$190 Cheap Flights from Ithaca (ITH) to Chicago (ORD)

View $190 flight on Sat, Jul 4, 2026Opens 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 $190 for one-way flights and $309 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Wed, Jul 15 - Sat, Jul 18
ITH
Ithaca
ORD
Chicago
$309 Roundtrip, found 3 days ago
$309
Roundtrip
found 3 days ago
Select United flight, departing Wed, Jul 15 from Ithaca to Chicago, returning Sat, Jul 18, priced at $309 found 3 days ago
Delta
Fri, Nov 6 - Mon, Nov 9
ITH
Ithaca
ORD
Chicago
$314 Roundtrip, found 7 hours ago
$314
Roundtrip
found 7 hours ago
Select Delta flight, departing Fri, Nov 6 from Ithaca to Chicago, returning Mon, Nov 9, priced at $314 found 7 hours ago
United
Fri, Sep 4 - Sat, Sep 5
ITH
Ithaca
ORD
Chicago
$324 Roundtrip, found 2 days ago
$324
Roundtrip
found 2 days ago
Select United flight, departing Fri, Sep 4 from Ithaca to Chicago, returning Sat, Sep 5, priced at $324 found 2 days ago
United
Fri, Sep 4 - Sat, Sep 5
ITH
Ithaca
ORD
Chicago
$333 Roundtrip, found 2 days ago
$333
Roundtrip
found 2 days ago
Select United flight, departing Fri, Sep 4 from Ithaca to Chicago, returning Sat, Sep 5, priced at $333 found 2 days ago
United
Sat, Jul 11 - Fri, Jul 17
ITH
Ithaca
ORD
Chicago
$334 Roundtrip, found 17 hours ago
$334
Roundtrip
found 17 hours ago
Select United flight, departing Sat, Jul 11 from Ithaca to Chicago, returning Fri, Jul 17, priced at $334 found 17 hours ago
United
Wed, Jul 1 - Wed, Jul 8
ITH
Ithaca
ORD
Chicago
$344 Roundtrip, found 2 days ago
$344
Roundtrip
found 2 days ago
Select United flight, departing Wed, Jul 1 from Ithaca to Chicago, returning Wed, Jul 8, priced at $344 found 2 days ago
United
Thu, Sep 3 - Sat, Sep 5
ITH
Ithaca
ORD
Chicago
$351 Roundtrip, found 2 days ago
$351
Roundtrip
found 2 days ago
Select United flight, departing Thu, Sep 3 from Ithaca to Chicago, returning Sat, Sep 5, priced at $351 found 2 days ago
Delta
Fri, Nov 6 - Mon, Nov 9
ITH
Ithaca
ORD
Chicago
$354 Roundtrip, found 7 hours ago
$354
Roundtrip
found 7 hours ago
Select Delta flight, departing Fri, Nov 6 from Ithaca to Chicago, returning Mon, Nov 9, priced at $354 found 7 hours ago
United
Fri, Aug 21 - Wed, Sep 23
ITH
Ithaca
ORD
Chicago
$354 Roundtrip, found 2 days ago
$354
Roundtrip
found 2 days ago
Select United flight, departing Fri, Aug 21 from Ithaca to Chicago, returning Wed, Sep 23, priced at $354 found 2 days ago
Delta
Fri, Nov 6 - Mon, Nov 9
ITH
Ithaca
ORD
Chicago
$359 Roundtrip, found 7 hours ago
$359
Roundtrip
found 7 hours ago
Select Delta flight, departing Fri, Nov 6 from Ithaca to Chicago, returning Mon, Nov 9, priced at $359 found 7 hours ago

What you need to know for your flight from Tompkins Regional to O'Hare Intl.

Ithaca (ITH) to Chicago (ORD) at a glance

Explore various airlines providing flights from Ithaca (ITH) to Chicago (ORD) on this domestic short-haul route. Compare options from full-service carriers to discover the itinerary that aligns with your budget and schedule as you prepare to experience the iconic sights and neighborhoods of Chicago. Find essential information about flights from Tompkins Regional Airport to O'Hare International Airport to plan your next trip seamlessly.

