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$132+ Cheap flights from Chicago (CHI) 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 4/22. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YHM
Apr 13 — Apr 201
Mon 4/13
Mon 4/20
1 adult, Economy
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Cheap flight deals from Chicago to Hamilton

Cheapest flights from Chicago to Hamilton
Explore the most affordable flight options available from Chicago to Hamilton. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 14, 2026.

This Kiwi.com deal was found by Cheapflights users on 3/13. 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.
Mon 4/275:30 pm
ORD
-
YHM
1 stop22h 45m
Multiple Airlines
Mon 5/48:15 am
YHM
-
ORD
1 stop26h 16m
Multiple Airlines
Deal found 3/13$391
This Kiwi.com deal was found by Cheapflights users on 3/12. 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.
Thu 4/305:05 am
ORD
-
YHM
1 stop8h 55m
Multiple Airlines
Mon 5/48:15 am
YHM
-
ORD
2 stops24h 40m
Multiple Airlines
Deal found 3/12$406
This Mytrip deal was found by Cheapflights users on 3/10. 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 4/2211:28 am
ORD
-
YHM
2 stops26h 32m
Multiple Airlines
Mon 4/277:25 am
YHM
-
ORD
1 stop17h 59m
Multiple Airlines
Deal found 3/10$430
This Mytrip deal was found by Cheapflights users on 3/12. 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
Thu 4/167:25 am
YHM
-
ORD
1 stop17h 59m
Multiple Airlines
Deal found 3/12$474
This Kiwi.com deal was found by Cheapflights users on 3/11. 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.
Sat 4/255:05 am
ORD
-
YHM
1 stop8h 55m
Multiple Airlines
Sat 5/25:45 pm
YHM
-
ORD
2 stops23h 55m
Multiple Airlines
Deal found 3/11$526
This Mytrip deal was found by Cheapflights users on 3/10. 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 3/115:15 am
ORD
-
YHM
1 stop8h 45m
Multiple Airlines
Tue 3/177:00 am
YHM
-
ORD
1 stop14h 03m
Multiple Airlines
Deal found 3/10$536
This Mytrip deal was found by Cheapflights users on 3/10. 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 3/115:15 am
ORD
-
YHM
1 stop8h 45m
Multiple Airlines
Wed 3/187:25 am
YHM
-
ORD
1 stop16h 52m
Multiple Airlines
Deal found 3/10$546
This Kiwi.com deal was found by Cheapflights users on 3/12. 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.
Sun 4/265:30 pm
ORD
-
YHM
1 stop22h 45m
Multiple Airlines
Sun 5/37:55 pm
YHM
-
ORD
2 stops15h 51m
Multiple Airlines
Deal found 3/12$547

Find flight deals from Chicago to Hamilton

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Hamilton (YHM). 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 March 14, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$391
(Kiwi.com)

One-way from

$132
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$252
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 Chicago (CHI) to Hamilton
Search Deals
One-way flight from Chicago (CHI) to Hamilton
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($19 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 March 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago 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 March 14, 2026.
Use the filters below to find and compare flights from Chicago to Hamilton that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Mon 4/27

5:30 pm-5:15 pm

1 stop22h 45m

Hamilton

Mon 5/4

8:15 am-9:31 am

1 stop26h 16m

$391

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Wed 4/22

11:28 am-3:00 pm

2 stops26h 32m

Hamilton

Mon 4/27

7:25 am-12:24 am

1 stop17h 59m

$430

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Sat 4/25

5:05 am-3:00 pm

1 stop8h 55m

Hamilton

Sat 5/2

5:45 pm-4:40 pm

2 stops23h 55m

$526

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Wed 3/18

6:05 am-12:22 am

1 stop17h 17m

Hamilton

Sun 3/22

7:00 am-4:56 pm

1 stop10h 56m

$559

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Thu 5/7

5:30 pm-10:34 pm

2 stops28h 04m

Hamilton

Sat 5/16

5:45 pm-4:40 pm

2 stops23h 55m

$561

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Thu 4/30

5:30 pm-10:34 pm

2 stops28h 04m

Hamilton

Mon 5/4

8:15 am-9:55 am

3 stops26h 40m

$588

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Fri 5/22

7:07 pm-3:55 pm

2 stops19h 48m

Hamilton

Mon 5/25

5:45 pm-4:40 pm

2 stops23h 55m

$649

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Sat 4/11

5:05 am-3:00 pm

1 stop8h 55m

Hamilton

Sat 4/18

7:25 am-6:20 pm

2 stops11h 55m

$657
Quickest round-trip

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Mon 3/16

5:05 am-3:00 pm

1 stop8h 55m

Hamilton

Wed 3/18

7:25 am-5:15 pm

1 stop10h 50m

$661

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Fri 5/29

7:07 pm-3:55 pm

2 stops19h 48m

Hamilton

Sun 5/31

5:45 pm-4:40 pm

2 stops23h 55m

$677

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/9

Showing 1-10 of 21 resultsSorted by cheapest first
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Best time to book a flight from Chicago to Hamilton

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

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

Currently, March is the cheapest month in which you can book a flight from Chicago to Hamilton, Ontario (average of $78). Flying from Chicago to Hamilton, Ontario in February is currently the most expensive (average of $189). 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 Chicago 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 Chicago?

    Hamilton (YHM), located 6.8 mi from the city center, is the airport you fly into when you book flights from Chicago to Hamilton. 0 airlines have flights to Hamilton from Chicago on a regular basis. Booking flights from Chicago to Hamilton should not be difficult; the airport handles an average of 0 inbound flights from Chicago per day.

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

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

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

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

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

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

    Currently, March is the cheapest month in which you can book a flight from Chicago to Hamilton, Ontario (average of $78). Flying from Chicago to Hamilton, Ontario in February is currently the most expensive (average of $189). 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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