$174 Cheap Flights from Ithaca (ITH) to Chicago (ORD)

View $174 flight on Wed, Nov 26, 2025Opens in a new window

Popular airlines from Ithaca, NY (ITH-Tompkins Regional) to Chicago O'Hare Intl. Airport (ORD)

Cheap Flights from Ithaca to Chicago (ITH-ORD)

Prices were available within the past 7 days and start at $174 for one-way flights and $249 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Wed, Dec 3 - Sun, Dec 14
ITH
Ithaca
ORD
Chicago
$249 Roundtrip, just found
$249
Roundtrip
just found
Select Delta flight, departing Wed, Dec 3 from Ithaca to Chicago, returning Sun, Dec 14, priced at $249 just found
Delta
Fri, Dec 5 - Sat, Dec 6
ITH
Ithaca
ORD
Chicago
$254 Roundtrip, found 1 day ago
$254
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, Dec 5 from Ithaca to Chicago, returning Sat, Dec 6, priced at $254 found 1 day ago
United
Wed, Nov 12 - Sat, Nov 15
ITH
Ithaca
ORD
Chicago
$259 Roundtrip, found 4 days ago
$259
Roundtrip
found 4 days ago
Select United flight, departing Wed, Nov 12 from Ithaca to Chicago, returning Sat, Nov 15, priced at $259 found 4 days ago
Delta
Sat, Nov 15 - Wed, Dec 3
ITH
Ithaca
ORD
Chicago
$264 Roundtrip, just found
$264
Roundtrip
just found
Select Delta flight, departing Sat, Nov 15 from Ithaca to Chicago, returning Wed, Dec 3, priced at $264 just found
United
Sat, Nov 15 - Tue, Nov 18
ITH
Ithaca
ORD
Chicago
$272 Roundtrip, found 4 days ago
$272
Roundtrip
found 4 days ago
Select United flight, departing Sat, Nov 15 from Ithaca to Chicago, returning Tue, Nov 18, priced at $272 found 4 days ago
Delta
Fri, Dec 5 - Sun, Dec 14
ITH
Ithaca
ORD
Chicago
$274 Roundtrip, just found
$274
Roundtrip
just found
Select Delta flight, departing Fri, Dec 5 from Ithaca to Chicago, returning Sun, Dec 14, priced at $274 just found
Delta
Sat, Nov 15 - Mon, Nov 17
ITH
Ithaca
ORD
Chicago
$279 Roundtrip, found 7 hours ago
$279
Roundtrip
found 7 hours ago
Select Delta flight, departing Sat, Nov 15 from Ithaca to Chicago, returning Mon, Nov 17, priced at $279 found 7 hours ago
Delta
Wed, Mar 25 - Tue, Apr 14
ITH
Ithaca
ORD
Chicago
$279 Roundtrip, found 1 day ago
$279
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Mar 25 from Ithaca to Chicago, returning Tue, Apr 14, priced at $279 found 1 day ago
United
Tue, Nov 11 - Tue, Nov 18
ITH
Ithaca
ORD
Chicago
$281 Roundtrip, found 2 days ago
$281
Roundtrip
found 2 days ago
Select United flight, departing Tue, Nov 11 from Ithaca to Chicago, returning Tue, Nov 18, priced at $281 found 2 days ago
Delta
Wed, Nov 19 - Thu, Dec 11
ITH
Ithaca
ORD
Chicago
$289 Roundtrip, found 13 hours ago
$289
Roundtrip
found 13 hours ago
Select Delta flight, departing Wed, Nov 19 from Ithaca to Chicago, returning Thu, Dec 11, priced at $289 found 13 hours ago

Find the cheapest month to fly from Ithaca (ITH) to Chicago (ORD)

September is typically the cheapest month to fly

From $248 - $631 per traveler.

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city center is 23 minutes. Flights from $334
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from $334

Frequently asked questions

How much does a flight from Tompkins Regional Airport (ITH) to O'Hare Intl. Airport (ORD) cost?
Grab a cheap one-way flight from $174 or cheap return flight from $249 from Tompkins Regional Airport (ITH) to O'Hare Intl. Airport (ORD) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from Tompkins Regional Airport (ITH) to O'Hare Intl. Airport (ORD)?
Traveling in December is a great way to save, as it's the cheapest month for flights between ITH and ORD. You'll typically find the lowest fares during off-peak months.
Which airlines fly direct from Tompkins Regional Airport (ITH) to O'Hare Intl. Airport (ORD)?
You can't fly direct to O'Hare Intl. Airport (ORD) from Ithaca, NY (ITH-Tompkins Regional). However, you can seamlessly travel to Chicago without any layovers by departing from Hancock Intl. Airport (SYR).
What is the cheapest airline that flies from Tompkins Regional Airport (ITH) to O'Hare Intl. Airport (ORD)?
Use the filters on Expedia to compare airlines and find the most affordable carrier that'll take you from ITH to ORD. Then, sort your results by "Price (lowest to highest)" to pick up the best deal available.
How many flights per day from Tompkins Regional Airport (ITH) to O'Hare Intl. Airport (ORD)?
You'll need to take a flight with a layover if you're traveling from Tompkins Regional Airport (ITH) to O'Hare Intl. Airport (ORD). Direct flights don't operate daily on this route. However, just filter your search to include one or more stops to find the best option for your trip.
What day of the week has the most flights from ITH to ORD?
Friday is generally the busiest day for flights, while Tuesday is often the quietest.* Just remember that flight schedules can change based on various factors, such as the time of year and carrier.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Tompkins Regional Airport (ITH) to O'Hare Intl. Airport (ORD)?
Select a flight from Tompkins Regional Airport (ITH) to O'Hare Intl. Airport (ORD) that leaves before 3 PM to reduce the risk of cancellations and delays. Departures later than this have a 22% higher chance of being canceled, on average.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Tompkins Regional Airport (ITH) to O'Hare Intl. Airport (ORD) last-minute?
Waiting until just before your departure to book a ticket from ITH to ORD often results in higher prices. While you may find some last-minute offers, there's no guarantee. Be flexible with your travel plans for a better chance of landing a bargain.
Is it cheaper to book an ITH to ORD flight and hotel package?
Compared with arranging hotels and flights separately, booking an ITH to ORD flight and hotel package with Expedia could result in significant savings. Better still, managing everything in one place will take the hassle out of planning your trip. Simply secure your flights and choose from our extensive range of hotels, then personalize your trip with other add-ons like tours, car rentals and activities.
Can I cancel or change the date of my flight from Tompkins Regional Airport (ITH) to O'Hare Intl. Airport (ORD)?
It's usually possible to cancel or reschedule your ITH to ORD flight. However, if it's been more than 24 hours since booking, additional fees may apply. Check your airline's policies in your itinerary to see what changes are allowed and if any costs are involved. You'll also find more information on our Customer Service portal.

Travel information

Origin airport
Tompkins Regional
Destination airport
O'Hare Intl.
Airlines serving
Delta, United
Roundtrip price
$248
Distance
586 mi

Book with confidence

Ithaca to Chicago Flights

The cheapest times to fly from Ithaca to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Ithaca to Chicago are during the month of December. You can find some of the cheapest flights from Ithaca to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Ithaca to Chicago

Sunday is one of the best days to book for cheap flights from Ithaca to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Ithaca to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Ithaca to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $174 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Ithaca to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Ithaca to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Ithaca to Chicago Flights

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*Available to One Key members.