  • Fastest flight duration: around 4 hours in-flight, plus roughly 1 hour layover with one stop
  • Route distance: roughly 600 miles (970 km)
  • Flights per week: around 8 departures on average
  • Typical fares (one-way): economy tickets often range from $125–$460, depending on seasonality and how far ahead you book

Flights from Tompkins Regional Airport (ITH) to O'Hare International Airport (ORD)

Based on the latest traveler bookings, here are the top airlines preferred for flights from Ithaca to Chicago, typically offering one-stop services. Popular layover options include Washington Dulles International Airport (IAD) with a layover of about 1 hour, John F. Kennedy International Airport (JFK) also with a 1-hour layover, and Newark Liberty International Airport (EWR) featuring a longer layover of approximately 2 hours and 15 minutes. These choices allow you to customize your itinerary based on price, total travel time, and cabin class.

  • United: This full-service airline provides one-stop flights, capturing about 56% of departures on this route. One-way ticket prices generally vary from $145 to $465, with an in-flight duration of 4 hours and a total travel time of approximately 5 hours and 15 minutes, including layover time.
  • Delta: Another full-service carrier, Delta offers one-stop options that make up around 44% of departures on this route. One-way fares typically range from $125 to $485, with an in-flight time of 4 hours and a complete journey lasting around 5 hours and 15 minutes, factoring in the layover.

Alternative route from Ithaca (ITH) to Chicago (ORD)

  • Elmira to Chicago (ELM-ORD): Located approximately 32 miles from Tompkins Regional Airport (ITH), Elmira - Corning Regional Airport (ELM) offers one-way economy fares on this route that generally range from $170 to $405, which varies based on the season and how early you book. This route is primarily served by one-stop flights, with most connections occurring through Detroit Metropolitan Wayne County Airport (DTW). Delta is the leading airline operating on this route, and first class service is also available.

How to find the best prices for flights from Ithaca (ITH) to Chicago (ORD)

Getting some of the best deals on flights from Ithaca to Chicago is all about timing and flexibility. Here are some key tips to help you save:

  1. Best times to book and fly: cheaper fares are usually available when booking 2-8 weeks in advance, which coincides with when most travelers make their reservations. Departures in the morning (5 am-12 pm) tend to offer lower prices and are also the most popular flight times. Additionally, flying on Saturday generally provides cheaper prices, while Friday remains the most sought-after travel day.
  2. Set up price alerts: stay updated on price changes by using Expedia's Price Tracker. Receive alerts when fares drop for your selected route.
  3. Bundle and save: bundle your flight and hotel to save on Expedia, or unlock a hotel deal after booking your flight.*
  4. Compare flight options: use Expedia's search tool to compare airlines, routes, direct vs. non-direct flights, and flight times. You can also sort by price to find the most affordable options.
  5. Stay flexible with dates: being open to different travel days can sometimes help you find better prices on flights and hotels.
  6. Think about luggage: nowadays, it's important to check the airline's baggage policies to find the best value. That may be paying for an additional carry-on bag or booking a ticket with checked luggage included. Either way, double-check your allowance before confirming your booking to avoid excess baggage fees at the airport.

*Members only. Savings vary and are not available on all bundles. Select hotels.

Arriving at O'Hare International Airport from Tompkins Regional Airport

Chicago welcomes travelers from Ithaca with a range of transport options based on price, convenience, and proximity. Here's how to reach Chicago efficiently:

  • Hotel transfer: Transfers offer a convenient way to reach your hotel in Chicago, with private rides that can be arranged in advance.
  • Car rental: Renting a car from O'Hare International Airport is a great option if you plan to explore and sightsee beyond the city. Browse cheap car rentals at O'Hare International Airport on Expedia.
  • Taxi/ride-hailing: Taxis and ride-hailing services may be available from designated pickup areas outside the terminal, check locally on arrival.
  • Public transportation: From O'Hare International Airport, O'Hare Station, a metro station, is located about 0.1 miles away on foot, while Rosemont Station, a train station, is situated approximately 2.2 miles from the airport, typically reached by car.

