Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Hamilton, Ontario to Chicago from C$ 167

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 25/9. 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

WestJet Logo
6:00 a.m. - 4:43 p.m.YHM-ORD
11h 43m1 stop
WestJet Logo
5:30 p.m. - 12:40 a.m.ORD-YHM
30h 10m1 stop
C$ 327WestJet
Find Deal
Sun, 5 Oct - Sun, 19 Oct
WestJet Logo
6:00 a.m. - 4:43 p.m.YHM-ORD
11h 43m1 stop
WestJet Logo
5:30 p.m. - 12:40 a.m.ORD-YHM
30h 10m1 stop
C$ 336WestJet
Find Deal
Sun, 12 Oct - Fri, 17 Oct
Logo
6:00 a.m. - 4:43 p.m.YHM-ORD
11h 43m1 stop
Logo
5:30 p.m. - 10:18 p.m.ORD-YHM
27h 48m2 stops
C$ 366
Find Deal
Sat, 18 Oct - Sat, 25 Oct
Logo
6:00 a.m. - 4:43 p.m.YHM-ORD
11h 43m1 stop
Logo
5:30 p.m. - 11:55 p.m.ORD-YHM
29h 25m1 stop
C$ 374
Find Deal
Sat, 18 Oct - Sat, 25 Oct
WestJet Logo
6:00 a.m. - 4:43 p.m.YHM-ORD
11h 43m1 stop
WestJet Logo
5:30 p.m. - 5:17 p.m.ORD-YHM
22h 47m1 stop
C$ 397WestJet
Find Deal
Sat, 18 Oct - Sat, 25 Oct
Logo
2:55 p.m. - 4:43 p.m.YHM-ORD
26h 48m2 stops
Logo
2:20 p.m. - 5:17 p.m.ORD-YHM
25h 57m1 stop
C$ 399
Find Deal
Sun, 19 Oct - Sun, 26 Oct
WestJet Logo
6:00 a.m. - 4:43 p.m.YHM-ORD
11h 43m1 stop
WestJet Logo
2:20 p.m. - 5:17 p.m.ORD-YHM
25h 57m1 stop
C$ 405WestJet
Find Deal
Sun, 19 Oct - Sun, 26 Oct
Logo
6:00 a.m. - 4:43 p.m.YHM-ORD
11h 43m1 stop
Logo
5:30 p.m. - 11:48 p.m.ORD-YHM
29h 18m2 stops
C$ 419
Find Deal
Fri, 17 Oct - Fri, 24 Oct
Logo
6:00 a.m. - 8:29 p.m.YHM-ORD
39h 29m2 stops
Logo
5:30 p.m. - 12:40 a.m.ORD-YHM
30h 10m1 stop
C$ 434
Find Deal
Fri, 10 Oct - Sun, 19 Oct
Logo
12:10 p.m. - 4:43 p.m.YHM-ORD
29h 33m1 stop
Logo
5:30 p.m. - 12:40 a.m.ORD-YHM
30h 10m1 stop
C$ 466
Find Deal
Fri, 10 Oct - Sun, 19 Oct

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

Our best WestJet deals on Hamilton, Ontario to Chicago O'Hare Intl Airport flight tickets
WestJet
5 Oct
YHM6:00 a.m.Hamilton
11h 43m
1 stop
ORD4:43 p.m.Chicago O'Hare Intl
19 Oct
ORD5:30 p.m.Chicago O'Hare Intl
30h 10m
1 stop
YHM12:40 a.m.Hamilton
C$ 327
Find similar
WestJet
12 Oct
YHM6:00 a.m.Hamilton
11h 43m
1 stop
ORD4:43 p.m.Chicago O'Hare Intl
17 Oct
ORD5:30 p.m.Chicago O'Hare Intl
30h 10m
1 stop
YHM12:40 a.m.Hamilton
C$ 336
Find similar
WestJet
18 Oct
YHM6:00 a.m.Hamilton
11h 43m
1 stop
ORD4:43 p.m.Chicago O'Hare Intl
25 Oct
ORD5:30 p.m.Chicago O'Hare Intl
22h 47m
1 stop
YHM5:17 p.m.Hamilton
C$ 397
Find similar

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 4 September 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

Sun 5/10

6:00 a.m.-4:43 p.m.

1 stop11h 43m

Chicago O'Hare Intl

Sun 19/10

5:30 p.m.-12:40 a.m.

1 stop30h 10m

C$ 327

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Sun 12/10

6:00 a.m.-4:43 p.m.

1 stop11h 43m

Chicago O'Hare Intl

Fri 17/10

5:30 p.m.-12:40 a.m.

1 stop30h 10m

C$ 336

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Sat 18/10

6:00 a.m.-4:43 p.m.

1 stop11h 43m

Chicago O'Hare Intl

Sat 25/10

5:30 p.m.-10:18 p.m.

2 stops27h 48m

C$ 366

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Sat 18/10

6:00 a.m.-4:43 p.m.

1 stop11h 43m

Chicago O'Hare Intl

Sat 25/10

5:30 p.m.-11:55 p.m.

1 stop29h 25m

C$ 374

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Sat 18/10

6:00 a.m.-4:43 p.m.

1 stop11h 43m

Chicago O'Hare Intl

Sat 25/10

5:30 p.m.-5:17 p.m.

1 stop22h 47m

C$ 397

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Sun 19/10

2:55 p.m.-4:43 p.m.

2 stops26h 48m

Chicago O'Hare Intl

Sun 26/10

2:20 p.m.-5:17 p.m.

1 stop25h 57m

C$ 399

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Sun 19/10

6:00 a.m.-4:43 p.m.

1 stop11h 43m

Chicago O'Hare Intl

Sun 26/10

2:20 p.m.-5:17 p.m.

1 stop25h 57m

C$ 405

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Fri 17/10

6:00 a.m.-4:43 p.m.

1 stop11h 43m

Chicago O'Hare Intl

Fri 24/10

5:30 p.m.-11:48 p.m.

2 stops29h 18m

C$ 419

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Fri 10/10

6:00 a.m.-8:29 p.m.

2 stops39h 29m

Chicago O'Hare Intl

Sun 19/10

5:30 p.m.-12:40 a.m.

1 stop30h 10m

C$ 434

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Fri 10/10

12:10 p.m.-4:43 p.m.

1 stop29h 33m

Chicago O'Hare Intl

Sun 19/10

5:30 p.m.-12:40 a.m.

1 stop30h 10m

C$ 466

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 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$ 298. 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$ 307.

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$ 757. 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$ 1,203.

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$ 624. 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$ 1,388 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 43m 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$ 304Free CancellationRating
7.1
10,000 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
Hoffman Estates
Tinley Park
Munster
Hammond
Naperville
Glenview
Great Lakes
Wheeling
Des Plaines
Harvard
Merrillville
Elk Grove Village
Oak Brook
Elmhurst
Kenosha
Skokie
Rockford
Rosemont

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
Tue 9/9
Tue 16/9
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago