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$137+ Cheap flights from Hamilton, ON (YHM) to Illinois

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 1/31. Fares are subject to change and may not be available on all flights or dates of travel.
YHM — ORD
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap flight deals from Hamilton to Illinois

Cheapest flights from Hamilton to Illinois
Explore the most affordable flight options available from Hamilton to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This Mytrip deal was found by Cheapflights users on 12/16. 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.
Mon 12/297:25 amYHM - ORD
1 stop12h 14mMultiple Airlines
Wed 12/319:09 pmORD - YHM
2 stops16h 51mMultiple Airlines
Deal found 12/16$551
This Mytrip deal was found by Cheapflights users on 12/17. 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 12/247:00 amYHM - ORD
3 stops18h 30mMultiple Airlines
Wed 12/315:00 amORD - YHM
1 stop9h 00mMultiple Airlines
Deal found 12/17$945
This Mytrip deal was found by Cheapflights users on 12/17. 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.
Sat 12/207:25 amYHM - ORD
1 stop18h 05mMultiple Airlines
Sat 12/277:57 pmORD - YHM
2 stops18h 03mMultiple Airlines
Deal found 12/17$1,003
This Mytrip deal was found by Cheapflights users on 12/17. 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 12/247:00 amYHM - ORD
3 stops18h 30mMultiple Airlines
Sat 12/279:09 pmORD - YHM
2 stops16h 51mMultiple Airlines
Deal found 12/17$1,096
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 12/227:25 amYHM - ORD
1 stop28h 49mMultiple Airlines
Fri 1/212:39 pmORD - YHM
2 stops48h 41mMultiple Airlines
Deal found 12/16$1,124
This Mytrip deal was found by Cheapflights users on 12/16. 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 12/317:25 amYHM - ORD
1 stop12h 14mMultiple Airlines
Sat 1/35:00 amORD - YHM
1 stop9h 00mMultiple Airlines
Deal found 12/16$1,134

Find flight deals from Hamilton to Illinois

Keep the following information in mind while searching for Hamilton to Illinois flight deals. Data was last updated December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$250
(Mytrip)

One-way from

$137
(Kiwi.com)

Popular in

December

Cheapest in

July

Average price

$321
Provider with most accurate pricing for Toronto (YTO)-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Toronto (YTO)-Chicago (CHI) flights.
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From Hamilton to Illinois
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One-way flight from Hamilton to Illinois
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Highest demand for flights based on searches. 10% potential increase in price ($27 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($7 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 Hamilton 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 2,558,603 searches. Data last updated December 18, 2025.
Use the filters below to find and compare flights from Hamilton to Illinois that are best for you.

Fly from

Hamilton

Fly to

Illinois

Route

Depart

Return

Price

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Wed 1/14

7:25 am-11:46 pm

1 stop17h 21m

Chicago O'Hare Intl

Wed 1/21

5:15 am-3:00 pm

1 stop8h 45m

$250

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Mon 1/26

7:25 am-9:03 pm

1 stop14h 38m

Chicago O'Hare Intl

Wed 1/28

5:15 am-3:00 pm

1 stop8h 45m

$268

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Sun 1/25

7:25 am-9:03 pm

1 stop14h 38m

Chicago O'Hare Intl

Wed 1/28

5:15 am-3:00 pm

1 stop8h 45m

$318

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Sat 1/24

7:00 am-11:46 pm

3 stops17h 46m

Chicago O'Hare Intl

Thu 1/29

5:15 am-3:00 pm

1 stop8h 45m

$325

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Mon 2/9

7:25 am-9:03 pm

1 stop14h 38m

Chicago O'Hare Intl

Wed 2/11

5:15 am-3:00 pm

1 stop8h 45m

$351

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Fri 1/30

7:00 am-7:41 pm

1 stop13h 41m

Chicago O'Hare Intl

Fri 2/6

2:20 pm-11:35 pm

2 stops32h 15m

$394

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Tue 3/3

7:00 am-7:47 pm

1 stop13h 47m

Chicago O'Hare Intl

Sun 3/8

8:16 pm-3:00 pm

1 stop17h 44m

$397

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Thu 2/5

7:25 am-7:38 pm

1 stop13h 13m

Chicago O'Hare Intl

Sun 2/8

5:15 am-3:00 pm

1 stop8h 45m

$447

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Sat 1/31

7:25 am-9:03 pm

1 stop14h 38m

$137

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Sun 1/11

7:25 am-11:22 am

1 stop28h 57m

$139

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 15 results
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Best time to book a flight from Hamilton to Illinois

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

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

Currently, April is the cheapest month in which you can book a flight from Hamilton, Ontario to Illinois (average of $82). Flying from Hamilton, Ontario to Illinois in February is currently the most expensive (average of $184). 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 Hamilton to Illinois. 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 from for flights from Hamilton to Illinois?

    For a flight from Hamilton to Illinois, you will be flying from Hamilton. Hamilton (YHM) is just 6.8 mi from the center of the city.

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

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

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

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

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

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

    Currently, April is the cheapest month in which you can book a flight from Hamilton, Ontario to Illinois (average of $82). Flying from Hamilton, Ontario to Illinois in February is currently the most expensive (average of $184). 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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