Frequently asked questions

How much does a flight from Ithaca, NY (ITH-Tompkins Regional) to Chicago, IL (ORD-O'Hare Intl.) cost?
You can find cheap one-way flights from $190 and cheap return flights from $309 Ithaca, NY (ITH-Tompkins Regional) to Chicago, IL (ORD-O'Hare Intl.) with Expedia. One-way flights typically cost between $173 and $604, and return flights often range between $357 and $1401. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see the cheapest fares first, and use the Price Tracking tool to receive alerts when Ithaca, NY (ITH-Tompkins Regional) to Chicago, IL (ORD-O'Hare Intl.) ticket fares go up or down.*Typical price ranges based on flights available on Expedia in the last year. Prices include multi-airline options.
What is the cheapest month to fly from Ithaca, NY (ITH-Tompkins Regional) to Chicago, IL (ORD-O'Hare Intl.)?
The cheapest month to fly from ITH to ORD is July when demand is low. Traveling in off-peak or shoulder months is usually a good way to secure cheap tickets, just remember to avoid flying during holidays if you're able to. Use the calendar view in your search to see which months have low fares on this route.
Which airlines fly direct from Ithaca, NY (ITH-Tompkins Regional) to Chicago, IL (ORD-O'Hare Intl.)?
Enter ITH to ORD and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
What is the cheapest airline that flies from Ithaca, NY (ITH-Tompkins Regional) to Chicago, IL (ORD-O'Hare Intl.)?
Delta is one of the cheapest airlines offering connecting flights from Ithaca, NY (ITH) to Chicago, IL (ORD), with round-trip tickets starting from around $248. Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget.*Prices based on flights available on Expedia in the last year.
How do I find cheap flights from Ithaca, NY (ITH-Tompkins Regional) to Chicago, IL (ORD-O'Hare Intl.)?
To find a cheap flight from Ithaca, NY (ITH-Tompkins Regional) to Chicago, IL (ORD-O'Hare Intl.), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best time to fly from Ithaca, NY (ITH-Tompkins Regional) to Chicago, IL (ORD-O'Hare Intl.)?
The best time to fly is usually mid-week (Tuesday or Wednesday) and during early morning hours as flights tend to be cheaper, less crowded, and generally more on-time. Avoid major holidays and peak vacation seasons for smoother travel. Combining off-peak days and hours often gives the best combination of cost, comfort, and convenience.
What is the earliest flight from Ithaca, NY (ITH-Tompkins Regional) to Chicago, IL (ORD-O'Hare Intl.)?
The earliest flight from Ithaca, NY (ITH) to Chicago, IL (ORD) usually departs at around 5:25 AM local time, operated by Delta. This seasonal service is available in April, making it a convenient option for early morning travelers. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
What are the most popular departure times for flights from Ithaca, NY (ITH-Tompkins Regional) to Chicago, IL (ORD-O'Hare Intl.)?
The most popular departure times for flights from Ithaca, NY (ITH-Tompkins Regional) to Chicago, IL (ORD-O'Hare Intl.) are in the early morning, from 6am to 9am. About 37% of passengers prefer this time window. Many major carriers, including United Airlines and Delta, offer flights during this window. This timing is popular because it allows you to arrive in Chicago with ample time to start your day.
How long does it take to fly from Ithaca, NY (ITH-Tompkins Regional) to Chicago, IL (ORD-O'Hare Intl.)?
Flying from ITH to ORD with a connection usually takes about 5 hours, traveling roughly 586 miles. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Ithaca, NY (ITH-Tompkins Regional) to Chicago, IL (ORD-O'Hare Intl.)?
First class seats are offered on the ITH to ORD route with Delta Air Lines and United Airlines.
How do I earn miles on a Ithaca, NY (ITH-Tompkins Regional) to Chicago, IL (ORD-O'Hare Intl.) flight with Expedia?
It's easy to earn miles on a Ithaca, NY (ITH-Tompkins Regional) to Chicago, IL (ORD-O'Hare Intl.) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for Chicago from Tompkins Regional (ITH)?
From Tompkins Regional (ITH), you can fly into O'Hare Intl. (ORD) to reach Chicago. Some flights may connect through major hubs like Washington Dulles Intl. (IAD), John F. Kennedy Intl. (JFK) before reaching Chicago. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from Ithaca, NY (ITH-Tompkins Regional) to Chicago, IL (ORD-O'Hare Intl.) at the last minute?
Typically, booking a last minute flight from Ithaca, NY (ITH-Tompkins Regional) to Chicago, IL (ORD-O'Hare Intl.) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Ithaca, NY (ITH-Tompkins Regional) to Chicago, IL (ORD-O'Hare Intl.) flight and hotel package?
Securing a Ithaca, NY (ITH-Tompkins Regional) to Chicago, IL (ORD-O'Hare Intl.) Chicago Vacation Packages is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Ithaca, NY (ITH-Tompkins Regional) to Chicago, IL (ORD-O'Hare Intl.)?
If you booked your Ithaca, NY (ITH-Tompkins Regional) to Chicago, IL (ORD-O'Hare Intl.) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Tompkins Regional
Destination airport
O'Hare Intl.
Airlines serving
Delta, United
Roundtrip price
$308
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 July. 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 2026. You can also book with separate airlines for your outbound and return journeys, from $190 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

*Flight schedules are subject to change.

*Available to One Key members.

 

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