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YHM - ORD

C$ 189 Find Cheap Flights from Hamilton to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Hamilton to Chicago departing on 19/6. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago O'Hare Intl Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Hamilton to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Hamilton to Chicago, as well as popular online travel agencies
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Cheap Flight Deals from Hamilton to Chicago (YHM-ORD)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Hamilton to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Hamilton to Chicago

KAYAK's recommended round-trip deals from the most popular airlines that fly from Hamilton to Chicago.
Discover the best prices for you by selecting your travel dates on KAYAK.
Choose your dates
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6:00 a.m. - 6:42 a.m.YHM-ORD
25h 42m3 stops
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9:02 p.m. - 12:41 a.m.ORD-YHM
26h 39m2 stops
C$ 552
Find Deal
Mon, 12 May - Tue, 13 May
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6:00 a.m. - 5:25 a.m.YHM-ORD
24h 25m3 stops
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11:50 a.m. - 12:41 a.m.ORD-YHM
35h 51m3 stops
C$ 630
Find Deal
Sat, 7 Jun - Sat, 14 Jun
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6:00 a.m. - 5:25 a.m.YHM-ORD
24h 25m2 stops
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11:50 a.m. - 12:41 a.m.ORD-YHM
35h 51m3 stops
C$ 651
Find Deal
Sat, 7 Jun - Sat, 14 Jun
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6:00 a.m. - 5:25 a.m.YHM-ORD
24h 25m2 stops
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9:35 p.m. - 12:41 a.m.ORD-YHM
26h 06m2 stops
C$ 818
Find Deal
Sat, 7 Jun - Sat, 14 Jun
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6:00 a.m. - 5:25 a.m.YHM-ORD
24h 25m3 stops
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11:50 a.m. - 12:41 a.m.ORD-YHM
35h 51m3 stops
C$ 870
Find Deal
Thu, 22 May - Thu, 29 May
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6:00 a.m. - 5:25 a.m.YHM-ORD
24h 25m3 stops
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6:59 p.m. - 12:41 a.m.ORD-YHM
28h 42m2 stops
C$ 876
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Thu, 22 May - Thu, 29 May
WestJet Logo
6:00 a.m. - 4:44 p.m.YHM-ORD
11h 44m1 stop
WestJet Logo
5:30 p.m. - 12:41 a.m.ORD-YHM
30h 11m1 stop
C$ 900WestJet
Find Deal
Fri, 9 May - Tue, 13 May
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6:00 a.m. - 6:42 a.m.YHM-ORD
25h 42m2 stops
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1:40 p.m. - 6:18 p.m.ORD-YHM
27h 38m1 stop
C$ 922
Find Deal
Sat, 7 Jun - Sat, 14 Jun
WestJet Logo
6:00 a.m. - 4:44 p.m.YHM-ORD
11h 44m1 stop
WestJet Logo
5:30 p.m. - 12:41 a.m.ORD-YHM
30h 11m1 stop
C$ 1,051WestJet
Find Deal
Thu, 22 May - Thu, 29 May
WestJet Logo
6:00 a.m. - 4:44 p.m.YHM-ORD
11h 44m1 stop
WestJet Logo
5:30 p.m. - 12:41 a.m.ORD-YHM
30h 11m1 stop
C$ 1,075WestJet
Find Deal
Fri, 9 May - Mon, 12 May

KAYAK's insights & trends for Hamilton to Chicago flights

Get data-powered insights and trends into flights from Hamilton to Chicago to help you find the cheapest flights, the best time to fly and much more.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Hamilton to Chicago O'Hare Intl Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Hamilton to Chicago O'Hare Intl Airport is May, where tickets cost C$ 195 (return) on average. On the other hand, the most expensive months are January and August, where the average cost of round-trip tickets is C$ 629 and C$ 582 respectively.
Find deals

Good to know

Low season

January

High season

August

Cheapest flight

C$ 189
Best time to beat the crowds but there is an average 52% increase in price.
Most popular time to fly (41% more expensive on average)
Flight from Hamilton to Chicago

When to book flights from Hamilton to Chicago

Are your dates flexible? Find out the best times to travel from Hamilton to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Hamilton to Chicago flights

  • What is the cheapest flight from Hamilton to Chicago O'Hare Intl Airport?

    In the last 3 days, the lowest price for a flight from Hamilton to Chicago O'Hare Intl Airport was C$ 137 for a one-way ticket and C$ 399 for a round-trip.

  • Which airports will I be using when flying from Hamilton to Chicago?

    Hamilton airport is called Hamilton and the only airport in Chicago is Chicago O'Hare Intl.

  • Which aircraft models fly most regularly from Hamilton to Chicago?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Hamilton to Chicago?

    Star Alliance is the only airline alliance operating flights between Hamilton and Chicago.

  • How does KAYAK find such low prices on flights from Hamilton to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Hamilton to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Hamilton to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Hamilton is likely to change within 7 days, so travellers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Hamilton to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Hamilton with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Hamilton to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Hamilton up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top airline flying from Hamilton to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Hamilton to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Hamilton to Chicago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.0
Air CanadaOverall score based on 9189 reviews
6.8Entertainment
7.0Comfort
7.8Crew
7.3Boarding
6.3Food
Airline reviews

My flight was overbooked and they would not let me board. I had to book another flight and pay the full amount of that flight. I did not get any help at all from Air Canada or United Airlines.

2.0 MediocreAnonymous, Apr 2025CHS - ORD
Read more Air Canada reviews

My flight was overbooked and they would not let me board. I had to book another flight and pay the full amount of that flight. I did not get any help at all from Air Canada or United Airlines.

Overall good experience. The flight from Toronto to Denver does not have entertainment - movies to watch.

Everything was made rather simple, so I appreciate that. All the people I dealt with from entering the airport in Jacksonville to my lonnnnnnng walk to my next gate in Chicago were excellent and very helpful.

Terrible. 3 missed flights and 24 hours delayed with lost bag and promised $100 compensation from United and absolutely nothing from them…

Ensure prepaid food arrangements are appropriately understood by flight crew of who purchased and who did not

All was fine. Weather was a bit stormy, but nothing kayak can do about that! 😊

I paid for a comfort class seat and was seated in economy.

My plane was cancelled and had to be rebook for the evening was not happy.

The flight was cancelled and we had to rebook on Porter to make our cruise the next day. Air Canada has not compensated. We won’t be flying with them again. This is the second time this has happened. Also the return flight was delayed 2 hours who knows why.

Separated me and my wife and wife’s sister in far apart different seats even though I booked them all together. Just scams after scams to make us pay more. Worst airline

Everything you need to know for your flight from Hamilton to Chicago

Information on your arrival and departure airports

O'Hare Intl (ORD)
Hamilton (YHM)

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