Cheap flights from Canada to Illinois from C$ 155

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 3/12. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — ORD
6 Dec — 13 Dec1
1 adult
1 adult, Economy, 0 bags

Find flight deals from Canada to Illinois

Enter your travel dates to find the best prices.

Cheapest flights from Canada to Illinois
Explore the most affordable flight options available from Canada to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 6 November 2025.

Fri 5/129:00 a.m.YYC - ORD
Nonstop3h 35mWestJet
Fri 12/122:20 p.m.ORD - YYC
Nonstop3h 55mWestJet
Deal found 5/11C$ 221
Fri 5/129:00 a.m.YYC - ORD
Nonstop3h 35mWestJet
Mon 15/122:20 p.m.ORD - YYC
Nonstop3h 55mWestJet
Deal found 5/11C$ 253
Tue 2/127:30 a.m.YYZ - ORD
1 stop7h 29mAmerican Airlines
Sat 6/128:00 a.m.ORD - YYZ
1 stop7h 35mAmerican Airlines
Deal found 4/11C$ 260
Thu 11/126:00 a.m.YYZ - ORD
Nonstop2h 15mAmerican Airlines
Sun 14/128:10 a.m.ORD - YYZ
Nonstop1h 46mAmerican Airlines
Deal found 3/11C$ 265
Fri 5/122:30 p.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Thu 11/124:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 4/11C$ 265
Sun 23/116:00 a.m.YYZ - ORD
Nonstop2h 15mAmerican Airlines
Mon 1/125:00 a.m.ORD - YYZ
1 stop5h 03mAmerican Airlines
Deal found 5/11C$ 268
Sat 6/1212:37 p.m.YYC - ORD
Nonstop3h 33mMultiple Airlines
Sat 13/123:55 p.m.ORD - YYC
1 stop9h 19mMultiple Airlines
Deal found 5/11C$ 269
Fri 5/126:00 a.m.YYZ - ORD
Nonstop2h 15mAmerican Airlines
Sun 7/125:00 a.m.ORD - YYZ
1 stop5h 02mAmerican Airlines
Deal found 4/11C$ 271
Fri 5/1211:40 p.m.YYC - ORD
1 stop8h 33mMultiple Airlines
Fri 12/122:20 p.m.ORD - YYC
Nonstop3h 55mMultiple Airlines
Deal found 6/11C$ 271
Fri 21/112:30 p.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Mon 24/1111:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 4/11C$ 271
Thu 20/116:20 a.m.YYZ - ORD
1 stop5h 58mAir Canada
Mon 24/118:15 p.m.ORD - YYZ
Nonstop1h 39mAir Canada
Deal found 6/11C$ 272
Sat 13/1211:00 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Thu 15/111:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 4/11C$ 272

Cheap flight deals from Canada to Illinois

Keep the following information in mind while searching for Canada to Illinois flight deals. Data was last updated 6 November 2025.

Round-trip from

C$ 221

One-way from

C$ 155

Popular in

October

Cheapest in

July

Average price

C$ 408

Good round-trip deal

C$ 349 or less

Good one-way deal

C$ 199 or less
WestJet
  • WestJet
  • 5/12-12/12
  • Nonstop
  • 7h 30m total
  • Canada to Illinois
3/12
  • 3/12
  • 1 total stop
  • 17h 08m total
  • Canada to Illinois
Highest demand for flights based on searches. 5% potential increase in price (C$ 27 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease (C$ 9 potential savings vs. average RT price).
Average for round-trip flights in November 2025
Price to beat on a round-trip flight from Canada to Illinois.
Price to beat on a one-way flight from Canada to Illinois.

Cheapflights Fare Finder

 
Customize your flight search to find flights from Canada 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 6 November 2025.
Use the filters below to find and compare flights from Canada to Illinois that are best for you.

Fly from

Canada

Fly to

Illinois

Route

Depart

Return

Price

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Fri 5/12

9:00 a.m.-1:35 p.m.

Nonstop3h 35m

Chicago O'Hare Intl

Fri 12/12

2:20 p.m.-5:15 p.m.

Nonstop3h 55m

C$ 227

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Sat 6/12

12:37 p.m.-5:10 p.m.

Nonstop3h 33m

Chicago O'Hare Intl

Sat 13/12

3:55 p.m.-12:14 a.m.

1 stop9h 19m

C$ 269

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Mon 5/1

6:40 p.m.-11:35 p.m.

