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$156+ Cheap flights from Illinois to Hamilton, ON (YHM)

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 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — YHM
Mar 5 — Mar 121
Thu 3/5
Thu 3/12
1 adult, Economy
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Cheap flight deals from Illinois to Hamilton

Cheapest flights from Illinois to Hamilton
Explore the most affordable flight options available from Illinois to Hamilton. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 3, 2026.

This oojo deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/75:30 pm
ORD
-
YHM
1 stop22h 45m
WestJet
Sun 5/106:10 pm
YHM
-
ORD
1 stop23h 30m
WestJet
Deal found 2/1$346
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/185:05 am
ORD
-
YHM
1 stop8h 55m
Multiple Airlines
Wed 3/257:25 am
YHM
-
ORD
1 stop10h 50m
Multiple Airlines
Deal found 2/1$361
This oojo deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/15:30 pm
ORD
-
YHM
1 stop22h 45m
WestJet
Sun 5/36:10 pm
YHM
-
ORD
1 stop23h 30m
WestJet
Deal found 2/3$377
This Mytrip deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/55:15 am
ORD
-
YHM
1 stop8h 45m
Multiple Airlines
Sat 3/77:25 am
YHM
-
ORD
1 stop12h 46m
Multiple Airlines
Deal found 2/2$387
This Kiwi.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/14:36 pm
ORD
-
YHM
1 stop21h 24m
Multiple Airlines
Wed 4/156:10 pm
YHM
-
ORD
2 stops29h 29m
Multiple Airlines
Deal found 2/3$432
This Mytrip deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/185:05 am
ORD
-
YHM
1 stop8h 55m
Multiple Airlines
Mon 3/237:25 am
YHM
-
ORD
1 stop10h 50m
Multiple Airlines
Deal found 2/1$437
This Mytrip deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/297:20 pm
ORD
-
YHM
2 stops18h 40m
Multiple Airlines
Sat 5/28:15 am
YHM
-
ORD
1 stop16h 26m
Multiple Airlines
Deal found 2/2$444
This Mytrip deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/95:05 am
ORD
-
YHM
1 stop8h 55m
Multiple Airlines
Mon 4/137:25 am
YHM
-
ORD
1 stop10h 50m
Multiple Airlines
Deal found 2/1$474
This Mytrip deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/115:15 am
ORD
-
YHM
1 stop8h 45m
Multiple Airlines
Thu 2/197:25 am
YHM
-
ORD
1 stop17h 22m
Multiple Airlines
Deal found 2/3$483

Find flight deals from Illinois to Hamilton

Keep the following information in mind while searching for Illinois to Hamilton flight deals. Data was last updated February 3, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$346
(oojo)

One-way from

$156
(Mytrip)

Popular in

January

Cheapest in

September

Average price

$276
Provider with most accurate pricing for Chicago (CHI)-Toronto (YTO) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Toronto (YTO) flights.
Search Deals
From Illinois to Hamilton
Search Deals
One-way flight from Illinois to Hamilton
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($30 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Illinois to Hamilton 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 2,558,603 searches. Data last updated February 3, 2026.
Use the filters below to find and compare flights from Illinois to Hamilton that are best for you.

Fly from

Illinois

Fly to

Hamilton

Route

Depart

Return

Price

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Thu 5/7

5:30 pm-5:15 pm

1 stop22h 45m

Hamilton

Sun 5/10

6:10 pm-4:40 pm

1 stop23h 30m

$346

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Wed 3/18

5:05 am-3:00 pm

1 stop8h 55m

Hamilton

Wed 3/25

7:25 am-5:15 pm

1 stop10h 50m

$361

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Fri 5/1

5:30 pm-5:15 pm

1 stop22h 45m

Hamilton

Sun 5/3

6:10 pm-4:40 pm

1 stop23h 30m

$377

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Thu 3/5

5:15 am-3:00 pm

1 stop8h 45m

Hamilton

Sat 3/7

7:25 am-7:11 pm

1 stop12h 46m

$387

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Wed 4/1

4:36 pm-3:00 pm

1 stop21h 24m

Hamilton

Wed 4/15

6:10 pm-10:39 pm

2 stops29h 29m

$432

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Wed 4/29

7:20 pm-3:00 pm

2 stops18h 40m

Hamilton

Sat 5/2

8:15 am-11:41 pm

1 stop16h 26m

$444

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Thu 4/9

5:05 am-3:00 pm

1 stop8h 55m

Hamilton

Mon 4/13

7:25 am-5:15 pm

1 stop10h 50m

$474

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Wed 6/10

5:30 pm-5:15 pm

1 stop22h 45m

Hamilton

Mon 6/15

6:10 pm-4:40 pm

1 stop23h 30m

$489

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Thu 3/5

5:15 am-3:00 pm

1 stop8h 45m

Hamilton

Thu 3/12

7:25 am-5:15 pm

1 stop10h 50m

$528

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Tue 3/3

8:16 pm-3:00 pm

1 stop17h 44m

$156

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/2

Showing 1-10 of 18 results
1
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Best time to book a flight from Illinois to Hamilton

Have a flexible travel schedule? Discover the best time to fly to Hamilton 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.

Cheapflights Insights

Everything you need to know about your flight from Illinois to Hamilton

What is the cheapest month to book a flight from Illinois to Hamilton, Ontario?

Currently, October is the cheapest month in which you can book a flight from Illinois to Hamilton, Ontario (average of $85). Flying from Illinois to Hamilton, Ontario in January is currently the most expensive (average of $177). 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.

Related info for your journey

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

  • What airport do you fly into for flights to Hamilton from Illinois?

    Most people fly into Hamilton (YHM) if they book a flight to Hamilton from Illinois. Hamilton is conveniently located just 6.8 mi from Hamilton’s city center.

  • How long is the flight from Illinois to Hamilton, Ontario?

    A quick flight from Illinois to Hamilton, Ontario can take about 22h 45m. WestJet provides one of the quickest options available for as low as $346. The distance from Illinois to Hamilton, Ontario is about 414 mi.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Illinois to Hamilton 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 Illinois to Hamilton, Ontario?

    Currently, October is the cheapest month in which you can book a flight from Illinois to Hamilton, Ontario (average of $85). Flying from Illinois to Hamilton, Ontario in January is currently the most expensive (average of $177). 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Illinois to Hamilton

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