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Cheap flights from Ontario to Chicago from C$ 200

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 29/1. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — CHI
23 dic. — 30 dic.1
1 adult

Cheap flight deals from Ontario to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Ontario (CAON) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 18 diciembre 2024.

Round-trip from

C$ 328

One-way from

C$ 200
Air Canada
  • Air Canada
  • 9/1-12/1
  • 2 total stops
  • 10h 50m total
  • Ontario to Chicago
Search Deals
Delta
  • Delta
  • 29/1
  • 1 total stop
  • 6h 31m total
  • Ontario to Chicago
Search Deals

Find flight deals from Ontario to Chicago

Cheapest flights from Ontario to Chicago
Explore the most affordable flight options available from Ontario to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 18 diciembre 2024.

mar. 31/1212:20 p.m.YYZ - ORD
Nonstop1h 51mUnited Airlines
mié. 8/110:53 a.m.ORD - YYZ
Nonstop1h 49mUnited Airlines
Deal found 17/12C$ 390
mar. 31/128:00 a.m.YYZ - ORD
Nonstop1h 57mAir Canada
mar. 7/112:51 p.m.ORD - YYZ
Nonstop1h 54mAir Canada
Deal found 17/12C$ 391
lun. 30/123:50 p.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
lun. 13/11:05 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 17/12C$ 410
mar. 31/127:00 a.m.YOW - MDW
1 stop4h 20mPorter Airlines
vie. 3/15:35 p.m.MDW - YOW
1 stop3h 51mPorter Airlines
Deal found 17/12C$ 443
mar. 31/126:50 a.m.YUL - MDW
1 stop4h 30mPorter Airlines
mié. 8/11:05 p.m.MDW - YUL
1 stop3h 55mPorter Airlines
Deal found 16/12C$ 466
sáb. 28/127:35 a.m.YYZ - ORD
1 stop5h 40mAmerican Airlines
mié. 8/13:00 p.m.ORD - YYZ
Nonstop1h 35mAmerican Airlines
Deal found 18/12C$ 478
lun. 30/129:00 p.m.YYZ - ORD
1 stop15h 58mMultiple Airlines
jue. 9/17:20 a.m.ORD - YYZ
1 stop5h 21mMultiple Airlines
Deal found 17/12C$ 480
mié. 25/121:00 p.m.YYZ - ORD
1 stop4h 40mWestJet
lun. 3/24:15 p.m.ORD - YYZ
2 stops13h 02mWestJet
Deal found 17/12C$ 547
mar. 31/127:00 a.m.YUL - ORD
1 stop7h 11mAir Canada
mié. 8/12:05 p.m.ORD - YUL
1 stop8h 43mAir Canada
Deal found 16/12C$ 561
mar. 31/127:10 a.m.YYZ - MDW
1 stop11h 44mMultiple Airlines
mié. 8/110:57 a.m.MDW - YYZ
1 stop5h 03mMultiple Airlines
Deal found 17/12C$ 594
sáb. 28/127:45 p.m.YTZ - ORD
1 stop15h 22mMultiple Airlines
sáb. 4/14:45 p.m.ORD - YTZ
1 stop14h 45mMultiple Airlines
Deal found 17/12C$ 631
mié. 25/126:30 a.m.YYZ - MDW
1 stop5h 38mWestJet
lun. 3/21:26 p.m.MDW - YYZ
1 stop8h 41mWestJet
Deal found 17/12C$ 647

Find flights from Ontario to Chicago within your budget

Customize your flight search to find flights from Ontario to Chicago 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 18 diciembre 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

jue. 9/1

6:25 a.m.-10:54 a.m.

1 stop5h 29m

Chicago O'Hare Intl

dom. 12/1

7:20 a.m.-1:41 p.m.

1 stop5h 21m

C$ 328

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

vie. 31/1

6:20 p.m.-7:20 p.m.

Nonstop2h 00m

Chicago O'Hare Intl

vie. 7/2

3:00 p.m.-5:35 p.m.

Nonstop1h 35m

C$ 330

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

jue. 9/1

11:20 a.m.-12:10 p.m.

Nonstop1h 50m

Chicago Midway

dom. 12/1

1:05 p.m.-3:47 p.m.

Nonstop1h 42m

C$ 334

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

vie. 14/2

11:20 a.m.-12:10 p.m.

Nonstop1h 50m

Chicago Midway

lun. 17/2

1:05 p.m.-3:47 p.m.

Nonstop1h 42m

C$ 338

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

sáb. 1/2

8:25 a.m.-2:45 p.m.

1 stop7h 20m

Chicago O'Hare Intl

sáb. 8/2

3:35 p.m.-9:50 p.m.

1 stop5h 15m

C$ 338

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

jue. 9/1

11:00 a.m.-12:13 p.m.

Nonstop2h 13m

Chicago O'Hare Intl

dom. 12/1

8:30 p.m.-11:11 p.m.

Nonstop1h 41m

C$ 340

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

lun. 17/2

4:44 p.m.-5:44 p.m.

Nonstop2h 00m

Chicago O'Hare Intl

vie. 21/2

9:50 a.m.-12:30 p.m.

Nonstop1h 40m

C$ 343

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

mar. 14/1

7:05 a.m.-8:13 p.m.

1 stop14h 08m

Chicago O'Hare Intl

mar. 21/1

5:11 a.m.-11:55 p.m.

1 stop17h 44m

C$ 344

TorontoChicago

YKF - ORD

YKFORD

Toronto Region of Waterloo Intl

jue. 9/1

12:35 p.m.-11:32 a.m.

1 stop23h 57m

Chicago O'Hare Intl

dom. 12/1

3:56 p.m.-8:45 p.m.

