Question 1

What is the cheapest airline to fly from Hamilton, Ontario to Chicago round-trip?

Accepted Answer

Flying on WestJet is currently your cheapest option to Chicago, with prices starting at C$ 1,896.

Question 2

What is the cheapest month to book a flight from Hamilton, Ontario to Chicago?

Accepted Answer

Currently, January is the cheapest month in which you can book a flight from Hamilton, Ontario to Chicago (average of C$ 261). Flying from Hamilton, Ontario to Chicago in March is currently the most expensive (average of C$ 352). 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.

Question 3

What is the cheapest day to fly from Hamilton, Ontario to Chicago?

Accepted Answer

Travelers seeking maximum savings on their Hamilton, Ontario to Chicago flight should consider departing on Sunday mornings when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Question 4

E

Accepted Answer

In terms of precipitation, rainfall in Chicago ranges from 43.0 - 125.0 mm per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago when rainfall is around 43.0 mm.

Question 5

E

Accepted Answer

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).

Question 6

What is the cheapest day to fly round-trip from Hamilton, Ontario to Chicago?

Accepted Answer

Users have found that leaving on a Saturday can be a cost-effective option. It’s possible to save up to 62% on your flight compared to booking on days when demand is much higher.

Question 7

How far in advance should I book a flight from Hamilton, Ontario to Chicago?

Accepted Answer

To save on the cost of your flight from Hamilton, Ontario to Chicago, book at least 53 days before your planned departure. Booking around this time can save you about 124% on the cost of this flight compared to booking a flight leaving this week. We have found prices from C$ 405 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as C$ 674.

Question 8

What is the cheapest month to fly from Hamilton, Ontario to Chicago?

Accepted Answer

June is one of the best times of the year to fly to Chicago from Hamilton, Ontario. Prices for June average C$ 359 per person but you can even find prices for as low as C$ 184. The most expensive prices can be found in the month of December. Opting for a June flight can save you 14% on your journey compared to booking in December

Question 9

What is the cheapest time of day to fly from YHM to CHI?

Accepted Answer

A simple way to save on the total cost of your ticket is to fly from Hamilton, Ontario to Chicago at noon. If you’re flexible enough to do this you can expect to save up to 29% on your trip compared to booking a flight in the afternoon.

Question 10

What airport do you fly from for flights from Hamilton to Chicago?

Accepted Answer

For a flight from Hamilton to Chicago, you will be flying from Hamilton. Hamilton (YHM) is just 10.9 km from the centre of the city. Hamilton is the only Hamilton airport and it handles 0 outbound flights to Chicago per day. 1 airline has flights to Chicago from Hamilton on a regular basis.

Question 11

Can I find deals for flights from Hamilton to Chicago that include hotel bookings?

Accepted Answer

Yes. In addition to deals on Hamilton to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

Question 12

How can I find direct flights from Hamilton to Chicago?

Accepted Answer

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

Question 13

Can I find deals for business class flights from Hamilton to Chicago?

Accepted Answer

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

Question 14

How does Cheapflights help users find flights from Hamilton to Chicago?

Accepted Answer

When you search for this flight from Hamilton to Chicago, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

Question 15

Why should you use Cheapflights to find cheap flight tickets from Hamilton to Chicago?

Accepted Answer

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Hamilton to Chicago.

Question 16

Can Cheapflights find flights from Hamilton to Chicago with no change fees?

Accepted Answer

Cheapflights does show flights with no change fees to all users. To see these options for flights from Hamilton to Chicago, users can toggle the no change fees filter when performing a flight search.

Question 17

Can Cheapflights notify me if prices for flights from Hamilton to Chicago become cheaper?

Accepted Answer

Of course! You can now track prices for flights from Hamilton to Chicago and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

Round-trip from	C$ 575
One-way from	C$ 235
Popular in	February
Cheapest in	June
Average price	C$ 429

Cheap flights from Hamilton, ON to Chicago from C$ 235

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 30/9. Fares are subject to change and may not be available on all flights or dates of travel.

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Cheapest flights from Hamilton to ChicagoExplore the most affordable flight options available from Hamilton to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 29 July 2025.

Explore the most affordable flight options available from Hamilton to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 29 July 2025.

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Best time to book a flight from Hamilton to Chicago

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

What is the cheapest month to book a flight from Hamilton, Ontario to Chicago?

Reviews of airlines servicing Chicago

Read through reviews of airlines operating flights from Hamilton to Chicago, such as WestJet. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

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What airport do you fly from for flights from Hamilton to Chicago?

What is the cheapest airline to fly from Hamilton, Ontario to Chicago round-trip?

Can I find deals for flights from Hamilton to Chicago that include hotel bookings?

How can I find direct flights from Hamilton to Chicago?

Can I find deals for business class flights from Hamilton to Chicago?

What is the cheapest month to book a flight from Hamilton, Ontario to Chicago?

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How does Cheapflights help users find flights from Hamilton to Chicago?

Why should you use Cheapflights to find cheap flight tickets from Hamilton to Chicago?

Can Cheapflights find flights from Hamilton to Chicago with no change fees?

Can Cheapflights notify me if prices for flights from Hamilton to Chicago become cheaper?

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Cheapest flights from Hamilton to Chicago
Explore the most affordable flight options available from Hamilton to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 29 July 2025.