$94 Cheap Flights from Hamilton (YHM) to Chicago (ORD)

View $94 flight on Sat, Mar 7, 2026Opens in a new window

Popular airlines from John C. Munro Hamilton Intl. Airport (YHM) to Chicago O'Hare Intl. Airport (ORD)

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Cheap Flights from Hamilton to Chicago (YHM-ORD)

Prices were available within the past 7 days and start at $94 for one-way flights and $137 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Fri, Feb 20 - Wed, Feb 25
YHM
Hamilton
ORD
Chicago
$137 Roundtrip, found 1 day ago
$137
Roundtrip
found 1 day ago
Select Air Canada flight, departing Fri, Feb 20 from Hamilton to Chicago, returning Wed, Feb 25, priced at $137 found 1 day ago
Air Canada
Thu, Nov 13 - Tue, Jan 13
YHM
Hamilton
ORD
Chicago
$189 Roundtrip, found 1 day ago
$189
Roundtrip
found 1 day ago
Select Air Canada flight, departing Thu, Nov 13 from Hamilton to Chicago, returning Tue, Jan 13, priced at $189 found 1 day ago
Air Canada
Fri, May 22 - Sun, May 24
YHM
Hamilton
ORD
Chicago
$193 Roundtrip, found 4 hours ago
$193
Roundtrip
found 4 hours ago
Select Air Canada flight, departing Fri, May 22 from Hamilton to Chicago, returning Sun, May 24, priced at $193 found 4 hours ago
Air Canada
Wed, Feb 11 - Thu, Feb 12
YHM
Hamilton
ORD
Chicago
$213 Roundtrip, found 1 day ago
$213
Roundtrip
found 1 day ago
Select Air Canada flight, departing Wed, Feb 11 from Hamilton to Chicago, returning Thu, Feb 12, priced at $213 found 1 day ago
Air Canada
Sun, Jan 25 - Sun, Feb 8
YHM
Hamilton
ORD
Chicago
$219 Roundtrip, found 2 days ago
$219
Roundtrip
found 2 days ago
Select Air Canada flight, departing Sun, Jan 25 from Hamilton to Chicago, returning Sun, Feb 8, priced at $219 found 2 days ago
Air Canada
Fri, May 22 - Sun, May 24
YHM
Hamilton
ORD
Chicago
$227 Roundtrip, found 5 days ago
$227
Roundtrip
found 5 days ago
Select Air Canada flight, departing Fri, May 22 from Hamilton to Chicago, returning Sun, May 24, priced at $227 found 5 days ago
Air Canada
Fri, May 22 - Sun, May 24
YHM
Hamilton
ORD
Chicago
$231 Roundtrip, found 4 days ago
$231
Roundtrip
found 4 days ago
Select Air Canada flight, departing Fri, May 22 from Hamilton to Chicago, returning Sun, May 24, priced at $231 found 4 days ago
Air Canada
Sun, Dec 28 - Tue, Jan 20
YHM
Hamilton
ORD
Chicago
$233 Roundtrip, just found
$233
Roundtrip
just found
Select Air Canada flight, departing Sun, Dec 28 from Hamilton to Chicago, returning Tue, Jan 20, priced at $233 just found
Air Canada
Sat, Dec 6 - Wed, Dec 10
YHM
Hamilton
ORD
Chicago
$240 Roundtrip, found 1 hour ago
$240
Roundtrip
found 1 hour ago
Select Air Canada flight, departing Sat, Dec 6 from Hamilton to Chicago, returning Wed, Dec 10, priced at $240 found 1 hour ago
WestJet
Thu, Oct 23 - Sat, Oct 25
YHM
Hamilton
ORD
Chicago
$558 Roundtrip, found 5 days ago
$558
Roundtrip
found 5 days ago
Select WestJet flight, departing Thu, Oct 23 from Hamilton to Chicago, returning Sat, Oct 25, priced at $558 found 5 days ago

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city center is 23 minutes. Flights from $351
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from $351
Flights from Hamilton (YHM) to Chicago (ORD)
Origin airport
John C. Munro Hamilton Intl.
Destination airport
O'Hare Intl.
Airlines serving
Air Canada
Roundtrip price
$137
Distance
413 mi

Hamilton to Chicago Flights

The cheapest times to fly from Hamilton to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Hamilton to Chicago are during the month of February. You can find some of the cheapest flights from Hamilton to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Hamilton to Chicago

Sunday is one of the best days to book for cheap flights from Hamilton to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Hamilton to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Hamilton to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $94 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Hamilton to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Hamilton to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from John C. Munro Hamilton Intl. Airport (YHM) to O'Hare Intl. Airport (ORD) cost?
Snag a cheap one-way flight from $94 or cheap return flight from $137 from John C. Munro Hamilton Intl. Airport (YHM) to O'Hare Intl. Airport (ORD) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight offers on this route.
What is the cheapest month to fly from John C. Munro Hamilton Intl. Airport (YHM) to O'Hare Intl. Airport (ORD)?
The cheapest month to fly from YHM to ORD is February, when demand is low. Off-peak season is usually when you'll find lower airfares between these airports.
Which airlines fly direct from John C. Munro Hamilton Intl. Airport (YHM) to O'Hare Intl. Airport (ORD)?
Although Hamilton, ON (YHM-John C. Munro Hamilton Intl.) doesn't offer any direct flights to O'Hare Intl. Airport (ORD), other airports have nonstop options. Traveling from Pearson Intl. Airport (YYZ) will get you to Chicago without any detours.
What is the cheapest airline that flies from John C. Munro Hamilton Intl. Airport (YHM) to O'Hare Intl. Airport (ORD)?
To find the cheapest airline that'll fly you from YHM to ORD, use Expedia's filter tool. Tailor your search based on your travel needs, such as preferred carriers and number of stops. You can then sort your results by "Price (lowest to highest)" to see the most affordable options first.
How many flights per day from John C. Munro Hamilton Intl. Airport (YHM) to O'Hare Intl. Airport (ORD)?
You'll need to catch a flight with a layover when traveling from John C. Munro Hamilton Intl. Airport (YHM) to O'Hare Intl. Airport (ORD). Direct flights don't operate daily on this route. However, simply filter your search to include one or two stops to find an option that works for you.
What day of the week has the most flights from YHM to ORD?
Typically you'll find the widest variety of flight choices on a Friday. Tuesdays tend to be the quietest.* But this can vary based on the season, carrier and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from John C. Munro Hamilton Intl. Airport (YHM) to O'Hare Intl. Airport (ORD)?
To arrive at O'Hare Intl. Airport (ORD) on schedule, choose a flight that leaves from John C. Munro Hamilton Intl. Airport (YHM) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this hour.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from John C. Munro Hamilton Intl. Airport (YHM) to O'Hare Intl. Airport (ORD) last-minute?
Waiting until just before your trip to book your flight from YHM to ORD often results in higher prices. While it's possible to find some last-minute offers, they aren't always guaranteed. Be flexible with your travel plans to maximize your chances of getting a bargain.
Is it cheaper to book a YHM to ORD flight and hotel package?
You'll generally save money by securing a YHM to ORD flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it's simple to manage everything in one convenient place. After choosing your ideal accommodations and flights, consider adding extras such as activities, car rentals and tours.
Can I cancel or change the date of my flight from John C. Munro Hamilton Intl. Airport (YHM) to O'Hare Intl. Airport (ORD)?
If you booked your YHM to ORD flight within the last 24 hours, you may be able to cancel or modify it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal for further details.

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*Available to One Key members.