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$116+ 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 2/4. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YHM
Jan 21 — Jan 281
Wed 1/21
Wed 1/28
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 December 22, 2025.

This Mytrip deal was found by Cheapflights users on 12/20. 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.
Sun 12/215:00 amORD - YHM
1 stop9h 00mMultiple Airlines
Sun 12/287:25 amYHM - ORD
1 stop18h 05mMultiple Airlines
Deal found 12/20$944
This Kiwi.com deal was found by Cheapflights users on 12/18. 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 12/225:00 amORD - YHM
1 stop9h 00mMultiple Airlines
Wed 12/247:25 amYHM - ORD
1 stop28h 49mMultiple Airlines
Deal found 12/18$1,060

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 December 22, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$240
(Kiwi.com)

One-way from

$116
(Mytrip)

Popular in

December

Cheapest in

September

Average price

$319
Provider with most accurate pricing for Chicago (CHI)-Hamilton flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Hamilton flights.
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From Chicago (CHI) to Hamilton
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One-way flight from Chicago (CHI) to Hamilton
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($26 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in December 2025
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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 December 22, 2025.
Use the filters below to find and compare flights from Chicago to Hamilton that are best for you.

Fly from

Chicago

Fly to

Hamilton

Route

Depart

Return

Price

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Mon 2/2

5:15 am-3:00 pm

1 stop8h 45m

Hamilton

Mon 2/9

7:25 am-7:38 pm

1 stop13h 13m

$260

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Wed 2/18

5:15 am-3:00 pm

1 stop8h 45m

Hamilton

Wed 2/25

7:25 am-7:11 pm

1 stop12h 46m

$273

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Wed 2/4

5:15 am-3:00 pm

1 stop8h 45m

Hamilton

Wed 2/11

7:25 am-7:54 am

2 stops25h 29m

$275

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Thu 2/5

5:15 am-3:00 pm

1 stop8h 45m

Hamilton

Sun 2/8

3:10 pm-11:22 am

2 stops21h 12m

$311

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Wed 2/18

5:15 am-3:00 pm

1 stop8h 45m

Hamilton

Sun 2/22

7:25 am-11:47 pm

1 stop17h 22m

$322

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Wed 2/4

5:15 am-3:00 pm

1 stop8h 45m

$116

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Wed 1/21

5:15 am-3:00 pm

1 stop8h 45m

$119

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Thu 1/8

5:15 am-3:00 pm

1 stop8h 45m

$288

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Fri 1/2

6:05 am-12:25 am

1 stop17h 20m

$359

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Wed 12/24

6:05 am-12:13 am

1 stop17h 08m

$381

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/21

Showing 1-10 of 14 results
1
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  • Most accurate provider: When it comes to deals on Chicago-Hamilton, Ontario flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago-Hamilton, Ontario flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Chicago-Hamilton, Ontario flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Hamilton, Ontario flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Hamilton, Ontario flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 $79). Flying from Chicago to Hamilton, Ontario in December is currently the most expensive (average of $217). 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 $79). Flying from Chicago to Hamilton, Ontario in December is currently the most expensive (average of $217). 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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