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Cheap flights from Hamilton, Ontario to Chicago from C$ 208

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Hamilton, Ontario to Chicago departing on 14/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult

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Find the cheapest flights from Hamilton, Ontario to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
7:25 a.m. - 7:38 p.m.
YHM
-
ORD
13h 13m1 stop
Multiple Airlines Logo
5:15 a.m. - 3:00 p.m.
ORD
-
YHM
8h 45m1 stop
C$ 400Multiple Airlines
Thu, 8 Jan - Thu, 15 Jan
Multiple Airlines Logo
7:00 a.m. - 12:14 a.m.
YHM
-
ORD
18h 14m3 stops
Multiple Airlines Logo
5:15 a.m. - 3:00 p.m.
ORD
-
YHM
8h 45m1 stop
C$ 412Multiple Airlines
Wed, 7 Jan - Wed, 14 Jan
Multiple Airlines Logo
7:25 a.m. - 12:14 a.m.
YHM
-
ORD
17h 49m1 stop
Multiple Airlines Logo
5:15 a.m. - 3:00 p.m.
ORD
-
YHM
8h 45m1 stop
C$ 414Multiple Airlines
Wed, 7 Jan - Wed, 14 Jan
Multiple Airlines Logo
7:25 a.m. - 5:52 p.m.
YHM
-
ORD
11h 27m2 stops
Multiple Airlines Logo
5:15 a.m. - 3:00 p.m.
ORD
-
YHM
8h 45m1 stop
C$ 439Multiple Airlines
Thu, 8 Jan - Thu, 15 Jan
Multiple Airlines Logo
7:25 a.m. - 7:44 p.m.
YHM
-
ORD
13h 19m1 stop
Multiple Airlines Logo
5:15 a.m. - 3:00 p.m.
ORD
-
YHM
8h 45m1 stop
C$ 455Multiple Airlines
Sat, 24 Jan - Sat, 31 Jan
Multiple Airlines Logo
7:25 a.m. - 7:38 p.m.
YHM
-
ORD
13h 13m1 stop
Multiple Airlines Logo
7:20 a.m. - 8:55 p.m.
ORD
-
YHM
12h 35m1 stop
C$ 564Multiple Airlines
Thu, 15 Jan - Sat, 17 Jan
Multiple Airlines Logo
7:25 a.m. - 5:52 p.m.
YHM
-
ORD
11h 27m2 stops
Multiple Airlines Logo
5:15 a.m. - 3:00 p.m.
ORD
-
YHM
8h 45m1 stop
C$ 608Multiple Airlines
Thu, 5 Feb - Sun, 8 Feb
Multiple Airlines Logo
7:25 a.m. - 9:03 p.m.
YHM
-
ORD
14h 38m1 stop
Multiple Airlines Logo
5:15 a.m. - 3:00 p.m.
ORD
-
YHM
8h 45m1 stop
C$ 633Multiple Airlines
Sun, 25 Jan - Sun, 1 Feb
Multiple Airlines Logo
7:25 a.m. - 11:46 p.m.
YHM
-
ORD
17h 21m1 stop
Multiple Airlines Logo
10:48 a.m. - 10:18 p.m.
ORD
-
YHM
34h 30m3 stops
C$ 636Multiple Airlines
Sat, 24 Jan - Sat, 31 Jan
Multiple Airlines Logo
7:25 a.m. - 9:03 p.m.
YHM
-
ORD
14h 38m1 stop
Multiple Airlines Logo
5:15 a.m. - 3:00 p.m.
ORD
-
YHM
8h 45m1 stop
C$ 672Multiple Airlines
Sun, 25 Jan - Sun, 1 Feb

momondo Fare Finder

 
Customize your flight search to find flights from Hamilton, Ontario to Chicago O'Hare Intl Airport 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, momondo users made 96,600 searches. Data last updated 11 December 2025.
Use the filters below to find and compare flights from Hamilton, Ontario to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Thu 8/1

7:25 a.m.-7:38 p.m.

1 stop13h 13m

Chicago O'Hare Intl

Thu 15/1

5:15 a.m.-3:00 p.m.

1 stop8h 45m

C$ 400

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Wed 7/1

7:00 a.m.-12:14 a.m.

3 stops18h 14m

Chicago O'Hare Intl

Wed 14/1

5:15 a.m.-3:00 p.m.

1 stop8h 45m

C$ 412

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Wed 7/1

7:25 a.m.-12:14 a.m.

1 stop17h 49m

Chicago O'Hare Intl

Wed 14/1

5:15 a.m.-3:00 p.m.

1 stop8h 45m

C$ 414

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Thu 8/1

7:25 a.m.-5:52 p.m.

