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$174+ 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 1/8. Fares are subject to change and may not be available on all flights or dates of travel.
ITH — CHI
Dec 19 — Dec 261
Fri 12/19
Fri 12/26
1 adult, Economy
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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 November 19, 2025.

This United Airlines deal was found by Cheapflights users on 11/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/107:57 pmITH - ORD
1 stop4h 46mUnited Airlines
Sat 12/136:15 pmORD - ITH
1 stop4h 28mUnited Airlines
Deal found 11/17$249
This Delta deal was found by Cheapflights users on 11/17. 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.
Wed 12/105:34 amITH - ORD
1 stop8h 09mDelta
Sat 12/131:16 pmORD - ITH
2 stops8h 35mDelta
Deal found 11/17$254
This Delta deal was found by Cheapflights users on 11/17. 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.
Wed 12/35:34 amITH - ORD
1 stop8h 09mDelta
Wed 12/107:00 amORD - ITH
1 stop5h 11mDelta
Deal found 11/17$264
This Delta deal was found by Cheapflights users on 11/18. 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 12/65:30 amITH - MDW
2 stops11h 14mDelta
Tue 12/91:14 pmMDW - ITH
2 stops8h 37mDelta
Deal found 11/18$274
This Delta deal was found by Cheapflights users on 11/18. 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 12/45:34 amITH - ORD
1 stop5h 22mDelta
Mon 12/87:00 amORD - ITH
1 stop5h 11mDelta
Deal found 11/18$279
This Delta deal was found by Cheapflights users on 11/18. 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 12/42:00 pmITH - MDW
2 stops10h 47mDelta
Mon 12/812:50 pmMDW - ITH
2 stops9h 01mDelta
Deal found 11/18$289
This Delta deal was found by Cheapflights users on 11/17. 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.
Fri 12/55:34 amITH - ORD
1 stop5h 22mDelta
Wed 12/107:00 amORD - ITH
1 stop5h 11mDelta
Deal found 11/17$309
This Delta deal was found by Cheapflights users on 11/17. 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.
Wed 12/102:00 pmITH - MDW
2 stops10h 47mDelta
Sat 12/1311:05 amMDW - ITH
2 stops10h 46mDelta
Deal found 11/17$314
This Delta deal was found by Cheapflights users on 11/17. 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.
Tue 12/25:34 amITH - MDW
2 stops8h 36mDelta
Wed 12/1012:50 pmMDW - ITH
2 stops9h 01mDelta
Deal found 11/17$319
This Delta deal was found by Cheapflights users on 11/17. 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.
Mon 12/291:00 pmITH - MDW
2 stops44h 49mDelta
Thu 1/19:29 amMDW - ITH
2 stops25h 49mDelta
Deal found 11/17$681
This Delta deal was found by Cheapflights users on 11/17. 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.
Tue 12/25:34 amITH - MDW
2 stops8h 36mDelta
Thu 12/45:13 pmMDW - ITH
2 stops18h 58mDelta
Deal found 11/17$780
This Delta deal was found by Cheapflights users on 11/17. 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.
Mon 12/291:00 pmITH - MDW
2 stops10h 22mDelta
Fri 1/29:50 amMDW - ITH
2 stops11h 42mDelta
Deal found 11/17$1,199

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 November 19, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$249
(Delta)

One-way from

$174
(Delta)

Popular in

December

Cheapest in

October

Average price

$658
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
One-way flight from Ithaca Tompkins County to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 36% potential increase in price ($349 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 30% potential price decrease ($142 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
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 November 19, 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 1/8

5:29 am-9:49 am

1 stop5h 20m

Chicago O'Hare Intl

Sat 1/10

7:00 am-1:56 pm

1 stop5h 56m

$249

IthacaChicago

ITH - ORD

ITHORD

Ithaca Tompkins County

Wed 12/10

7:57 pm-11:43 pm

1 stop4h 46m

Chicago O'Hare Intl

Sat 12/13

6:15 pm-11:43 pm

1 stop4h 28m

$249

IthacaChicago

ITH - ORD

ITHORD

Ithaca Tompkins County

Thu 2/5

2:36 pm-9:35 pm

1 stop7h 59m

Chicago O'Hare Intl

Mon 2/9

7:01 am-1:56 pm

1 stop5h 55m

$249

IthacaChicago

ITH - ORD

ITHORD

Ithaca Tompkins County

Sat 2/28

3:14 pm-8:17 pm

1 stop6h 03m

Chicago O'Hare Intl

Mon 3/2

7:01 am-2:34 pm

1 stop6h 33m

$249

IthacaChicago

ITH - ORD

ITHORD

Ithaca Tompkins County

Fri 1/30

5:29 am-9:49 am

1 stop5h 20m

Chicago O'Hare Intl

Mon 2/2

7:01 am-1:56 pm

1 stop5h 55m

$249

IthacaChicago

ITH - MDW

ITHMDW

Ithaca Tompkins County

Sat 2/28

5:29 am-3:23 pm

2 stops10h 54m

Chicago Midway

Mon 3/2

1:28 pm-11:22 pm

2 stops8h 54m

$259

IthacaChicago

ITH - MDW

ITHMDW

Ithaca Tompkins County

Sat 12/6

5:30 am-3:44 pm

2 stops11h 14m

Chicago Midway

Wed 12/10

12:50 pm-10:51 pm

2 stops9h 01m

$274

IthacaChicago

ITH - MDW

ITHMDW

Ithaca Tompkins County

Thu 12/4

2:00 pm-11:47 pm

2 stops10h 47m

Chicago Midway

Wed 12/10

12:50 pm-10:51 pm

2 stops9h 01m

$274

IthacaChicago

ITH - MDW

ITHMDW

Ithaca Tompkins County

Wed 12/3

5:34 am-4:34 pm

2 stops12h 00m

Chicago Midway

Wed 12/10

12:50 pm-10:51 pm

2 stops9h 01m

$274

IthacaChicago

ITH - MDW

ITHMDW

Ithaca Tompkins County

Sat 12/6

5:30 am-1:10 pm

2 stops8h 40m

Chicago Midway

Tue 12/9

12:50 pm-10:51 pm

2 stops9h 01m

$274

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/16

Showing 1-10 of 27 results
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2
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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 November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*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 Expedia the most. Expedia 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.

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 November 19, 2025.
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
9,025 reviews

Crew

8.1

Boarding

7.7

Overall

7.4

Food

6.6

Comfort

7.3

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
9,025 reviews
United Airlines
7.4
Good
9,025 reviews

Crew

8.1

Boarding

7.7

Overall

7.4

Food

6.6

Comfort

7.3

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. 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 20m. 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 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, 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
Hammond
Porter
Benton Harbor
Merrillville

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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 November 19, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$288Average$382FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$386Average$552FlexibilityNo cancel feeOn-time69%

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