In terms of precipitation, rainfall in Chicago O'Hare Intl Airport 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 O'Hare Intl Airport when rainfall is around 43.0 mm.

If weather is an important factor for your trip to Chicago O'Hare Intl Airport, 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).

What is the cheapest time of day to fly from YKF to ORD?

When flying from Toronto Region of Waterloo Intl Airport to Chicago O'Hare Intl Airport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Can I find deals for flights from Region of Waterloo Intl to O'Hare Intl that include hotel bookings?

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

How can I find direct flights from Region of Waterloo Intl to O'Hare Intl?

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 O'Hare Intl.

Can I find deals for business class flights from Region of Waterloo Intl to O'Hare Intl?

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

C$ 387+ Cheap Flights from Toronto Region of Waterloo Intl Airport to Chicago O'Hare Intl Airport

Cheap flight deals from Region of Waterloo Intl to O'Hare Intl

Enter your travel dates to find the best prices.

Cheapest

Best

Last-minute

One-way

Cheapest flights from Region of Waterloo Intl to O'Hare Intl
Explore the most affordable flight options available from Region of Waterloo Intl to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 22 October 2026.

Thu 3/127:00 p.m. -

2 stops17h 07m

Thu 10/123:45 p.m. -

2 stops23h 00m

Deal found 19/10C$ 1,041

Thu 12/117:00 p.m. -

2 stops17h 07m

Sun 15/113:40 p.m. -

2 stops23h 05m

Deal found 21/10C$ 2,030

Sat 26/127:00 p.m. -

2 stops20h 37m

Fri 1/17:05 a.m. -

2 stops13h 55m

Deal found 21/10C$ 2,706

Find flight deals from Region of Waterloo Intl to O'Hare Intl

Round-trip from	C$ 1,041
One-way from	C$ 387
Popular in	October
Cheapest in	February
Average price	C$ 444

3/12-10/12
4 total stops
40h 07m total
Toronto to Chicago

Search Deals

Air Canada
5/11-31/12
1 total stop
4h 58m total
Toronto to Chicago

Search Deals

Highest demand for flights based on searches. 3% potential increase in price (C$ 18 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 October 2026

Search Deals

Cheapflights Fare Finder

Use the filters below to find and compare flights from Toronto Region of Waterloo Intl Airport to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

TorontoChicago

YKF Toronto Region of Waterloo Intl - ORD Chicago O'Hare Intl

YKFORD

Toronto Region of Waterloo Intl

Thu 5/11

4:00 p.m.-7:58 p.m.

1 stop4h 58m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 387

TorontoChicago

YKF Toronto Region of Waterloo Intl - ORD Chicago O'Hare Intl

YKFORD

Toronto Region of Waterloo Intl

Sat 5/12

7:00 p.m.-4:31 p.m.

2 stops22h 31m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 403

TorontoChicago

YKF Toronto Region of Waterloo Intl - ORD Chicago O'Hare Intl

YKFORD

Toronto Region of Waterloo Intl

Sat 12/12

8:30 a.m.-7:52 p.m.

2 stops12h 22m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 589

TorontoChicago

YKF Toronto Region of Waterloo Intl - ORD Chicago O'Hare Intl

YKFORD

Toronto Region of Waterloo Intl

Sat 23/1

7:00 p.m.-11:07 a.m.

2 stops17h 07m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 683

TorontoChicago

YKF Toronto Region of Waterloo Intl - ORD Chicago O'Hare Intl

YKFORD

Toronto Region of Waterloo Intl

Thu 29/10

7:00 p.m.-5:40 a.m.

2 stops35h 40m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 689

Quickest round-trip

TorontoChicago

YKF Toronto Region of Waterloo Intl - ORD Chicago O'Hare Intl

YKFORD

Toronto Region of Waterloo Intl

Sun 1/11

8:30 a.m.-11:57 a.m.

1 stop4h 27m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 756

TorontoChicago

YKF Toronto Region of Waterloo Intl - ORD Chicago O'Hare Intl

YKFORD

Toronto Region of Waterloo Intl

Mon 16/11

4:30 p.m.-5:37 p.m.