1 stop5h 55m

Chicago O'Hare Intl

Wed 14/1

1:13 p.m.-4:02 p.m.

Nonstop1h 49m

C$ 272

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Thu 20/11

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

Nonstop1h 50m

Chicago Midway

Mon 24/11

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

Nonstop1h 42m

C$ 275

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Tue 17/3

5:35 a.m.-2:55 p.m.

1 stop8h 20m

Chicago O'Hare Intl

Tue 24/3

10:00 a.m.-6:54 p.m.

1 stop9h 54m

C$ 276

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Tue 25/11

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

Nonstop1h 50m

Chicago Midway

Tue 2/12

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

Nonstop1h 42m

C$ 282

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sun 11/1

6:00 a.m.-9:40 a.m.

1 stop4h 40m

Chicago O'Hare Intl

Thu 15/1

11:05 a.m.-4:12 p.m.

1 stop4h 07m

C$ 284

TorontoChicago

YYZ - MDW

YYZMDW

Toronto Pearson Intl

Mon 5/1

7:45 a.m.-12:48 p.m.

1 stop6h 03m

Chicago Midway

Fri 9/1

6:30 p.m.-10:41 p.m.

1 stop3h 11m

C$ 284

TorontoChicago

YYZ - MDW

YYZMDW

Toronto Pearson Intl

Sun 11/1

6:00 a.m.-8:54 a.m.

1 stop3h 54m

Chicago Midway

Mon 12/1

6:14 p.m.-10:41 p.m.

1 stop3h 27m

C$ 284

TorontoChicago

YYZ - MDW

YYZMDW

Toronto Pearson Intl

Sun 11/1

6:00 a.m.-8:54 a.m.

1 stop3h 54m

Chicago Midway

Thu 15/1

9:50 a.m.-3:59 p.m.

1 stop5h 09m

C$ 284

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/11

Showing 1-10 of 60 results
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Best time to book a flight from Canada to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from Canada 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 Canada to Illinois

What is the cheapest month to book a flight from Canada to Illinois?

Currently, June is the cheapest month in which you can book a flight from Canada to Illinois (average of C$ 117). Flying from Canada to Illinois in December is currently the most expensive (average of C$ 200). 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 CA to IL?

Find hourly flight availability from Canada to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 6 November 2025.

When flying from Canada to Illinois, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 23% versus a flight at noon.

What is the cheapest day to fly from Canada to Illinois?

Use this chart to determine the cheapest time to fly round-trip from Canada to Illinois. Price data was last updated on 16 December 2024.

Travelers seeking maximum savings on their Canada to Illinois flight should consider departing on Friday afternoons when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Canada to Illinois

Explore weekly flight availability from Canada to Illinois. 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 6 November 2025.

The most flights from CA0 to USIL are scheduled on a Monday (58 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (39 on average).

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 6 November 2025.
Check out reviews from past customers who have flown with Porter Airlines,United Airlines, andAmerican Airlines from Canada to Illinois to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Entertainment

7.0

Comfort

8.0

Food

7.6

Overall

8.0

Crew

8.6

Boarding

8.2

Reviews

1 / 20
2.0
Mediocre

Kelly,Nov 2025

YVR - YUL

I recently flew with Porter Airlines on Flight PD372 on October 30th, and unfortunately, had a very disappointing experience. At the gate, one of their attendants gave me two boarding passes. I assumed these were for my itinerary from Vancouver to Montreal and back, but one of the boarding passes unexpectedly included a connecting flight to Toronto, which was never part of my booking or invoice. As a result of this error, my checked baggage was mistakenly routed to Toronto. When I contacted Porter’s customer service, I spoke to an agent who apologized on behalf of the attendant (employee number 13209961) and promised to have my luggage flown back to Montreal. However, shortly after, I was told there was nothing they could do except for me to travel to Toronto myself to pick up my bag. This is highly unreasonable and unfair, considering the issue was caused by their staff printing the wrong boarding pass. This entire situation caused me significant inconvenience and stress. I expected Porter to correct the mistake and deliver my luggage as originally planned, but instead, I was left with the burden of fixing an error that was not mine. I even have a photo of the staff badge of the employee who made the promise, yet the company still failed to honor it. I hope Porter Airlines reviews their internal communication and baggage handling procedures to prevent this from happening to other passengers. Customer care and responsibility fell short in this experience, and I am still waiting for a satisfactory resolution.

