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$165+ 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 12/12. Fares are subject to change and may not be available on all flights or dates of travel.
YHM — ORD
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Cheap flight deals from Hamilton to Illinois

Keep the following information in mind while searching for Hamilton to Illinois flight deals. Data was last updated October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$324
(Mytrip)

One-way from

$165
(Mytrip)

Popular in

October

Cheapest in

July

Average price

$296
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. 5% potential increase in price ($15 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find 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 October 30, 2025.

This Mytrip deal was found by Cheapflights users on 10/30. 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.
Fri 12/127:00 amYHM - ORD
1 stop8h 21mMultiple Airlines
Mon 1/122:20 pmORD - YHM
1 stop10h 00mMultiple Airlines
Deal found 10/30$324
This Mytrip deal was found by Cheapflights users on 10/29. 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.
Fri 12/127:00 amYHM - ORD
1 stop8h 21mMultiple Airlines
Sun 12/149:14 pmORD - YHM
2 stops16h 46mMultiple Airlines
Deal found 10/29$359
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 12/147:00 amYHM - ORD
2 stops34h 54mMultiple Airlines
Sun 12/215:00 amORD - YHM
1 stop9h 00mMultiple Airlines
Deal found 10/30$394
This Mytrip deal was found by Cheapflights users on 10/29. 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 12/137:25 amYHM - ORD
1 stop17h 44mMultiple Airlines
Sat 12/207:57 pmORD - YHM
2 stops18h 03mMultiple Airlines
Deal found 10/29$419
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 11/172:35 pmYHM - ORD
2 stops21h 39mMultiple Airlines
Mon 11/242:20 pmORD - YHM
1 stop32h 27mMultiple Airlines
Deal found 10/30$583
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 11/172:35 pmYHM - ORD
2 stops21h 39mMultiple Airlines
Fri 11/212:20 pmORD - YHM
1 stop32h 27mMultiple Airlines
Deal found 10/30$588

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 October 30, 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

Fri 12/12

7:00 am-2:21 pm

1 stop8h 21m

Chicago O'Hare Intl

Mon 1/12

2:20 pm-1:20 am

1 stop10h 00m

$324

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Sun 12/14

7:00 am-4:54 pm

2 stops34h 54m

Chicago O'Hare Intl

Sun 12/21

5:00 am-3:00 pm

1 stop9h 00m

$394

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Sat 12/13

8:15 am-11:42 am

2 stops28h 27m

Chicago O'Hare Intl

Sat 12/20

3:26 pm-3:00 pm

1 stop22h 34m

$495

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Fri 1/16

7:00 am-11:42 pm

3 stops17h 42m

Chicago O'Hare Intl

Mon 1/19

5:05 am-3:00 pm

1 stop8h 55m

$577

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Mon 11/17

2:35 pm-11:14 am

2 stops21h 39m

Chicago O'Hare Intl

Mon 11/24

2:20 pm-11:47 pm

1 stop32h 27m

$583

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Mon 11/17

2:35 pm-11:14 am

2 stops21h 39m

Chicago O'Hare Intl

Fri 11/21

2:20 pm-11:47 pm

1 stop32h 27m

$588

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Wed 12/24

7:25 am-6:39 pm

1 stop12h 14m

Chicago O'Hare Intl

Sun 12/28

5:00 am-3:00 pm

1 stop9h 00m

$642

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Tue 2/24

7:00 am-5:04 pm

1 stop11h 04m

$174

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Sun 2/1

6:10 pm-1:35 pm

1 stop20h 25m

$177

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Fri 12/12

7:00 am-12:09 am

2 stops18h 09m

$186

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Showing 1-10 of 16 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, June is the cheapest month in which you can book a flight from Hamilton, Ontario to Illinois (average of $83). Flying from Hamilton, Ontario to Illinois in February is currently the most expensive (average of $190). 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.

What is the cheapest time of day to fly from YHM to IL?

Find hourly flight availability from Hamilton to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 30, 2025.

A simple way to save on the total cost of your ticket is to fly from Hamilton, Ontario to Illinois at noon. If you’re flexible enough to do this you can expect to save up to 56% on your trip compared to booking a flight in the evening.

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, June is the cheapest month in which you can book a flight from Hamilton, Ontario to Illinois (average of $83). Flying from Hamilton, Ontario to Illinois in February is currently the most expensive (average of $190). 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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