CA $197 Cheap Flights from Hamilton (YHM) to Chicago (ORD)

View CA $197 flight on Sat, Jun 6, 2026Opens in a new window

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

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Cheap flights from Hamilton (YHM) to Chicago (ORD)

Prices were available within the past 7 days and start at CA $197 for one-way flights and CA $320 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Wed, May 20 - Tue, May 26
YHM
Hamilton
ORD
Chicago
CA $320 Roundtrip, found 2 days ago
CA $320
Roundtrip
found 2 days ago
Select Air Canada flight, departing Wed, May 20 from Hamilton to Chicago, returning Tue, May 26, priced at CA $320 found 2 days ago
Air Canada
Thu, May 14 - Sat, May 16
YHM
Hamilton
ORD
Chicago
CA $323 Roundtrip, found 3 days ago
CA $323
Roundtrip
found 3 days ago
Select Air Canada flight, departing Thu, May 14 from Hamilton to Chicago, returning Sat, May 16, priced at CA $323 found 3 days ago
Air Canada
Tue, Jun 23 - Sat, Jun 27
YHM
Hamilton
ORD
Chicago
CA $332 Roundtrip, found 3 days ago
CA $332
Roundtrip
found 3 days ago
Select Air Canada flight, departing Tue, Jun 23 from Hamilton to Chicago, returning Sat, Jun 27, priced at CA $332 found 3 days ago
Air Canada
Fri, May 22 - Tue, May 26
YHM
Hamilton
ORD
Chicago
CA $337 Roundtrip, found 1 hour ago
CA $337
Roundtrip
found 1 hour ago
Select Air Canada flight, departing Fri, May 22 from Hamilton to Chicago, returning Tue, May 26, priced at CA $337 found 1 hour ago
Air Canada
Tue, Jun 23 - Mon, Jun 29
YHM
Hamilton
ORD
Chicago
CA $343 Roundtrip, found 18 hours ago
CA $343
Roundtrip
found 18 hours ago
Select Air Canada flight, departing Tue, Jun 23 from Hamilton to Chicago, returning Mon, Jun 29, priced at CA $343 found 18 hours ago
Air Canada
Wed, Jun 24 - Tue, Jun 30
YHM
Hamilton
ORD
Chicago
CA $357 Roundtrip, just found
CA $357
Roundtrip
just found
Select Air Canada flight, departing Wed, Jun 24 from Hamilton to Chicago, returning Tue, Jun 30, priced at CA $357 just found
Air Canada
Wed, Jul 8 - Sat, Jul 11
YHM
Hamilton
ORD
Chicago
CA $367 Roundtrip, found 3 days ago
CA $367
Roundtrip
found 3 days ago
Select Air Canada flight, departing Wed, Jul 8 from Hamilton to Chicago, returning Sat, Jul 11, priced at CA $367 found 3 days ago
Air Canada
Sun, Sep 13 - Sun, Sep 20
YHM
Hamilton
ORD
Chicago
CA $371 Roundtrip, found 2 days ago
CA $371
Roundtrip
found 2 days ago
Select Air Canada flight, departing Sun, Sep 13 from Hamilton to Chicago, returning Sun, Sep 20, priced at CA $371 found 2 days ago
Air Canada
Fri, Jun 12 - Tue, Jun 16
YHM
Hamilton
ORD
Chicago
CA $394 Roundtrip, just found
CA $394
Roundtrip
just found
Select Air Canada flight, departing Fri, Jun 12 from Hamilton to Chicago, returning Tue, Jun 16, priced at CA $394 just found
WestJet
Sun, May 17 - Sun, May 24
YHM
Hamilton
ORD
Chicago
CA $890 Roundtrip, found 2 days ago
CA $890
Roundtrip
found 2 days ago
Select WestJet flight, departing Sun, May 17 from Hamilton to Chicago, returning Sun, May 24, priced at CA $890 found 2 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 centre is 23 minutes. Flights from CA $323
ORD
O'Hare Intl.
Cheapest
Average driving time to city centre23 min
Flights from CA $323

