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New Haven

$53+ Cheap flights from Illinois to New Haven (HVN)

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 12/31. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — HVN
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
1 adult, Economy
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Cheap flight deals from Illinois to New Haven

Keep the following information in mind while searching for Illinois to New Haven flight deals. Data was last updated October 28, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$97
(Mytrip)

One-way from

$53
(CheapOair)

Popular in

December

Cheapest in

January

Average price

$201

Good round-trip deal

$108 or less
Provider with most accurate pricing for Chicago (CHI)-New York (NYC) flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-New York (NYC) flights.
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From Illinois to Tweed-New Haven
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One-way flight from Illinois to Tweed-New Haven
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High demand for flights, 2% potential price rise
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Cheapest flight prices on average. 1% potential price decrease ($3 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Price to beat on a round-trip flight from Illinois to Tweed-New Haven.
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Find flight deals from Illinois to New Haven

Cheapest flights from Illinois to New Haven
Explore the most affordable flight options available from Illinois to New Haven. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 28, 2025.

This Mytrip deal was found by Cheapflights users on 10/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/114:05 pmORD - HVN
Nonstop2h 05mAvelo Airlines
Sun 12/141:50 pmHVN - ORD
Nonstop2h 30mAvelo Airlines
Deal found 10/28$98
This CheapOair deal was found by Cheapflights users on 10/26. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/177:25 pmORD - HVN
Nonstop2h 05mAvelo Airlines
Sun 1/113:05 pmHVN - ORD
Nonstop2h 32mAvelo Airlines
Deal found 10/26$101
This Cheapflightsfares deal was found by Cheapflights users on 10/26. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/66:20 pmORD - HVN
Nonstop2h 04mAvelo Airlines
Thu 11/133:50 pmHVN - ORD
Nonstop2h 30mAvelo Airlines
Deal found 10/26$148
This Trip.com deal was found by Cheapflights users on 10/27. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1212:15 pmORD - HVN
1 stop8h 34mMultiple Airlines
Sun 12/141:50 pmHVN - ORD
Nonstop2h 30mMultiple Airlines
Deal found 10/27$156
This CheapOair deal was found by Cheapflights users on 10/26. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/254:35 pmORD - HVN
Nonstop2h 05mAvelo Airlines
Tue 12/301:05 pmHVN - ORD
Nonstop2h 30mAvelo Airlines
Deal found 10/26$161
This eDestinos deal was found by Cheapflights users on 10/26. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/214:35 pmORD - HVN
Nonstop2h 05mAvelo Airlines
Sun 1/113:05 pmHVN - ORD
Nonstop2h 32mAvelo Airlines
Deal found 10/26$166
This CheapOair deal was found by Cheapflights users on 10/26. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/233:15 pmORD - HVN
Nonstop2h 05mAvelo Airlines
Wed 12/315:10 pmHVN - ORD
Nonstop2h 30mAvelo Airlines
Deal found 10/26$171
This Mytrip deal was found by Cheapflights users on 10/26. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/136:48 amORD - HVN
1 stop13h 31mMultiple Airlines
Sun 11/163:50 pmHVN - ORD
Nonstop2h 30mMultiple Airlines
Deal found 10/26$177
This Mytrip deal was found by Cheapflights users on 10/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/115:00 amORD - HVN
1 stop16h 42mMultiple Airlines
Sun 12/141:50 pmHVN - ORD
Nonstop2h 30mMultiple Airlines
Deal found 10/28$180
This CheapOair deal was found by Cheapflights users on 10/27. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/214:35 pmORD - HVN
Nonstop2h 05mAvelo Airlines
Wed 12/315:10 pmHVN - ORD
Nonstop2h 30mAvelo Airlines
Deal found 10/27$184
This Trip.com deal was found by Cheapflights users on 10/26. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/107:45 pmSTL - HVN
2 stops16h 29mMultiple Airlines
Fri 11/143:35 pmHVN - STL
2 stops18h 32mMultiple Airlines
Deal found 10/26$420
This Mytrip deal was found by Cheapflights users on 10/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/309:50 amSTL - HVN
2 stops9h 00mMultiple Airlines
Mon 11/1010:25 amHVN - STL
2 stops9h 11mMultiple Airlines
Deal found 10/27$474

Cheapflights Fare Finder

 
Customize your flight search to find flights from Illinois to New Haven 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 October 28, 2025.
Use the filters below to find and compare flights from Illinois to New Haven that are best for you.

