Cheap Flights from Hamilton to Chicago

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Find the cheapest month or even day of the year to fly to Chicago

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Find the cheapest month to fly from Hamilton to Chicago

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Hamilton to Chicago flights are currently cheapest in May.

Alternative Hamilton to Chicago routes

Looking for the cheapest, fastest or easiest route from Hamilton to Chicago? You could fly into the following airports instead.

Toronto to Chicago: Flight information

The things to know before you go.
Cheapest flight foundRs53,929
Cheapest month to flyMay

Finding cheap flights from Hamilton to Chicago: Frequently asked questions

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.
The best price we found for a return flight from Hamilton to Chicago is Rs130,944. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
Currently, there are no airlines that fly direct from Hamilton to Chicago. But we found flights with one or more stops from Rs130,944.
As of April 2025, there are no flights flying from Hamilton to Chicago.
The cheapest month to fly from Hamilton to Chicago is usually April 2025.
If you're flying from Hamilton Airport, the cheapest airport near Chicago is Chicago O'Hare International – which is 25.4 km away from the centre of Chicago. We've found flights into this airport from Rs130,944.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Hamilton Airport to Chicago on Monday, 5 May 2025.
No airlines currently offer direct flights between Hamilton Airport and Chicago. Most routes have one or more stops.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
In April, the average temperature is usually around 8°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.
Currently, WestJet offers the cheapest flight tickets to Chicago.

Flying from John C. Munro Hamilton Airport (YHM) to Chicago: what you need to know

  • The timezone in Chicago is UTC-5. The city is 1 hour behind Toronto, where John C. Munro Hamilton Airport is located.

  • For a stress-free journey, turn up at the airport two hours ahead of international flights and one hour before domestic departures. This will give you enough time to catch your flight from YHM to Chicago.

  • During popular months such as August, you'll want to get to the airport even earlier. Plan to arrive two hours before a domestic departure and four hours ahead of international flights whenever you're flying during peak periods in general.

  • You won't need a visa for United States if you have a passport from Canada and are visiting for tourism purposes. Travel documentation and visa requirements can be subject to change. So before reserving your cheap tickets from John C. Munro Hamilton Airport to Chicago, check with your airline and your destination country's local consulate or embassy for the latest rules.

  • Located around 80 kilometres from the centre of Toronto, YHM can be reached in about 1 hour and 2 minutes by car, depending on traffic. The journey on public transport is roughly 3 hours and 22 minutes.

  • Need a convenient hotel near YHM? If you've booked an early flight from John C. Munro Hamilton Airport to Chicago, these accommodation options will have you moments from check-in:

How to find the cheapest flights from John C. Munro Hamilton Airport (YHM) to Chicago

  • The best price we've found for a one-way ticket from John C. Munro Hamilton Airport to Chicago is Rs53,929. The cheapest price for a return flight is Rs130,944. Bear in mind fares may change due to demand at the time of booking.

  • To score cheap tickets from YHM to Chicago, book in advance. Airlines usually offer lower prices when flights are first made available.

  • If you're willing to be flexible with your travel dates, make the most of the 'Whole month' tool. It'll give you the lowest price across the month when searching for a ticket from John C. Munro Hamilton Airport to Chicago.

  • Set up a Price Alert for flight tickets from YHM to Chicago. You don't need to check back in every day to find out if prices have fallen. We'll let you know when the price changes.

  • Tailor your trip with filters. Select your preferred departure and arrival times, airlines and total journey duration. You can also sort your results by 'Fastest,' 'Best' or 'Cheapest' flights from John C. Munro Hamilton Airport to Chicago.

Airports in Chicago

O'Hare International Airport (ORD)

Chicago Midway International Airport (MDW)

Best time to go to Chicago

  • August is the busiest month to catch a flight from John C. Munro Hamilton Airport to Chicago while February is the quietest. To work out the best time to go to Chicago, consider whether you prefer a lively vibe or a quieter pace.

  • Book your flight from John C. Munro Hamilton Airport to Chicago for July to experience the city during its warmest month. You can expect temperatures to range from 15ºC to 29ºC.

  • Search for cheap flights from YHM to Chicago in January if you like cooler conditions. Temperatures are at their lowest then, ranging between -12ºC and 3ºC on average.

More about Chicago

  • When it comes to looking for somewhere to lay your head, you'll find the top stays in Chicago right here. Browse these options as soon as you've locked in your flight from John C. Munro Hamilton Airport to Chicago:

  • Millennium Park and Art Institute of Chicago are just two of the leading attractions to add to your Chicago must-do list. Keep the adventure rolling by checking out LandShark Beer Garden at Navy Pier.

Complete your Chicago trip with a car rental

  • Finding you a cheap flight from John C. Munro Hamilton Airport to Chicago isn't the only trick up our sleeve. Check out our car rentals in Chicago and explore the city on your own terms. We search for deals from trusted car rental companies and put them all in one place. Instantly compare offers and then book with no fees.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.