Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Hamilton, Ontario to Chicago from C$ 276

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 2/3. 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

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names, great deals

Big names, great deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Early arrival? Instantly customize your results

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

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
7:55 p.m. - 10:24 p.m.YHM-ORD
27h 29m2 stops
Multiple Airlines Logo
3:21 p.m. - 3:00 p.m.ORD-YHM
22h 39m1 stop
C$ 533Multiple Airlines
Find Deal
Fri, 5 Dec - Fri, 12 Dec
Multiple Airlines Logo
6:10 p.m. - 1:35 p.m.YHM-ORD
20h 25m1 stop
Multiple Airlines Logo
5:05 a.m. - 3:00 p.m.ORD-YHM
8h 55m1 stop
C$ 543Multiple Airlines
Find Deal
Thu, 5 Feb - Thu, 12 Feb
Multiple Airlines Logo
6:10 p.m. - 6:48 p.m.YHM-ORD
25h 38m2 stops
Multiple Airlines Logo
5:05 a.m. - 3:00 p.m.ORD-YHM
8h 55m1 stop
C$ 553Multiple Airlines
Find Deal
Thu, 5 Feb - Thu, 12 Feb
Multiple Airlines Logo
7:00 a.m. - 9:19 p.m.YHM-ORD
15h 19m1 stop
Multiple Airlines Logo
9:22 p.m. - 2:20 p.m.ORD-YHM
15h 58m2 stops
C$ 692Multiple Airlines
Find Deal
Tue, 16 Dec - Sat, 27 Dec
Multiple Airlines Logo
7:00 a.m. - 9:26 p.m.YHM-ORD
15h 26m2 stops
Multiple Airlines Logo
9:22 p.m. - 2:20 p.m.ORD-YHM
15h 58m2 stops
C$ 715Multiple Airlines
Find Deal
Tue, 16 Dec - Sat, 27 Dec
Multiple Airlines Logo
7:00 a.m. - 12:19 a.m.YHM-ORD
18h 19m3 stops
Multiple Airlines Logo
8:52 p.m. - 3:00 p.m.ORD-YHM
17h 08m2 stops
C$ 742Multiple Airlines
Find Deal
Fri, 5 Dec - Fri, 12 Dec
Multiple Airlines Logo
8:15 a.m. - 6:00 a.m.YHM-ORD
22h 45m2 stops
Multiple Airlines Logo
8:52 p.m. - 3:00 p.m.ORD-YHM
17h 08m2 stops
C$ 766Multiple Airlines
Find Deal
Fri, 5 Dec - Fri, 12 Dec
Multiple Airlines Logo
7:00 a.m. - 12:19 a.m.YHM-ORD
18h 19m3 stops
Multiple Airlines Logo
12:09 p.m. - 3:00 p.m.ORD-YHM
25h 51m3 stops
C$ 783Multiple Airlines
Find Deal
Fri, 5 Dec - Fri, 12 Dec
Multiple Airlines Logo
6:10 p.m. - 11:42 p.m.YHM-ORD
30h 32m3 stops
Multiple Airlines Logo
5:05 a.m. - 3:00 p.m.ORD-YHM
8h 55m1 stop
C$ 825Multiple Airlines
Find Deal
Thu, 5 Feb - Thu, 12 Feb
WestJet Logo
6:10 p.m. - 3:02 p.m.YHM-ORD
21h 52m2 stops
WestJet Logo
3:52 p.m. - 5:17 p.m.ORD-YHM
24h 25m2 stops
C$ 2,214WestJet
Find Deal
Wed, 19 Nov - Wed, 26 Nov

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 23 October 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

Fri 5/12

7:55 p.m.-10:24 p.m.

2 stops27h 29m

Chicago O'Hare Intl

Fri 12/12

3:21 p.m.-3:00 p.m.

1 stop22h 39m

C$ 533

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Thu 5/2

6:10 p.m.-1:35 p.m.

1 stop20h 25m

Chicago O'Hare Intl

Thu 12/2

5:05 a.m.-3:00 p.m.

1 stop8h 55m

C$ 543

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Thu 5/2

6:10 p.m.-6:48 p.m.

2 stops25h 38m

Chicago O'Hare Intl

Thu 12/2

5:05 a.m.-3:00 p.m.

1 stop8h 55m

C$ 553

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Tue 16/12

7:00 a.m.-9:19 p.m.

1 stop15h 19m

Chicago O'Hare Intl

Sat 27/12

9:22 p.m.-2:20 p.m.

2 stops15h 58m

C$ 692

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Tue 16/12

7:00 a.m.-9:26 p.m.

2 stops15h 26m

Chicago O'Hare Intl

Sat 27/12

9:22 p.m.-2:20 p.m.

2 stops15h 58m

C$ 715

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Fri 5/12

7:00 a.m.-12:19 a.m.

3 stops18h 19m

Chicago O'Hare Intl

Fri 12/12

8:52 p.m.-3:00 p.m.

2 stops17h 08m

C$ 742

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Fri 5/12

8:15 a.m.-6:00 a.m.

2 stops22h 45m

Chicago O'Hare Intl

Fri 12/12

8:52 p.m.-3:00 p.m.

2 stops17h 08m

C$ 766

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Fri 5/12

7:00 a.m.-12:19 a.m.

3 stops18h 19m

Chicago O'Hare Intl

Fri 12/12

12:09 p.m.-3:00 p.m.

3 stops25h 51m

C$ 783

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Thu 5/2

6:10 p.m.-11:42 p.m.

3 stops30h 32m

Chicago O'Hare Intl

Thu 12/2

5:05 a.m.-3:00 p.m.

1 stop8h 55m

C$ 825

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Wed 19/11

6:10 p.m.-3:02 p.m.

2 stops21h 52m

Chicago O'Hare Intl

Wed 26/11

3:52 p.m.-5:17 p.m.

2 stops24h 25m

C$ 2,214

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 typical price of a round-trip flight between Hamilton, Ontario and Chicago O'Hare Intl Airport?

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

In general, April is the cheapest month to fly from Hamilton, Ontario to Chicago O'Hare Intl Airport. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around C$ 302. The month of June is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Hamilton, Ontario averaging around C$ 311.

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$ 720. 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$ 1,138.

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$ 640. 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 in the afternoon when prices are C$ 1,120 on average. Flights to Chicago O'Hare Intl Airport from Hamilton, Ontario in the afternoon 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

Direct flights

None
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. 11h 52m 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$ 308Free CancellationRating
7.1
10,350 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
Naperville
Glenview
Great Lakes
Wheeling
Des Plaines
Elk Grove Village
Harvard
Merrillville
Oak Brook
Elmhurst
Kenosha
Skokie
Rockford

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.

An easier way to manage your Chicago O'Hare Intl Airport trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Sat 22/11
Sat 29/11
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago