Find flight deals from Region of Waterloo Intl to Illinois

Keep the following information in mind while searching for Region of Waterloo Intl to Illinois flight deals. Data was last updated 26 January 2026.

Round-trip from

C$ 1,060

One-way from

C$ 186

Popular in

January

Cheapest in

July

Average price

C$ 401
WestJet
  • WestJet
  • 22/5-24/5
  • 2 total stops
  • 46h 20m total
  • Toronto to Illinois
Search Deals
Air Canada
  • Air Canada
  • 2/6
  • 1 total stop
  • 5h 00m total
  • Toronto to Illinois
Search Deals
Highest demand for flights based on searches. 10% potential increase in price (C$ 57 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Region of Waterloo Intl to Illinois that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 26 January 2026.
Use the filters below to find and compare flights from Toronto Region of Waterloo Intl Airport to Illinois that are best for you.

Fly from

Region of Waterloo Intl

Fly to

Illinois

Route

Depart

Return

Price

TorontoChicago

YKF - ORD

YKFORD

Toronto Region of Waterloo Intl

Fri 22/5

6:00 a.m.-4:43 p.m.

1 stop11h 43m

Chicago O'Hare Intl

Sun 31/5

5:30 p.m.-12:45 a.m.

1 stop30h 15m

C$ 486

TorontoChicago

YKF - ORD

YKFORD

Toronto Region of Waterloo Intl

Fri 22/5

6:00 a.m.-4:43 p.m.

1 stop11h 43m

Chicago O'Hare Intl

Sun 31/5

8:53 p.m.-12:45 a.m.

2 stops26h 52m

C$ 734

TorontoChicago

YKF - ORD

YKFORD

Toronto Region of Waterloo Intl

Mon 11/5

6:00 a.m.-4:43 p.m.

1 stop11h 43m

Chicago O'Hare Intl

Mon 18/5

5:30 p.m.-12:45 a.m.

1 stop30h 15m

C$ 933

TorontoChicago

YKF - ORD

YKFORD

Toronto Region of Waterloo Intl

Fri 22/5

8:40 p.m.-4:40 p.m.

1 stop21h 00m

Chicago O'Hare Intl

Sun 24/5

5:30 p.m.-7:50 p.m.

1 stop25h 20m

C$ 1,060

TorontoChicago

YKF - ORD

YKFORD

Toronto Region of Waterloo Intl

Sat 14/3

7:00 p.m.-10:00 a.m.

2 stops16h 00m

Chicago O'Hare Intl

Wed 18/3

6:15 a.m.-5:29 a.m.

2 stops22h 14m

C$ 2,068

TorontoChicago

YKF - ORD

YKFORD

Toronto Region of Waterloo Intl

Wed 6/5

8:40 p.m.-4:40 p.m.

1 stop21h 00m

C$ 241

TorontoChicago

YKF - ORD

YKFORD

Toronto Region of Waterloo Intl

Mon 4/5

6:00 a.m.-4:43 p.m.

1 stop11h 43m

C$ 322

TorontoChicago

YKF - ORD

YKFORD

Toronto Region of Waterloo Intl

Tue 2/6

4:00 p.m.-11:21 p.m.

2 stops8h 21m

C$ 342

TorontoChicago

YKF - ORD

YKFORD

Toronto Region of Waterloo Intl

Sun 26/4

8:40 p.m.-4:40 p.m.

1 stop21h 00m

C$ 349

TorontoChicago

YKF - ORD

YKFORD

Toronto Region of Waterloo Intl

Tue 16/6

8:40 p.m.-4:40 p.m.

1 stop21h 00m

C$ 384

Flights are sorted by cheapest round-trip flights first.

Deals found on 26/1

Showing 1-10 of 16 results
1
2

Best time to book a flight from Region of Waterloo Intl to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from Region of Waterloo Intl 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.

Cheapflights Insights

Everything you need to know about your flight from Toronto Region of Waterloo Intl Airport to Illinois
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Illinois

Get insights into the airlines that provide service to Illinois. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Illinois. Reviews last updated 26 January 2026.
Check out reviews from past customers who have flown with Air Canada from Toronto Region of Waterloo Intl Airport to Illinois to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Air Canada
7.1
Good
10,656 reviews
Check prices

Boarding

7.3

Food

6.3

Entertainment

6.8

Comfort

7.1

Overall

7.1

Crew

7.8

Reviews

1 / 20
2.0
Mediocre

Sugith,Jan 2026

YYZ - YSB

8 am flight cancelled at 2 am. Rebooked next day. Had to pay to rebook myself on Porter to leave same day.
Air Canada
7.1
Good
10,656 reviews
Air Canada
7.1
Good
10,656 reviews
Check prices

Boarding

7.3

Food

6.3

Entertainment

6.8

Comfort

7.1

Overall

7.1

Crew

7.8

Reviews

1 / 20
2.0
Mediocre

Sugith,Jan 2026

YYZ - YSB

8 am flight cancelled at 2 am. Rebooked next day. Had to pay to rebook myself on Porter to leave same day.

Related info for your journey

Find useful and relevant information for your journey from Region of Waterloo Intl to Illinois. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Toronto Region of Waterloo Intl Airport to Illinois?

    A quick flight from Toronto Region of Waterloo Intl Airport to Illinois can take about 11h 43m. WestJet provides one of the quickest options available for as low as C$ 486. There are 636 km between Toronto Region of Waterloo Intl Airport and Illinois.

  • Can I find deals for flights from Region of Waterloo Intl to Illinois that include hotel bookings?

    Yes. In addition to deals on Region of Waterloo Intl to Illinois flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Region of Waterloo Intl to Illinois?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Region of Waterloo Intl to Illinois.

  • Can I find deals for business class flights from Region of Waterloo Intl to Illinois?

    Yes. Cheapflights offers flight deals from Region of Waterloo Intl to Illinois by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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