Entertainment

7.0

Comfort

8.0

Food

7.6

Overall

8.0

Crew

8.6

Boarding

8.2

Reviews

1 / 20
2.0
Mediocre

Kelly,Nov 2025

YVR - YUL

I recently flew with Porter Airlines on Flight PD372 on October 30th, and unfortunately, had a very disappointing experience. At the gate, one of their attendants gave me two boarding passes. I assumed these were for my itinerary from Vancouver to Montreal and back, but one of the boarding passes unexpectedly included a connecting flight to Toronto, which was never part of my booking or invoice. As a result of this error, my checked baggage was mistakenly routed to Toronto. When I contacted Porter’s customer service, I spoke to an agent who apologized on behalf of the attendant (employee number 13209961) and promised to have my luggage flown back to Montreal. However, shortly after, I was told there was nothing they could do except for me to travel to Toronto myself to pick up my bag. This is highly unreasonable and unfair, considering the issue was caused by their staff printing the wrong boarding pass. This entire situation caused me significant inconvenience and stress. I expected Porter to correct the mistake and deliver my luggage as originally planned, but instead, I was left with the burden of fixing an error that was not mine. I even have a photo of the staff badge of the employee who made the promise, yet the company still failed to honor it. I hope Porter Airlines reviews their internal communication and baggage handling procedures to prevent this from happening to other passengers. Customer care and responsibility fell short in this experience, and I am still waiting for a satisfactory resolution.

Entertainment

7.0

Comfort

8.0

Food

7.6

Overall

8.0

Crew

8.6

Boarding

8.2

Reviews

1 / 20
2.0
Mediocre

Kelly,Nov 2025

YVR - YUL

I recently flew with Porter Airlines on Flight PD372 on October 30th, and unfortunately, had a very disappointing experience. At the gate, one of their attendants gave me two boarding passes. I assumed these were for my itinerary from Vancouver to Montreal and back, but one of the boarding passes unexpectedly included a connecting flight to Toronto, which was never part of my booking or invoice. As a result of this error, my checked baggage was mistakenly routed to Toronto. When I contacted Porter’s customer service, I spoke to an agent who apologized on behalf of the attendant (employee number 13209961) and promised to have my luggage flown back to Montreal. However, shortly after, I was told there was nothing they could do except for me to travel to Toronto myself to pick up my bag. This is highly unreasonable and unfair, considering the issue was caused by their staff printing the wrong boarding pass. This entire situation caused me significant inconvenience and stress. I expected Porter to correct the mistake and deliver my luggage as originally planned, but instead, I was left with the burden of fixing an error that was not mine. I even have a photo of the staff badge of the employee who made the promise, yet the company still failed to honor it. I hope Porter Airlines reviews their internal communication and baggage handling procedures to prevent this from happening to other passengers. Customer care and responsibility fell short in this experience, and I am still waiting for a satisfactory resolution.

Entertainment

7.0

Comfort

8.0

Food

7.6

Overall

8.0

Crew

8.6

Boarding

8.2

Reviews

1 / 20
2.0
Mediocre

Kelly,Nov 2025

YVR - YUL

I recently flew with Porter Airlines on Flight PD372 on October 30th, and unfortunately, had a very disappointing experience. At the gate, one of their attendants gave me two boarding passes. I assumed these were for my itinerary from Vancouver to Montreal and back, but one of the boarding passes unexpectedly included a connecting flight to Toronto, which was never part of my booking or invoice. As a result of this error, my checked baggage was mistakenly routed to Toronto. When I contacted Porter’s customer service, I spoke to an agent who apologized on behalf of the attendant (employee number 13209961) and promised to have my luggage flown back to Montreal. However, shortly after, I was told there was nothing they could do except for me to travel to Toronto myself to pick up my bag. This is highly unreasonable and unfair, considering the issue was caused by their staff printing the wrong boarding pass. This entire situation caused me significant inconvenience and stress. I expected Porter to correct the mistake and deliver my luggage as originally planned, but instead, I was left with the burden of fixing an error that was not mine. I even have a photo of the staff badge of the employee who made the promise, yet the company still failed to honor it. I hope Porter Airlines reviews their internal communication and baggage handling procedures to prevent this from happening to other passengers. Customer care and responsibility fell short in this experience, and I am still waiting for a satisfactory resolution.