3 stops50h 07m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 860

TorontoChicago

YKF Toronto Region of Waterloo Intl - ORD Chicago O'Hare Intl

YKFORD

Toronto Region of Waterloo Intl

Thu 3/12

7:00 p.m.-11:07 a.m.

2 stops17h 07m

Chicago O'Hare Intl

Thu 10/12

3:45 p.m.-3:45 p.m.

2 stops23h 00m

C$ 1,041

TorontoChicago

YKF Toronto Region of Waterloo Intl - ORD Chicago O'Hare Intl

YKFORD

Toronto Region of Waterloo Intl

Thu 12/11

7:00 p.m.-11:07 a.m.

2 stops17h 07m

Chicago O'Hare Intl

Sun 15/11

3:40 p.m.-3:45 p.m.

2 stops23h 05m

C$ 2,060

TorontoChicago

YKF Toronto Region of Waterloo Intl - ORD Chicago O'Hare Intl

YKFORD

Toronto Region of Waterloo Intl

Sat 26/12

7:00 p.m.-2:37 p.m.

2 stops20h 37m

Chicago O'Hare Intl

Fri 1/1

7:05 a.m.-10:00 p.m.

2 stops13h 55m

C$ 2,706

Flights are sorted by cheapest round-trip flights first.

Deals found on 19/10

Showing 1-10 of 11 resultsSorted by cheapest first

Best time to book a flight from Region of Waterloo Intl to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Region of Waterloo Intl with our price prediction graph.

YKF-ORD

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.

Related info for your journey

Can I find deals for flights from Region of Waterloo Intl to O'Hare Intl that include hotel bookings?
Yes. In addition to deals on Region of Waterloo Intl to O'Hare Intl flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Region of Waterloo Intl to O'Hare Intl?
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 O'Hare Intl.
Can I find deals for business class flights from Region of Waterloo Intl to O'Hare Intl?
Yes. Cheapflights offers flight deals from Region of Waterloo Intl to O'Hare Intl by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

Schaumburg

Northbrook

Des Plaines

Racine

Rockford

Naperville

Elk Grove Village

Skokie

Browse thousands of different options on Cheapflights for your next trip

Alternative routes

Complete your trip

Direct flights to Illinois

Flights by cabin class

O'Hare Intl flight routes

Other flight options

Other flights from Region of Waterloo Intl

Popular flights

Alternative routes for Region of Waterloo Intl to O'Hare Intl

Pearson Intl to O'Hare Intl flights

Toronto Island to O'Hare Intl flights

Pearson Intl to Midway flights

Hamilton to O'Hare Intl flights

Toronto Island to Midway flights

Fly with Cheapflights

How does Cheapflights help users find flights from Region of Waterloo Intl to O'Hare Intl?

When you search for this flight from Region of Waterloo Intl to O'Hare Intl, 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 Region of Waterloo Intl to O'Hare Intl?

Cheapflights helps you find that perfect flight to O'Hare Intl from Region of Waterloo Intl by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

Can Cheapflights find flights from Region of Waterloo Intl to O'Hare Intl with no change fees?

Users can book flights with no change fees policies with our dedicated filters. Book flights from Region of Waterloo Intl to O'Hare Intl flexibly with Cheapflights today.

Can Cheapflights notify me if prices for flights from Region of Waterloo Intl to O'Hare Intl become cheaper?

Yes, Cheapflights offers price alerts on Region of Waterloo Intl to O'Hare Intl flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.

Cheap flights from Toronto Region of Waterloo Intl Airport to Chicago O'Hare Intl Airport from C$ 387

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 5/11. Fares are subject to change and may not be available on all flights or dates of travel.

Cheap flight deals from Region of Waterloo Intl to O'Hare Intl

Cheapest flights from Region of Waterloo Intl to O'Hare IntlExplore the most affordable flight options available from Region of Waterloo Intl to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 22 October 2026.

