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Cheap flights from Hamilton, ON to Chicago O'Hare Intl Airport from C$ 182

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 18/10. Fares are subject to change and may not be available on all flights or dates of travel.
YHM — ORD
11 Oct — 18 Oct1
1 adult
1 adult, Economy

Cheap flight deals from Hamilton to O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from Hamilton (YHM) to O'Hare Intl (ORD). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 11 September 2025.

Round-trip from

C$ 402

One-way from

C$ 182

Popular in

August

Cheapest in

April

Average price

C$ 532
WestJet
  • WestJet
  • 23/10-26/10
  • 2 total stops
  • 37h 40m total
  • Hamilton to Chicago
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WestJet
  • WestJet
  • 18/10
  • 1 total stop
  • 11h 43m total
  • Hamilton to Chicago
Search Deals
Highest demand for flights based on searches. 24% potential increase in price (C$ 201 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease (C$ 30 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Hamilton to O'Hare Intl

Cheapest flights from Hamilton to O'Hare Intl
Explore the most affordable flight options available from Hamilton to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 11 September 2025.

Fri 24/106:00 a.m.YHM - ORD
1 stop11h 43mMultiple Airlines
Fri 31/102:20 p.m.ORD - YHM
1 stop32h 35mMultiple Airlines
Deal found 9/9C$ 376
Thu 23/106:00 a.m.YHM - ORD
1 stop11h 43mWestJet
Sun 26/102:20 p.m.ORD - YHM
1 stop25h 57mWestJet
Deal found 9/9C$ 402
Thu 23/106:00 a.m.YHM - ORD
1 stop11h 43mWestJet
Sat 25/105:30 p.m.ORD - YHM
1 stop22h 47mWestJet
Deal found 10/9C$ 466
Fri 17/106:00 a.m.YHM - ORD
1 stop11h 43mWestJet
Sun 26/102:20 p.m.ORD - YHM
1 stop25h 57mWestJet
Deal found 11/9C$ 486
Fri 3/106:00 a.m.YHM - ORD
1 stop11h 43mWestJet
Mon 6/105:30 p.m.ORD - YHM
1 stop30h 10mWestJet
Deal found 11/9C$ 491
Fri 3/102:55 p.m.YHM - ORD
1 stop22h 44mMultiple Airlines
Mon 6/105:30 p.m.ORD - YHM
2 stops22h 14mMultiple Airlines
Deal found 11/9C$ 499
Mon 22/912:10 p.m.YHM - ORD
2 stops25h 59mMultiple Airlines
Mon 29/95:30 p.m.ORD - YHM
1 stop30h 10mMultiple Airlines
Deal found 8/9C$ 583

Cheapflights Fare Finder

 
Customize your flight search to find flights from Hamilton to O'Hare Intl 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, Cheapflights users made 629,999 searches. Data last updated 11 September 2025.
Use the filters below to find and compare flights from Hamilton to Chicago O'Hare Intl Airport that are best for you.

Fly from

Hamilton

Fly to

O'Hare Intl

Route

Depart

Return

Price

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Fri 24/10

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

1 stop11h 43m

Chicago O'Hare Intl

Fri 31/10

2:20 p.m.-11:55 p.m.

1 stop32h 35m

C$ 376

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Thu 23/10

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$ 402

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Thu 23/10

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$ 466

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Fri 17/10

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$ 486

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Fri 3/10

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

1 stop11h 43m

Chicago O'Hare Intl

Mon 6/10

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

1 stop30h 10m

C$ 491

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Fri 3/10

2:55 p.m.-12:39 p.m.

1 stop22h 44m

Chicago O'Hare Intl

Mon 6/10

5:30 p.m.-4:44 p.m.

2 stops22h 14m

C$ 499

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Mon 22/9

12:10 p.m.-1:09 p.m.

2 stops25h 59m

Chicago O'Hare Intl

Mon 29/9

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

1 stop30h 10m

C$ 583

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Sat 18/10

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

1 stop11h 43m

C$ 186

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Sun 12/10

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

1 stop11h 43m

C$ 202

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Sun 9/11

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

1 stop20h 25m

C$ 224

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/9

Showing 1-10 of 15 results
1
2

Best time to book a flight from Hamilton to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Hamilton with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Hamilton to Chicago O'Hare Intl Airport

What is the cheapest month to book a flight from Hamilton, Ontario to Chicago O'Hare Intl Airport?