Entertainment

7.0

Comfort

8.0

Food

7.6

Overall

8.0

Crew

8.6

Boarding

8.2

Reviews

1 / 20
2.0
Mediocre

Kelly,Nov 2025

YVR - YUL

I recently flew with Porter Airlines on Flight PD372 on October 30th, and unfortunately, had a very disappointing experience. At the gate, one of their attendants gave me two boarding passes. I assumed these were for my itinerary from Vancouver to Montreal and back, but one of the boarding passes unexpectedly included a connecting flight to Toronto, which was never part of my booking or invoice. As a result of this error, my checked baggage was mistakenly routed to Toronto. When I contacted Porter’s customer service, I spoke to an agent who apologized on behalf of the attendant (employee number 13209961) and promised to have my luggage flown back to Montreal. However, shortly after, I was told there was nothing they could do except for me to travel to Toronto myself to pick up my bag. This is highly unreasonable and unfair, considering the issue was caused by their staff printing the wrong boarding pass. This entire situation caused me significant inconvenience and stress. I expected Porter to correct the mistake and deliver my luggage as originally planned, but instead, I was left with the burden of fixing an error that was not mine. I even have a photo of the staff badge of the employee who made the promise, yet the company still failed to honor it. I hope Porter Airlines reviews their internal communication and baggage handling procedures to prevent this from happening to other passengers. Customer care and responsibility fell short in this experience, and I am still waiting for a satisfactory resolution.

Entertainment

7.0

Comfort

8.0

Food

7.6

Overall

8.0

Crew

8.6

Boarding

8.2

Reviews

1 / 20
2.0
Mediocre

Kelly,Nov 2025

YVR - YUL

I recently flew with Porter Airlines on Flight PD372 on October 30th, and unfortunately, had a very disappointing experience. At the gate, one of their attendants gave me two boarding passes. I assumed these were for my itinerary from Vancouver to Montreal and back, but one of the boarding passes unexpectedly included a connecting flight to Toronto, which was never part of my booking or invoice. As a result of this error, my checked baggage was mistakenly routed to Toronto. When I contacted Porter’s customer service, I spoke to an agent who apologized on behalf of the attendant (employee number 13209961) and promised to have my luggage flown back to Montreal. However, shortly after, I was told there was nothing they could do except for me to travel to Toronto myself to pick up my bag. This is highly unreasonable and unfair, considering the issue was caused by their staff printing the wrong boarding pass. This entire situation caused me significant inconvenience and stress. I expected Porter to correct the mistake and deliver my luggage as originally planned, but instead, I was left with the burden of fixing an error that was not mine. I even have a photo of the staff badge of the employee who made the promise, yet the company still failed to honor it. I hope Porter Airlines reviews their internal communication and baggage handling procedures to prevent this from happening to other passengers. Customer care and responsibility fell short in this experience, and I am still waiting for a satisfactory resolution.

Related info for your journey

Find useful and relevant information for your journey from Canada 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 Canada to Illinois?

    WestJet, United Airlines, and Porter Airlines can get you from Canada to Illinois in just under 1h 50m. Your travel time can differ by up to 4h 05m. The distance between Canada and Illinois is about 711 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

  • What are the cheapest airlines to fly from Canada to Illinois one-way?

    The cheapest airlines for a one-way flight from Canada to Illinois are United Airlines (C$ 159), Delta (C$ 181), and American Airlines (C$ 182).

  • Can I find deals for flights from Canada to Illinois that include hotel bookings?

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

  • How can I find direct flights from Canada to Illinois?

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

  • Can I find deals for business class flights from Canada to Illinois?

    Yes. Cheapflights offers flight deals from Canada 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.

  • What is the cheapest month to book a flight from Canada to Illinois?

    Currently, June is the cheapest month in which you can book a flight from Canada to Illinois (average of C$ 117). Flying from Canada to Illinois in December is currently the most expensive (average of C$ 200). 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 Canada to Illinois

See prices for flight routes from nearby airports that may be better suited for you.

Top 6 airlines flying from Canada to Illinois

Discover the top 6 airlines that operate flights from Canada to Illinois. 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 6 November 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 152AverageC$ 489FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
WestJetCheapestC$ 180AverageC$ 426FlexibilityNo cancel feeOn-time60%
Search WestJet flights
DeltaCheapestC$ 188AverageC$ 376FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
American AirlinesCheapestC$ 189AverageC$ 427FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Porter AirlinesCheapestC$ 200AverageC$ 419FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
United AirlinesCheapestC$ 210AverageC$ 566FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

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How does Cheapflights help users find flights from Canada to Illinois?

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Can Cheapflights find flights from Canada to Illinois with no change fees?

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

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