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$269+ Cheap flights from Ithaca (ITH) to Chicago (CHI)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/17. Fares are subject to change and may not be available on all flights or dates of travel.
ITH — CHI
Mar 11 — Mar 181
Wed 3/11
Wed 3/18
1 adult, Economy
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Cheap flight deals from Ithaca to Chicago

Cheapest flights from Ithaca to Chicago
Explore the most affordable flight options available from Ithaca to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 9, 2026.

This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/175:32 am
ITH
-
ORD
1 stop5h 28m
Delta
Tue 3/245:50 pm
ORD
-
ITH
1 stop5h 09m
Delta
Deal found 2/9$269
This Delta deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/171:33 pm
ITH
-
MDW
2 stops9h 58m
Delta
Tue 3/2412:47 pm
MDW
-
ITH
2 stops10h 12m
Delta
Deal found 2/6$279
This Delta deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/305:35 am
ITH
-
ORD
1 stop5h 14m
Delta
Wed 6/36:41 am
ORD
-
ITH
1 stop5h 01m
Delta
Deal found 2/8$304
This Delta deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/203:03 pm
ITH
-
ORD
1 stop7h 54m
Delta
Mon 2/237:00 am
ORD
-
ITH
1 stop6h 23m
Delta
Deal found 2/8$309
This United Airlines deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/257:38 pm
ITH
-
ORD
1 stop5h 05m
United Airlines
Wed 4/294:20 pm
ORD
-
ITH
1 stop6h 39m
United Airlines
Deal found 2/8$339
This United Airlines deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/217:45 pm
ITH
-
ORD
1 stop4h 58m
United Airlines
Wed 2/256:20 pm
ORD
-
ITH
1 stop4h 22m
United Airlines
Deal found 2/6$349
This Delta deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/125:29 am
ITH
-
ORD
1 stop5h 27m
Delta
Mon 2/167:00 am
ORD
-
ITH
1 stop6h 23m
Delta
Deal found 2/8$429
This Delta deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/125:29 am
ITH
-
MDW
2 stops8h 36m
Delta
Mon 2/161:26 pm
MDW
-
ITH
2 stops9h 08m
Delta
Deal found 2/8$513
This Delta deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/195:29 am
ITH
-
MDW
2 stops8h 36m
Delta
Mon 2/2310:49 am
MDW
-
ITH
2 stops11h 45m
Delta
Deal found 2/6$639
This Delta deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/233:03 pm
ITH
-
MDW
2 stops8h 28m
Delta
Fri 2/271:28 pm
MDW
-
ITH
2 stops9h 06m
Delta
Deal found 2/8$688
This Delta deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/231:33 pm
ITH
-
MDW
2 stops9h 58m
Delta
Mon 3/3010:45 am
MDW
-
ITH
2 stops12h 14m
Delta
Deal found 2/6$753
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/125:29 am
ITH
-
MDW
2 stops8h 36m
Delta
Tue 2/171:28 pm
MDW
-
ITH
2 stops9h 06m
Delta
Deal found 2/9$1,025

Find flight deals from Ithaca to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Ithaca (ITH) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated February 9, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$269
(Delta)

Popular in

June

Cheapest in

October
Provider with most accurate pricing for Ithaca Tompkins County-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Ithaca Tompkins County-Chicago (CHI) flights.
Search Deals
From Ithaca Tompkins County to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($43 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 8% potential price decrease ($34 potential savings vs. average RT price).
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Ithaca to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 9, 2026.
Use the filters below to find and compare flights from Ithaca to Chicago that are best for you.

