Cheap flights from Ithaca to Chicago

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Flight deals from Ithaca to Chicago

Looking for a cheap last-minute deal or the best round-trip flight from Ithaca to Chicago? Find the lowest prices on one-way and round-trip tickets right here.

Find the cheapest month to fly from Ithaca to Chicago

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

Alternative Ithaca to Chicago routes

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

Ithaca to Chicago: Flight information

The things to know before you go.
Cheapest flight foundC$347
Cheapest month to flySeptember

Finding cheap flights from Ithaca 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 round-trip flight from Ithaca to Chicago is C$347. 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 Ithaca to Chicago. But we found flights with one or more stops from C$347.
There are no flights flying from Ithaca to Chicago, as of May 2025.
The cheapest month to fly from Ithaca to Chicago is usually May 2025.
If you're flying from Ithaca Airport, the cheapest airport near Chicago is Chicago O'Hare International – which is 25.4 km away from the center of Chicago. We've found flights to this airport from C$347.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Ithaca Airport to Chicago on Tuesday, September 23, 2025.
No airlines currently offer direct flights between Ithaca 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 May, the average temperature is usually around 13°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, United offers the cheapest flight tickets to Chicago.

Travelling from Ithaca Tompkins Regional Airport (ITH) to Chicago: what you need to know

  • The timezone in Chicago is UTC-5. The city is one hour behind Ithaca, where Ithaca Tompkins Regional Airport is located.

  • For a relaxed start to your ITH to Chicago flight, leave plenty of time for things like baggage drop and finding your gate. Arriving two hours ahead of international departures and one hour before domestic flights is the standard rule.

  • If you're heading away during a public holiday or another peak period, allow extra time. A good rule is two hours before domestic flights and up to four hours before international departures. Queues at check-in and security will be longer.

  • ITH is about 290 kilometres from central Ithaca. If you're ride-sharing, catching a cab or driving from the centre, it'll take 10 minutes or so to get there, depending on traffic conditions. If you're using public transport, expect the trip time to be around 50 minutes.

  • Searching for a hotel close to ITH? If you've booked an early flight from Ithaca Tompkins Regional Airport to Chicago, these stays will put you moments from your departure lounge:

  • Of the flights that depart from Ithaca Tompkins Regional Airport, 79.4% land on time at their destination.

  • The address for ITH is 1 Culligan Dr.

How to find the cheapest flights from Ithaca Tompkins Regional Airport (ITH) to Chicago

  • C$305 is currently the best price for a one-way Ithaca Tompkins Regional Airport to Chicago flight. A return flight ticket starts from C$347. These fares may change based on demand.

  • Don't wait until the last minute. You're more likely to find cheap flights from ITH to Chicago if you book ahead. Airlines often have some excellent early bird deals.

  • The 'Whole month' search tool will show you the cheapest tickets from Ithaca Tompkins Regional Airport to Chicago across each month. It's an easy way to find a bargain if your trip dates are flexible.

  • Locking in a cheap flight from ITH to Chicago couldn't be easier with Price Alerts. All you need to do is create one of these automatic notifications and we'll get in touch as soon as the price has dropped.

  • Save money on your flight from Ithaca Tompkins Regional Airport to Chicago with the help of our filters. Select your ideal duration, number of stops and airlines, then sort the results by 'Cheapest' to see the best deals.

Airports in Chicago

O'Hare International Airport (ORD)

  • The distance from O'Hare International Airport (ORD) to central Chicago is roughly 40 kilometres. It takes around 35 minutes to get to the centre driving.

  • If you're travelling by public transport, expect a journey time of about 55 minutes.

  • If you have a late flight from Ithaca Tompkins Regional Airport to Chicago, nothing beats the convenience of staying near the terminal. Collect your bags from the carousel and then be showered and resting soon after at one of these accommodation options near ORD:

  • Grab an O'Hare International Airport rental car and explore Chicago and beyond with your own wheels. Routes Car Rentals, Dollar and Budget are top outlets you can book with here.

  • Booking your vehicle from O'Hare International Airport about four weeks before your flight from ITH to Chicago can help you lock in the best possible rate.

  • ORD is located at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • The centre of Chicago is about 19 kilometres from Chicago Midway International Airport (MDW). Once your flight from Ithaca Tompkins Regional Airport to Chicago has touched down and you've made your way out of the airport, expect a drive of about 20 minutes.

  • If you travel by public transport, the ride to the centre will take you 45 minutes or so.

  • Hang the 'Do not disturb' sign on your door and unwind at a hotel close to MDW. Here are a few options where you can put your feet up after your ITH to Chicago flight:

  • Dollar, Hertz and Budget make collecting a Chicago Midway International Airport rental car easy and quick. These providers are located in or around the terminal and will have you on your way in a heartbeat.

  • Get the lowest price by securing your ride from MDW four weeks ahead of time. You can also expect to have a wider range of vehicles.

  • The address for Chicago Midway International Airport is 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • Chicago Rockford International Airport (RFD) is about 137 kilometres from the centre of Chicago. It takes about 1 hour 25 minutes to get to the city centre by cab or ride-share after your flight from Ithaca Tompkins Regional Airport to Chicago.

  • Public transport can take you there in roughly 4 hours 15 minutes.

  • If you don't want to make the journey into the centre, find a hotel close to RFD. Settle in at one of these options after your ITH to Chicago flight:

  • Be in the driver's seat of the next part of your trip by picking up a Chicago Rockford International Airport rental car. Budget, Alamo and National are dependable companies for booking.

  • Booking at least a few weeks ahead of your flight from Ithaca Tompkins Regional Airport to Chicago is a good move. As well as better deals, you'll have a wider selection of vehicle makes and models at RFD.

  • The address for Chicago Rockford International Airport is 2 Airport Cir.

Best time to go to Chicago

  • Before scheduling your flights from Ithaca Tompkins Regional Airport to Chicago, consider which time of year works best for you. Peak season in Chicago offers a bustling atmosphere and plenty of activities, while the low season means you'll get cheaper deals on hotels and smaller crowds.

  • Book an Ithaca Tompkins Regional Airport to Chicago flight ticket with a departure in July to visit the city during its warmest month. You can expect temperatures to range from 15ºC (59ºF) to 29ºC (84ºF).

  • January sees average temperatures of between -12ºC (10ºF) and 3ºC (37ºF). Look for a cheap ticket from ITH to Chicago around that time if you'd rather travel in cooler conditions.

More about Chicago

Explore more of United States

  • Chicago has its own special appeal, but there are so many other parts of United States just waiting to be explored. Around 451 kilometres south-east of Chicago, a visit to Columbus will keep you on the move. Check out popular attractions like Franklin Park Conservatory and Botanical Gardens, Ohio Statehouse and German Village.

  • Around 257 kilometres south-east of Chicago, Indianapolis is another favourite stop in United States. Experience this destination's highlights firsthand at The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo.

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