1 stop27h 49m

C$ 344

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

jue. 16/1

11:00 a.m.-12:13 p.m.

Nonstop2h 13m

Chicago O'Hare Intl

dom. 19/1

6:00 a.m.-11:46 a.m.

1 stop4h 46m

C$ 350

Flights are sorted by cheapest round-trip flights first.

Deals found on 18/12

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Best time to book a flight from Ontario to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Ontario 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 Ontario to Chicago

Get recent, data-driven insights about flights from Ontario to Chicago including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Region of Ontario to Chicago?

Currently, January is the cheapest month in which you can book a flight from Region of Ontario to Chicago (average of C$ 261). Flying from Region of Ontario to Chicago in May is currently the most expensive (average of C$ 342). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from ON to CHI?

Find hourly flight availability from Ontario to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 18 diciembre 2024.

When flying from Region of Ontario to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from Region of Ontario to Chicago

Explore weekly flight availability from Ontario to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated 18 diciembre 2024.

The most flights from CAON to CHI are scheduled on a Monday (51 on average). You will have fewer flight options on Friday, which is when the least amount of flights are scheduled (9 on average).

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 43.0 - 125.0 mm per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago when rainfall is around 43.0 mm.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated 18 diciembre 2024.
Peruse reviews from past customers who have flown with Air Canada, American Airlines and United Airlines from Ontario to Chicago to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
8,604 reviews
Check prices

Crew

8.6

Entertainment

7.9

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.3

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Delta
8.0
Very good
8,604 reviews
Delta
8.0
Very good
8,604 reviews
Check prices

Crew

8.6

Entertainment

7.9

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.3

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Porter Airlines
7.9
Good
283 reviews
Delta
8.0
Very good
8,604 reviews
Check prices

Crew

8.6

Entertainment

7.9

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.3

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Air Transat
7.8
Good
389 reviews
Delta
8.0
Very good
8,604 reviews
Check prices

Crew

8.6

Entertainment

7.9

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.3

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Finnair
7.7
Good
1,285 reviews
Delta
8.0
Very good
8,604 reviews
Check prices

Crew

8.6

Entertainment

7.9

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.3

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

United Airlines
7.4
Good
9,055 reviews
Delta
8.0
Very good
8,604 reviews
Check prices

Crew

8.6

Entertainment

7.9

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.3

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Related info for your journey

Find useful and relevant information for your journey from Ontario to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Region of Ontario to Chicago one-way?

    The cheapest airline one-way is Delta, with whom users have recently found tickets for as low as C$ 200. However, be on the lookout for offers from Porter Airlines and Air Canada, as they are both options that can get you from Region of Ontario to Chicago for a low price.

  • What are the most popular routes from Region of Ontario to Chicago?

    When deciding which route to take from Region of Ontario to Chicago consider Montreal Pierre Elliott Trudeau Intl - Chicago O'Hare Intl, Toronto Pearson Intl - Chicago O'Hare Intl or Montreal Pierre Elliott Trudeau Intl - Chicago Midway as they are the most popular.

  • What are the most reliable airlines from Region of Ontario to Chicago?

    No one likes to see their flight delayed. When booking a flight from Region of Ontario to Chicago consider choosing Lufthansa (100%), Royal Jordanian (97%) or SkyWest Airlines (97%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Region of Ontario to Chicago?

    On average you can expect to pay C$ 1,454 for a flight from Region of Ontario to Chicago. The cheapest flight overall is C$ 221 while the most popular route, (Montreal Pierre Elliott Trudeau Intl - Chicago O'Hare Intl) is currently priced at C$ 361.

  • Can I find deals for flights from Ontario to Chicago that include hotel bookings?

    Yes. In addition to deals on Ontario to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Ontario to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Ontario to Chicago.

  • Can I find deals for business class flights from Ontario to Chicago?

    Yes. Cheapflights offers flight deals from Ontario to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Region of Ontario to Chicago?

    Currently, January is the cheapest month in which you can book a flight from Region of Ontario to Chicago (average of C$ 261). Flying from Region of Ontario to Chicago in May is currently the most expensive (average of C$ 342). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Ontario to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Pierre Elliott Trudeau Intl to O'Hare Intl flights
Pearson Intl to O'Hare Intl flights
Pierre Elliott Trudeau Intl to Midway flights
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Calgary to St. Louis flights
Victoria to O'Hare Intl flights
Kelowna to Midway flights
Victoria to Midway flights
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Saskatoon to Midway flights
Fort McMurray to O'Hare Intl flights
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Pearson Intl to Peoria flights
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Halifax to St. Louis flights
Pearson Intl to Bloomington flights
Québec City to St. Louis flights
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Saskatoon to St. Louis flights
Ottawa to Champaign flights
Comox to O'Hare Intl flights
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Top 5 airlines flying from Ontario to Chicago

Discover the top 5 airlines that operate flights from Ontario to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 18 diciembre 2024.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapestC$ 277AverageC$ 422FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
Air CanadaCheapestC$ 312AverageC$ 549FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 356AverageC$ 653FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
American AirlinesCheapestC$ 357AverageC$ 546FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
WestJetCheapestC$ 453AverageC$ 592FlexibilityNo cancel feeOn-time60%
Search WestJet flights

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 Ontario to Chicago?

When you search for this flight from Ontario to Chicago, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

Why should you use Cheapflights to find cheap flight tickets from Ontario to Chicago?

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Chicago from Ontario.

Can Cheapflights find flights from Ontario to Chicago with no change fees?

Certainly. Search results for flights to Chicago from Ontario shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Can Cheapflights notify me if prices for flights from Ontario to Chicago become cheaper?

Not ready to book yet? You can track prices for flights from Ontario to Chicago on Cheapflights with our Price Alert feature and get notified when better prices are available.

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