Explore the most affordable flight options available from Region of Waterloo Intl to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 22 October 2026.

Best flights from Region of Waterloo Intl to O'Hare IntlDiscover carefully curated flight deals from Region of Waterloo Intl to O'Hare Intl that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 22 October 2026.

Discover carefully curated flight deals from Region of Waterloo Intl to O'Hare Intl that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 22 October 2026.

Last-minute flights from Region of Waterloo Intl to O'Hare IntlDiscover last-minute flight deals from Region of Waterloo Intl to O'Hare Intl. Data last updated 22 October 2026 and is based on user searches.

Discover last-minute flight deals from Region of Waterloo Intl to O'Hare Intl. Data last updated 22 October 2026 and is based on user searches.

One-way flights from Region of Waterloo Intl to O'Hare IntlSearch for one-way flight options from Region of Waterloo Intl to O'Hare Intl. Find affordable one-way fares based on user searches. Data last updated 22 October 2026.

Search for one-way flight options from Region of Waterloo Intl to O'Hare Intl. Find affordable one-way fares based on user searches. Data last updated 22 October 2026.

Find flight deals from Region of Waterloo Intl to O'Hare Intl

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Cheapflights Fare Finder

Use the filters below to find and compare flights from Toronto Region of Waterloo Intl Airport to Chicago O'Hare Intl Airport that are best for you.

Best time to book a flight from Region of Waterloo Intl to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Region of Waterloo Intl with our price prediction graph.

Related info for your journey

Can I find deals for flights from Region of Waterloo Intl to O'Hare Intl that include hotel bookings?

How can I find direct flights from Region of Waterloo Intl to O'Hare Intl?

Can I find deals for business class flights from Region of Waterloo Intl to O'Hare Intl?

Travelling to a place near Chicago O'Hare Intl Airport?

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.

Alternative routes for Region of Waterloo Intl to O'Hare Intl

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

Complete your trip

Complete your trip to O'Hare Intl by adding a car rental and/or hotel reservation to your travel itinerary.

Direct flights to Illinois

Book a non-stop flight to one of these other cities located in Illinois.

Search flights from Region of Waterloo Intl to O'Hare Intl by cabin class

Find flights from Region of Waterloo Intl to O'Hare Intl, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Other flights to O'Hare Intl

Explore flights to O'Hare Intl departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on 22 October 2026.

Region of Waterloo Intl and O'Hare Intl flights

Browse other Region of Waterloo Intl and O'Hare Intl flight options. Last updated on 22 October 2026.

Other flights from Region of Waterloo Intl

Browse through other flights departing from Region of Waterloo Intl. Flights are based on user searches made on Cheapflights and were last updated on 22 October 2026.

Popular flight searches

Check out other popular destinations found by fellow travellers in 2026

Fly with Cheapflights

How does Cheapflights help users find flights from Region of Waterloo Intl to O'Hare Intl?

Why should you use Cheapflights to find cheap flight tickets from Region of Waterloo Intl to O'Hare Intl?

Can Cheapflights find flights from Region of Waterloo Intl to O'Hare Intl with no change fees?

Can Cheapflights notify me if prices for flights from Region of Waterloo Intl to O'Hare Intl become cheaper?

100% Free

Book with Flexibility

Travel Smart

Cheapest flights from Region of Waterloo Intl to O'Hare Intl
Explore the most affordable flight options available from Region of Waterloo Intl to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 22 October 2026.

Best flights from Region of Waterloo Intl to O'Hare Intl
Discover carefully curated flight deals from Region of Waterloo Intl to O'Hare Intl that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 22 October 2026.

Last-minute flights from Region of Waterloo Intl to O'Hare Intl
Discover last-minute flight deals from Region of Waterloo Intl to O'Hare Intl. Data last updated 22 October 2026 and is based on user searches.

One-way flights from Region of Waterloo Intl to O'Hare Intl
Search for one-way flight options from Region of Waterloo Intl to O'Hare Intl. Find affordable one-way fares based on user searches. Data last updated 22 October 2026.