2 stops11h 27m

Chicago O'Hare Intl

Thu 15/1

5:15 a.m.-3:00 p.m.

1 stop8h 45m

C$ 439

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Sat 24/1

7:25 a.m.-7:44 p.m.

1 stop13h 19m

Chicago O'Hare Intl

Sat 31/1

5:15 a.m.-3:00 p.m.

1 stop8h 45m

C$ 455

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Thu 15/1

7:25 a.m.-7:38 p.m.

1 stop13h 13m

Chicago O'Hare Intl

Sat 17/1

7:20 a.m.-8:55 p.m.

1 stop12h 35m

C$ 564

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Thu 5/2

7:25 a.m.-5:52 p.m.

2 stops11h 27m

Chicago O'Hare Intl

Sun 8/2

5:15 a.m.-3:00 p.m.

1 stop8h 45m

C$ 608

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Sun 25/1

7:25 a.m.-9:03 p.m.

1 stop14h 38m

Chicago O'Hare Intl

Sun 1/2

5:15 a.m.-3:00 p.m.

1 stop8h 45m

C$ 633

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Sat 24/1

7:25 a.m.-11:46 p.m.

1 stop17h 21m

Chicago O'Hare Intl

Sat 31/1

10:48 a.m.-10:18 p.m.

3 stops34h 30m

C$ 636

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Sun 25/1

7:25 a.m.-9:03 p.m.

1 stop14h 38m

Chicago O'Hare Intl

Sun 1/2

5:15 a.m.-3:00 p.m.

1 stop8h 45m

C$ 672

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Hamilton, Ontario to Chicago O'Hare Intl Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Friday when prices can be found for as low as C$ 674. This is often the case because there is less demand to fly during this day of the week. When flying out on a Tuesday, the most expensive travel day of the week, you can expect to see flight prices from Hamilton, Ontario to Chicago O'Hare Intl Airport for around C$ 1,093.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

In the evening is the cheapest time of day to fly from Hamilton, Ontario to Chicago O'Hare Intl Airport when you can find flight prices for as low as C$ 626. Flying to Chicago O'Hare Intl Airport in the evening is an ideal time because this is during off-peak travel hours. If you have a flexible travel schedule, then try to avoid flying at noon when prices are C$ 1,096 on average. Flights to Chicago O'Hare Intl Airport from Hamilton, Ontario at noon are generally more expensive because this time of day is more convenient for travellers’ schedules.

When to book flights from Hamilton, Ontario to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Hamilton, Ontario to Chicago O'Hare Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Hamilton, Ontario to Chicago O'Hare Intl Airport (YHM to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Hamilton, Ontario to Chicago O'Hare Intl Airport

Fastest flight time

8h 21m

Direct flights

None
The fastest flight from Hamilton, Ontario to Chicago O'Hare Intl Airport takes 8h 21m
There are no direct flights from Hamilton, Ontario to Chicago O'Hare Intl Airport. There are no popular flight routes from Hamilton, Ontario to Chicago O'Hare Intl Airport.
Search flight deals

  • How far is Hamilton to Chicago O'Hare Intl by plane?

    There are 673.3 km between Hamilton and Chicago O'Hare Intl. 8h 21m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Hamilton Airport to Chicago O'Hare Intl Airport?

    Prices for flights from Hamilton Airport to Chicago O'Hare Intl Airport refresh daily.

  • How many operators does momondo search for flights from Hamilton Airport to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from Hamilton Airport to Chicago O'Hare Intl Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Hamilton Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The travel and health documents you'll need for your trip to Chicago O'Hare Intl Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago O'Hare Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from Hamilton, Ontario to Chicago O'Hare Intl Airport?

Best airlines flying from Hamilton, Ontario to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Hamilton, Ontario to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
Air CanadaPriceFrom C$ 300Free CancellationRating
7.1
10,516 reviews
Search Air Canada flights

Travelling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Schaumburg
Rosemont
Hoffman Estates
Northbrook
Tinley Park
Munster
Hammond
Harvey
Naperville
Glenview
Great Lakes
Wheeling
Elmhurst
Harvard
Merrillville
Elk Grove Village
Oak Brook
Kenosha
Skokie

Why use momondo?

Why should I use momondo to find a flight deal from Hamilton to Chicago?

Finding the right flight to Chicago from Hamilton is quick and easy when you have a range of options in front of you, from reputable agents and recognizable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

Can I find flights from Hamilton to Chicago with flexible booking policies on momondo?

Flights from Hamilton to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Hamilton to Chicago?

momondo helps you find the best flight between Hamilton and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Hamilton to Chicago right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Hamilton to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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