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$179+ 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 10/9. Fares are subject to change and may not be available on all flights or dates of travel.
ITH — CHI
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
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 September 17, 2025.

Round-trip from

$249
(Delta)

One-way from

$179
(Delta)

Popular in

December

Cheapest in

October

Average price

$418
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. 35% potential increase in price ($329 potential increase over avg. RT price).
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Cheapest flight prices on average. 26% potential price decrease ($128 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 17, 2025.

This Delta deal was found by Cheapflights users on 9/17. 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 9/17$249
This Delta deal was found by Cheapflights users on 9/15. 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 9/305:42 amITH - ORD
1 stop5h 14mDelta
Sat 10/47:00 amORD - ITH
1 stop5h 22mDelta
Deal found 9/15$259
This Delta deal was found by Cheapflights users on 9/17. 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
Tue 10/77:00 amORD - ITH
1 stop5h 13mDelta
Deal found 9/17$284
This Delta deal was found by Cheapflights users on 9/16. 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 11/85:40 amITH - ORD
2 stops10h 18mDelta
Sat 11/1511:15 amORD - ITH
2 stops10h 39mDelta
Deal found 9/16$289
This Delta deal was found by Cheapflights users on 9/16. 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 11/195:40 amITH - ORD
1 stop5h 15mDelta
Sun 11/237:00 amORD - ITH
1 stop5h 09mDelta
Deal found 9/16$294
This Delta deal was found by Cheapflights users on 9/16. 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 10/185:40 amITH - ORD
1 stop5h 16mDelta
Mon 10/206:20 pmORD - ITH
1 stop5h 01mDelta
Deal found 9/16$309
This United Airlines deal was found by Cheapflights users on 9/16. 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.
Tue 10/147:53 pmITH - ORD
1 stop4h 22mUnited Airlines
Tue 10/214:00 pmORD - ITH
1 stop6h 43mUnited Airlines
Deal found 9/16$319
This Delta deal was found by Cheapflights users on 9/16. 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 11/85:40 amITH - MDW
2 stops10h 46mDelta
Sat 11/1511:05 amMDW - ITH
2 stops10h 49mDelta
Deal found 9/16$334
This Delta deal was found by Cheapflights users on 9/17. 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 stops10h 44mDelta
Tue 10/710:35 amMDW - ITH
2 stops12h 46mDelta
Deal found 9/17$364
This Delta deal was found by Cheapflights users on 9/16. 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 10/185:40 amITH - MDW
2 stops10h 46mDelta
Mon 10/2012:48 pmMDW - ITH
2 stops10h 33mDelta
Deal found 9/16$594
This Delta deal was found by Cheapflights users on 9/15. 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 10/72:05 pmITH - MDW
2 stops9h 09mDelta
Mon 10/1310:35 amMDW - ITH
2 stops12h 46mDelta
Deal found 9/15$849
This Delta deal was found by Cheapflights users on 9/16. 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 11/255:40 amITH - MDW
2 stops11h 58mDelta
Sat 11/2912:47 pmMDW - ITH
2 stops9h 07mDelta
Deal found 9/16$1,440

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 September 17, 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

Thu 10/30

5:40 am-9:56 am

1 stop5h 16m

Chicago O'Hare Intl

Wed 11/5

7:00 am-1:13 pm

1 stop5h 13m

$249

IthacaChicago

ITH - ORD

ITHORD

Ithaca Tompkins County

Sat 10/4

5:42 am-2:33 pm

2 stops9h 51m

Chicago O'Hare Intl

Tue 10/7

5:20 am-1:13 pm

2 stops6h 53m

$269

IthacaChicago

ITH - ORD

ITHORD

Ithaca Tompkins County

Sat 11/8

5:40 am-2:58 pm

2 stops10h 18m

Chicago O'Hare Intl

Sat 11/15

11:15 am-10:54 pm

2 stops10h 39m

$289

IthacaChicago

ITH - ORD

ITHORD

Ithaca Tompkins County

Wed 11/19

5:40 am-9:55 am

1 stop5h 15m

Chicago O'Hare Intl

Sun 11/23

7:00 am-1:09 pm

1 stop5h 09m

$294

IthacaChicago

ITH - ORD

ITHORD

Ithaca Tompkins County

Tue 10/14

7:53 pm-11:15 pm

1 stop4h 22m

Chicago O'Hare Intl

Tue 10/21

4:00 pm-11:43 pm

1 stop6h 43m

$319

IthacaChicago

ITH - MDW

ITHMDW

Ithaca Tompkins County

Sat 11/8

5:40 am-3:26 pm

2 stops10h 46m

Chicago Midway

Sat 11/15

11:05 am-10:54 pm

2 stops10h 49m

$334

IthacaChicago

ITH - MDW

ITHMDW

Ithaca Tompkins County

Sat 10/4

5:42 am-3:26 pm

2 stops10h 44m

Chicago Midway

Tue 10/7

10:35 am-12:21 am

2 stops12h 46m

$364

IthacaChicago

ITH - MDW

ITHMDW

Ithaca Tompkins County

Sat 10/18

5:40 am-3:26 pm

2 stops10h 46m

Chicago Midway

Mon 10/20

12:48 pm-12:21 am

2 stops10h 33m

$594

IthacaChicago

ITH - MDW

ITHMDW

Ithaca Tompkins County

Tue 10/7

2:05 pm-10:14 pm

2 stops9h 09m

Chicago Midway

Mon 10/13

10:35 am-12:21 am

2 stops12h 46m

$849

IthacaChicago

ITH - MDW

ITHMDW

Ithaca Tompkins County

Tue 11/25

5:40 am-4:38 pm

2 stops11h 58m

Chicago Midway

Sat 11/29

12:47 pm-10:54 pm

2 stops9h 07m

$1,440

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 18 results
1
2

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.

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 September 17, 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
7,961 reviews

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

7.9

Crew

8.5

Boarding

8.2

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
7,961 reviews
Delta
8.0
Very good
7,961 reviews

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

7.9

Crew

8.5

Boarding

8.2

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
8,926 reviews
Delta
8.0
Very good
7,961 reviews

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

7.9

Crew

8.5

Boarding

8.2

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.

  • How long is the flight from Ithaca to Chicago?

    Airlines like Delta fly from Ithaca to Chicago in about 5h 16m. 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 are the cheapest airlines flying from Ithaca to Chicago round-trip?

    Delta, at $288, 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 52% 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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$288Average$388FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$360Average$520FlexibilityNo cancel feeOn-time69%

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