Currently, January is the cheapest month in which you can book a flight from Hamilton, Ontario to Chicago O'Hare Intl Airport (average of C$ 261). Flying from Hamilton, Ontario to Chicago O'Hare Intl Airport in March is currently the most expensive (average of C$ 349). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing O'Hare Intl

Get insights into the airlines that provide service to O'Hare Intl. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to O'Hare Intl. Reviews last updated 11 September 2025.
See what other customers who have flown with Air Canada from Hamilton to Chicago O'Hare Intl Airport have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Air Canada
7.1
Good
10,000 reviews
Check prices

Entertainment

6.8

Food

6.3

Overall

7.1

Comfort

7.1

Boarding

7.3

Crew

7.8

Reviews

1 / 20
10.0
Excellent

janet,Sep 2025

YOW - YYZ

Really appreciated the leg room despite purchasing an economy ticket. Appreciated the extra complimentary wine. Nice touch. Was given immediate support without asking at check in, at the machine!! Ottawa's boarding was very organized with distinct rows in waiting room. Allowed for the main hall to not be blocked by people waiting to board.
Air Canada
7.1
Good
10,000 reviews
Air Canada
7.1
Good
10,000 reviews
Check prices

Entertainment

6.8

Food

6.3

Overall

7.1

Comfort

7.1

Boarding

7.3

Crew

7.8

Reviews

1 / 20
10.0
Excellent

janet,Sep 2025

YOW - YYZ

Really appreciated the leg room despite purchasing an economy ticket. Appreciated the extra complimentary wine. Nice touch. Was given immediate support without asking at check in, at the machine!! Ottawa's boarding was very organized with distinct rows in waiting room. Allowed for the main hall to not be blocked by people waiting to board.

Related info for your journey

Find useful and relevant information for your journey from Hamilton to O'Hare Intl. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Hamilton to Chicago O'Hare Intl?

    Hamilton (YHM), located 10.9 km from the city centre, is the airport you fly out of when you book flights from Hamilton to Chicago O'Hare Intl. 1 airline have flights from Hamilton to Chicago O'Hare Intl on a regular basis. Booking flights from Hamilton to Chicago O'Hare Intl should not be difficult; the airport handles an average of 0 outbound flights to Chicago O'Hare Intl per day.

  • How long is the flight from Hamilton, Ontario to Chicago O'Hare Intl Airport?

    For as low as C$ 402, WestJet can have you in Chicago O'Hare Intl Airport from Hamilton, Ontario in 11h 43m. Hamilton, Ontario and Chicago O'Hare Intl Airport are separated by a distance of 666 km.

  • What is the cheapest airline to fly from Hamilton, Ontario to Chicago O'Hare Intl Airport round-trip?

    Flying on Air Canada is currently your cheapest option to Chicago O'Hare Intl Airport, with prices starting at C$ 305. You may be able to fly from Hamilton, Ontario to Chicago O'Hare Intl Airport for 30% less than the average price by searching for this airline.

  • Can I find deals for flights from Hamilton to O'Hare Intl that include hotel bookings?

    Yes. In addition to deals on Hamilton to O'Hare Intl flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Hamilton to O'Hare Intl?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Hamilton to O'Hare Intl.

  • Can I find deals for business class flights from Hamilton to O'Hare Intl?

    Yes. Cheapflights offers flight deals from Hamilton to O'Hare Intl by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Hamilton, Ontario to Chicago O'Hare Intl Airport?

    Currently, January is the cheapest month in which you can book a flight from Hamilton, Ontario to Chicago O'Hare Intl Airport (average of C$ 261). Flying from Hamilton, Ontario to Chicago O'Hare Intl Airport in March is currently the most expensive (average of C$ 349). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Travelling to a place near Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Evanston
Des Plaines
Elk Grove Village
Skokie
Downers Grove
Naperville
Bolingbrook
Romeoville

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Top airline flying from Hamilton to O'Hare Intl

Discover the top airline that operate flights from Hamilton to O'Hare Intl. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 11 September 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 305AverageC$ 376FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

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How does Cheapflights help users find flights from Hamilton to O'Hare Intl?

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By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to O'Hare Intl from Hamilton.

Can Cheapflights find flights from Hamilton to O'Hare Intl with no change fees?

Users can book flights with no change fees policies with our dedicated filters. Book flights from Hamilton to O'Hare Intl flexibly with Cheapflights today.

Can Cheapflights notify me if prices for flights from Hamilton to O'Hare Intl become cheaper?

Yes, Cheapflights offers price alerts on Hamilton to O'Hare Intl flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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