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$170+ 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 3/19. Fares are subject to change and may not be available on all flights or dates of travel.
YHM — ORD
Mar 6 — Mar 131
Fri 3/6
Fri 3/13
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 February 4, 2026.

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 3/47:25 am
YHM
-
ORD
1 stop12h 46m
Multiple Airlines
Wed 3/115:15 am
ORD
-
YHM
1 stop8h 45m
Multiple Airlines
Deal found 2/2$332
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.
Thu 3/57:25 am
YHM
-
ORD
1 stop17h 22m
Multiple Airlines
Thu 3/125:05 am
ORD
-
YHM
1 stop8h 55m
Multiple Airlines
Deal found 2/3$333
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/197:25 am
YHM
-
ORD
1 stop10h 34m
Multiple Airlines
Thu 3/264:38 pm
ORD
-
YHM
2 stops20h 42m
Multiple Airlines
Deal found 2/2$426
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 4/237:25 am
YHM
-
ORD
1 stop13h 23m
Multiple Airlines
Mon 4/275:15 am
ORD
-
YHM
1 stop8h 45m
Multiple Airlines
Deal found 2/1$442
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 2/57:25 am
YHM
-
ORD
1 stop17h 22m
Multiple Airlines
Sun 2/88:43 pm
ORD
-
YHM
1 stop17h 17m
Multiple Airlines
Deal found 2/2$501
This Mytrip deal was found by Cheapflights users on 2/4. 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 4/307:25 am
YHM
-
ORD
1 stop17h 16m
Multiple Airlines
Sun 5/37:20 pm
ORD
-
YHM
2 stops19h 35m
Multiple Airlines
Deal found 2/4$513

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 February 4, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$332
(Mytrip)

One-way from

$170
(Mytrip)

Popular in

January

Cheapest in

July

Average price

$272
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
Search Deals
One-way flight from Hamilton to Illinois
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($31 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 February 2026
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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 February 4, 2026.
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 3/4

7:25 am-7:11 pm

1 stop12h 46m

Chicago O'Hare Intl

Wed 3/11

5:15 am-3:00 pm

1 stop8h 45m

$332

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Thu 3/5

7:25 am-5:46 pm

2 stops11h 21m

Chicago O'Hare Intl

Thu 3/12

5:05 am-3:00 pm

1 stop8h 55m

$353

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Thu 3/19

7:25 am-4:59 pm

1 stop10h 34m

Chicago O'Hare Intl

Thu 3/26

4:38 pm-2:20 pm

2 stops20h 42m

$426

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Thu 4/23

7:25 am-7:48 pm

1 stop13h 23m

Chicago O'Hare Intl

Mon 4/27

5:15 am-3:00 pm

1 stop8h 45m

$442

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Thu 4/30

7:25 am-11:41 pm

1 stop17h 16m

Chicago O'Hare Intl

Sun 5/3

7:20 pm-3:55 pm

2 stops19h 35m

$513

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Sat 5/30

6:10 pm-4:40 pm

1 stop23h 30m

Chicago O'Hare Intl

Mon 6/1

5:30 pm-5:15 pm

1 stop22h 45m

$664

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Sat 3/28

7:25 am-5:15 pm

1 stop10h 50m

Chicago O'Hare Intl

Sun 4/5

5:05 am-3:00 pm

1 stop8h 55m

$677

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Thu 3/19

7:25 am-4:59 pm

1 stop10h 34m

$170

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Tue 3/3

7:00 am-11:47 pm

2 stops17h 47m

$172

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Sat 3/7

7:25 am-9:13 pm

1 stop14h 48m

$192

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/3

Showing 1-10 of 14 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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