Frequently asked questions

How much does a flight from Hamilton, ON (YHM-John C. Munro Hamilton Intl.) to Chicago, IL (ORD-O'Hare Intl.) cost?
One-way flights typically cost between $1,217 and $4,909 and return flights often range between $1,217 and $4,909. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see the cheapest fares first, and use the Price Tracking tool to receive alerts when Anaa (AAA) to Toronto, ON (YYZ-Pearson Intl.) ticket fares go up or down.
How do I find cheap flights from Hamilton, ON (YHM-John C. Munro Hamilton Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
To find a cheap flight from Hamilton, ON (YHM-John C. Munro Hamilton Intl.) to Chicago, IL (ORD-O'Hare Intl.), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best time to fly from Hamilton, ON (YHM-John C. Munro Hamilton Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The best time to fly is usually mid-week (Tuesday or Wednesday) and during early morning hours as flights tend to be cheaper, less crowded, and generally more on-time. Avoid major holidays and peak vacation seasons for smoother travel. Combining off-peak days and hours often gives the best combination of cost, comfort, and convenience.
How many flights per day from Hamilton, ON (YHM-John C. Munro Hamilton Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
There are approximately 8 connecting flights per day from John C. Munro Hamilton Intl. (YHM) to O'Hare Intl. (ORD). Some common connection points include Pearson Intl. (YYZ), Calgary Intl. (YYC), and Vancouver Intl. (YVR).
What is the earliest flight from Hamilton, ON (YHM-John C. Munro Hamilton Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The earliest flight from Hamilton, ON (YHM-John C. Munro Hamilton Intl.) to Chicago, IL (ORD-O'Hare Intl.) typically departs at approximately 5:00 AM local time, operated by Air Canada. This is a seasonal service active in July. An early departure like this can help you maximize your time at your destination. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
What day of the week has the most flights from Hamilton, ON (YHM-John C. Munro Hamilton Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
If you're flying from Hamilton, ON (YHM-John C. Munro Hamilton Intl.) to Chicago, IL (ORD-O'Hare Intl.), you'll typically find the most flights on a Thursday, with around 5 flights available. This gives you a good selection of options for your travel plans. Air Canada is a major airline on this route.
What are the most popular departure times for flights from Hamilton, ON (YHM-John C. Munro Hamilton Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The most popular departure times for flights from Hamilton, ON (YHM-John C. Munro Hamilton Intl.) to Chicago, IL (ORD-O'Hare Intl.) are between 9am and 12pm. This accounts for around 54% of total traffic. Many major carriers, including Air Canada and United Airlines, offer flights during this window. Many travelers prefer these times as they allow for a productive morning before travel, and an afternoon arrival at your destination.
How long does it take to fly from Hamilton, ON (YHM-John C. Munro Hamilton Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
Flights from YHM to ORD with one stop typically take around 4 hours 30 minutes, covering approximately 414 miles. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Hamilton, ON (YHM-John C. Munro Hamilton Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
Select the "Business class" and "First class" filters when looking for YHM to ORD flights on Expedia. This is the easiest way to compare prices, routes and flight times for your trip.
How do I earn miles on a Hamilton, ON (YHM-John C. Munro Hamilton Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight with Expedia?
It's easy to earn miles on a Hamilton, ON (YHM-John C. Munro Hamilton Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for Chicago from John C. Munro Hamilton Intl. (YHM)?
From John C. Munro Hamilton Intl. (YHM), you can fly directly into O'Hare Intl. (ORD) to reach Chicago. Some flights may connect through major hubs like Pearson Intl. (YYZ) before reaching Chicago. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from Hamilton, ON (YHM-John C. Munro Hamilton Intl.) to Chicago, IL (ORD-O'Hare Intl.) at the last minute?
Typically, booking a last minute flight from Hamilton, ON (YHM-John C. Munro Hamilton Intl.) to Chicago, IL (ORD-O'Hare Intl.) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Hamilton, ON (YHM-John C. Munro Hamilton Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight and hotel package?
Securing a Hamilton, ON (YHM-John C. Munro Hamilton Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Hamilton, ON (YHM-John C. Munro Hamilton Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
If you booked your Hamilton, ON (YHM-John C. Munro Hamilton Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight within the last 24 hours, you may be able to modify or cancel 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 if you'd like more information.

Travel information

Origin airport
John C. Munro Hamilton Intl.
Destination airport
O'Hare Intl.
Airlines serving
Air Canada, WestJet
Roundtrip price
CA $320
Distance
662 km

Book with confidence

Hamilton to Chicago Flights

The easy way to book your flights from Hamilton to Chicago 

With Expedia, it’s simple to find and book flights to Chicago from Hamilton whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 20 airlines that cover this route. There are nonstop flights to O'Hare Intl., too.  

Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Hamilton to Chicago today, tomorrow, or this week.  

 

Save dollars with cheap flights from John C. Munro Hamilton Intl., YHM to O'Hare Intl., ORD 

Sort your search results by price to find great deals on your flight from Hamilton to Chicago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Chicago from Hamilton currently is just CA $320 rising to CA $890.  

Here are more money-saving tips: 

  • Fly in May when flight prices are normally at their lowest 
  • Book about a month to 6 weeks before you travel for the best prices to Chicago  
  • Avoid peak season and weekends when flights can cost more
  • Early morning and late-night flights are sometimes cheaper, so try varying your travel times 
  • One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free! 

 

Reasons to choose Expedia for your flight to Chicago from Hamilton 

Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to Chicago with Expedia today.

Hamilton to Chicago Flights

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