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$239+ Cheap flights from Ithaca (ITH) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/1. Fares are subject to change and may not be available on all flights or dates of travel.
ITH — CHI
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
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Cheap 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 August 14, 2025.

Round-trip from

$249
(Delta)

One-way from

$239
(United Airlines)

Popular in

December

Cheapest in

October

Average price

$544
From Ithaca Tompkins County to Chicago (CHI)
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One-way flight from Ithaca Tompkins County to Chicago (CHI)
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Highest demand for flights based on searches. 23% potential increase in price ($166 potential increase over avg. RT price).
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Cheapest flight prices on average. 12% potential price decrease ($60 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find 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 August 14, 2025.

This Delta deal was found by Cheapflights users on 8/14. 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.
Wed 10/225:40 amITH - ORD
1 stop5h 16mDelta
Tue 10/286:21 pmORD - ITH
1 stop5h 00mDelta
Deal found 8/14$249
This Delta deal was found by Cheapflights users on 8/13. 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 10/45:42 amITH - ORD
2 stops9h 51mDelta
Tue 10/77:00 amORD - ITH
1 stop5h 13mDelta
Deal found 8/13$254
This Delta deal was found by Cheapflights users on 8/14. 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.
Wed 10/225:40 amITH - ORD
1 stop7h 37mDelta
Mon 10/278:38 pmORD - ITH
2 stops15h 35mDelta
Deal found 8/14$277
This Delta deal was found by Cheapflights users on 8/13. 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 10/45:42 amITH - ORD
1 stop5h 14mDelta
Mon 10/67:00 amORD - ITH
1 stop5h 13mDelta
Deal found 8/13$279
This Delta deal was found by Cheapflights users on 8/13. 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 10/45:42 amITH - MDW
2 stops8h 21mDelta
Tue 10/79:35 amMDW - ITH
2 stops13h 46mDelta
Deal found 8/13$279
This Delta deal was found by Cheapflights users on 8/13. 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 10/45:42 amITH - ORD
2 stops9h 51mDelta
Wed 10/87:00 amORD - ITH
1 stop5h 13mDelta
Deal found 8/13$284
This Delta deal was found by Cheapflights users on 8/14. 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 10/305:40 amITH - ORD
1 stop5h 16mDelta
Wed 11/57:00 amORD - ITH
1 stop5h 13mDelta
Deal found 8/14$308
This United Airlines deal was found by Cheapflights users on 8/12. 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.
Thu 10/307:40 pmITH - ORD
1 stop5h 03mUnited Airlines
Mon 11/31:00 pmORD - ITH
1 stop4h 28mUnited Airlines
Deal found 8/12$335
This United Airlines deal was found by Cheapflights users on 8/13. 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.
Fri 10/310:28 amITH - ORD
1 stop7h 15mUnited Airlines
Tue 10/74:00 pmORD - ITH
1 stop6h 43mUnited Airlines
Deal found 8/13$364
This Delta deal was found by Cheapflights users on 8/13. 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 10/45:42 amITH - MDW
2 stops8h 21mDelta
Wed 10/81:08 pmMDW - ITH
2 stops10h 13mDelta
Deal found 8/13$367
This United Airlines deal was found by Cheapflights users on 8/13. 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.
Fri 9/57:50 pmITH - ORD
1 stop4h 25mUnited Airlines
Sun 9/710:43 amORD - ITH
1 stop6h 55mUnited Airlines
Deal found 8/13$380
This Delta deal was found by Cheapflights users on 8/14. 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.
Wed 10/225:40 amITH - ORD
1 stop5h 16mDelta
Sun 10/265:37 pmORD - ITH
2 stops18h 36mDelta
Deal found 8/14$383

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 August 14, 2025.
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

Wed 10/22

5:40 am-9:56 am

1 stop5h 16m

Chicago O'Hare Intl

Tue 10/28

6:21 pm-12:21 am

1 stop5h 00m

$249

IthacaChicago

ITH - ORD

ITHORD

Ithaca Tompkins County

Wed 12/3

5:55 am-10:04 am

1 stop5h 09m

Chicago O'Hare Intl

Sat 12/6

7:30 am-1:17 pm

1 stop4h 47m

$249

IthacaChicago

ITH - ORD

ITHORD

Ithaca Tompkins County

Wed 10/22

5:40 am-9:56 am

1 stop5h 16m

Chicago O'Hare Intl

Mon 10/27

7:00 am-1:13 pm

1 stop5h 13m

$249

IthacaChicago

ITH - ORD

ITHORD

Ithaca Tompkins County

Sat 10/4

5:42 am-12:16 pm

1 stop7h 34m

Chicago O'Hare Intl

Tue 10/7

7:00 am-1:13 pm

1 stop5h 13m

$249

IthacaChicago

ITH - ORD

ITHORD

Ithaca Tompkins County

Sat 10/4

5:42 am-9:56 am

1 stop5h 14m

Chicago O'Hare Intl

Mon 10/6

7:00 am-1:13 pm

1 stop5h 13m

$279

IthacaChicago

ITH - ORD

ITHORD

Ithaca Tompkins County

Sat 10/4

5:42 am-12:16 pm

1 stop7h 34m

Chicago O'Hare Intl

Wed 10/8

7:00 am-1:13 pm

1 stop5h 13m

$279

IthacaChicago

ITH - MDW

ITHMDW

Ithaca Tompkins County

Sat 10/4

5:42 am-1:03 pm

2 stops8h 21m

Chicago Midway

Tue 10/7

9:35 am-12:21 am

2 stops13h 46m

$279

IthacaChicago

ITH - MDW

ITHMDW

Ithaca Tompkins County

Sat 10/4

5:42 am-1:03 pm

2 stops8h 21m

Chicago Midway

Wed 10/8

1:08 pm-12:21 am

2 stops10h 13m

$367

IthacaChicago

ITH - MDW

ITHMDW

Ithaca Tompkins County

Sat 10/4

5:42 am-3:26 pm

2 stops10h 44m

Chicago Midway

Mon 10/6

12:48 pm-12:21 am

2 stops10h 33m

$599

IthacaChicago

ITH - MDW

ITHMDW

Ithaca Tompkins County

Wed 8/27

5:37 am-1:36 pm

2 stops8h 59m

Chicago Midway

Fri 12/19

1:00 pm-11:22 pm

2 stops9h 22m

$729

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/14

Showing 1-10 of 25 results
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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, August is the cheapest month in which you can book a flight from Ithaca to Chicago (average of $245). Flying from Ithaca to Chicago in March is currently the most expensive (average of $321). 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.

How much does it cost to fly round-trip from Ithaca to Chicago?

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 August 14, 2025.
Read reviews from past customers who have flown Delta and 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.
Delta
8.0
Very good
7,980 reviews

Entertainment

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
Delta
8.0
Very good
7,980 reviews
Delta
8.0
Very good
7,980 reviews

Entertainment

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
United Airlines
7.4
Good
8,916 reviews
Delta
8.0
Very good
7,980 reviews

Entertainment

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

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. 2 airlines 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.

  • What are the cheapest airlines flying from Ithaca to Chicago round-trip?

    Delta, at $258, was found to be the cheapest airline from Ithaca to Chicago. An alternate airline flying to your destination would be United Airlines. Delta is priced at 51% 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, August is the cheapest month in which you can book a flight from Ithaca to Chicago (average of $245). Flying from Ithaca to Chicago in March is currently the most expensive (average of $321). 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
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

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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 2 airlines flying from Ithaca to Chicago

Discover the top 2 airlines 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 August 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$258Average$402FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$360Average$520FlexibilityNo cancel feeOn-time69%

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