Fly from

Ithaca

Fly to

Chicago

Route

Depart

Return

Price

IthacaChicago

ITH - ORD

ITHORD

Ithaca Tompkins County

Mon 3/23

5:32 am-10:00 am

1 stop5h 28m

Chicago O'Hare Intl

Mon 3/30

7:00 am-12:53 pm

1 stop4h 53m

$269

IthacaChicago

ITH - ORD

ITHORD

Ithaca Tompkins County

Tue 3/17

5:32 am-10:00 am

1 stop5h 28m

Chicago O'Hare Intl

Tue 3/24

7:00 am-12:53 pm

1 stop4h 53m

$269

IthacaChicago

ITH - MDW

ITHMDW

Ithaca Tompkins County

Tue 3/17

1:33 pm-10:31 pm

2 stops9h 58m

Chicago Midway

Tue 3/24

12:47 pm-11:59 pm

2 stops10h 12m

$279

IthacaChicago

ITH - ORD

ITHORD

Ithaca Tompkins County

Sat 5/30

5:35 am-9:49 am

1 stop5h 14m

Chicago O'Hare Intl

Wed 6/3

6:41 am-12:42 pm

1 stop5h 01m

$304

IthacaChicago

ITH - ORD

ITHORD

Ithaca Tompkins County

Fri 2/20

5:29 am-9:56 am

1 stop5h 27m

Chicago O'Hare Intl

Mon 2/23

7:00 am-2:23 pm

1 stop6h 23m

$309

IthacaChicago

ITH - ORD

ITHORD

Ithaca Tompkins County

Thu 2/19

5:29 am-9:56 am

1 stop5h 27m

Chicago O'Hare Intl

Mon 2/23

7:00 am-2:23 pm

1 stop6h 23m

$309

IthacaChicago

ITH - ORD

ITHORD

Ithaca Tompkins County

Sat 4/25

7:38 pm-11:43 pm

1 stop5h 05m

Chicago O'Hare Intl

Wed 4/29

4:20 pm-11:59 pm

1 stop6h 39m

$339

IthacaChicago

ITH - MDW

ITHMDW

Ithaca Tompkins County

Thu 2/19

5:29 am-1:05 pm

2 stops8h 36m

Chicago Midway

Mon 2/23

10:49 am-11:34 pm

2 stops11h 45m

$639

IthacaChicago

ITH - MDW

ITHMDW

Ithaca Tompkins County

Mon 3/23

1:33 pm-10:31 pm

2 stops9h 58m

Chicago Midway

Mon 3/30

10:45 am-11:59 pm

2 stops12h 14m

$753

IthacaChicago

ITH - MDW

ITHMDW

Ithaca Tompkins County

Mon 3/9

1:33 pm-10:31 pm

2 stops9h 58m

Chicago Midway

Mon 3/16

12:47 pm-11:59 pm

2 stops10h 12m

$1,054

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/7

Showing 1-10 of 15 results
1
2

Compare providers for flights from Ithaca to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Ithaca to Chicago in February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Ithaca-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Ithaca-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Ithaca-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Ithaca-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Ithaca-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Ithaca to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Ithaca with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

What is the cheapest month to book a flight from Ithaca to Chicago?

Currently, May is the cheapest month in which you can book a flight from Ithaca to Chicago (average of $141). Flying from Ithaca to Chicago in July is currently the most expensive (average of $271). 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.

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated February 9, 2026.
Read reviews from past customers who have flown United Airlines from Ithaca to Chicago. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,262 reviews

Comfort

7.3

Food

6.6

Crew

8.1

Overall

7.4

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
United Airlines
7.4
Good
9,262 reviews
United Airlines
7.4
Good
9,262 reviews

Comfort

7.3

Food

6.6

Crew

8.1

Overall

7.4

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.

Related info for your journey

Find useful and relevant information for your journey from Ithaca to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Ithaca to Chicago?

    Ithaca Tompkins County (ITH), located 4.0 mi from the city center, is the airport you fly out of when you book flights from Ithaca to Chicago. 1 airline have flights from Tompkins County to Chicago on a regular basis. Booking flights from Ithaca Tompkins County to Chicago should not be difficult; the airport handles an average of 0 outbound flights to Chicago per day.

  • How long is the flight from Ithaca to Chicago?

    Airlines like Delta fly from Ithaca to Chicago in about 5h 28m. The time it takes to get you to your destination can typically vary by up to . There are 586 mi between Ithaca and Chicago.

  • What is the cheapest airline to fly from Ithaca to Chicago round-trip?

    Delta, at $228, was found to be the cheapest airline from Ithaca to Chicago.. Delta is priced at 47% lower than the current average price of a flight leaving 3 months from now.

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

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

  • How can I find direct flights from Ithaca to Chicago?

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

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

    Yes. Cheapflights offers flight deals from Ithaca 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.

  • What is the cheapest month to book a flight from Ithaca to Chicago?

    Currently, May is the cheapest month in which you can book a flight from Ithaca to Chicago (average of $141). Flying from Ithaca to Chicago in July is currently the most expensive (average of $271). 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.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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Alternative routes for Ithaca to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Ithaca to Chicago

Discover the top airline that operate flights from Ithaca to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 9, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$228Average$372FlexibilityNo cancel feeOn-timeN/A

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