Fly from

Illinois

Fly to

New Haven

Route

Depart

Return

Price

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

Wed 2/11

5:15 pm-8:34 pm

Nonstop2h 19m

Tweed-New Haven

Wed 2/18

2:45 pm-4:02 pm

Nonstop2h 17m

$97

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

Thu 12/11

4:05 pm-7:10 pm

Nonstop2h 05m

Tweed-New Haven

Sun 12/14

1:50 pm-3:20 pm

Nonstop2h 30m

$98

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

Thu 12/11

4:05 pm-7:10 pm

Nonstop2h 05m

Tweed-New Haven

Wed 12/24

5:10 pm-6:40 pm

Nonstop2h 30m

$98

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

Wed 12/17

7:25 pm-10:30 pm

Nonstop2h 05m

Tweed-New Haven

Sun 1/11

3:05 pm-4:37 pm

Nonstop2h 32m

$101

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

Thu 11/13

6:05 pm-9:09 pm

Nonstop2h 04m

Tweed-New Haven

Sun 11/16

3:50 pm-5:20 pm

Nonstop2h 30m

$148

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

Thu 1/29

5:20 pm-8:26 pm

Nonstop2h 06m

Tweed-New Haven

Mon 2/2

6:30 am-9:23 pm

1 stop15h 53m

$153

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

Fri 12/12

12:15 pm-9:49 pm

1 stop8h 34m

Tweed-New Haven

Sun 12/14

1:50 pm-3:20 pm

Nonstop2h 30m

$156

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

Tue 12/23

3:15 pm-6:20 pm

Nonstop2h 05m

Tweed-New Haven

Wed 12/31

5:10 pm-6:40 pm

Nonstop2h 30m

$171

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

Thu 11/13

6:48 am-9:19 pm

1 stop13h 31m

Tweed-New Haven

Sun 11/16

3:50 pm-5:20 pm

Nonstop2h 30m

$177

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

Thu 12/11

5:00 am-10:42 pm

1 stop16h 42m

Tweed-New Haven

Sun 12/14

1:50 pm-3:20 pm

Nonstop2h 30m

$180

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/26

Showing 1-10 of 23 results
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Best time to book a flight from Illinois to New Haven

Have a flexible travel schedule? Discover the best time to fly to New Haven from Illinois 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 Illinois to New Haven

What is the cheapest month to book a flight from Illinois to New Haven?

Currently, September is the cheapest month in which you can book a flight from Illinois to New Haven (average of $23). Flying from Illinois to New Haven in June is currently the most expensive (average of $107). 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.

What is the cheapest time of day to fly from IL to HVN?

Find hourly flight availability from Illinois to New Haven. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 28, 2025.

When flying from Illinois to New Haven, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

How much does it cost to fly round-trip from Illinois to New Haven?

Related info for your journey

Find useful and relevant information for your journey from Illinois to New Haven. 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 into for flights to New Haven from Illinois?

    If you book a flight to New Haven from Illinois, you will be flying to Tweed-New Haven, which is the city’s only airport. Tweed-New Haven (HVN) is located 3.6 mi from the center of New Haven.

  • How long is the flight from Illinois to New Haven?

    A quick flight from Illinois to New Haven can take about 2h 19m. Avelo Airlines provides one of the quickest options available for as low as $97. The distance from Illinois to New Haven is about 776 mi. All flights are typically nonstop.

  • What are the cheapest flights from Illinois to New Haven?

    Looking for the cheapest flight from Illinois to New Haven? While on average our users pay $188, our data indicates the cheapest price to be $94. The most popular route (Chicago O'Hare Intl - Tweed-New Haven), is priced around $97.

  • Can I find deals for flights from Illinois to New Haven that include hotel bookings?

    Yes. In addition to deals on Illinois to New Haven flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Illinois to New Haven?

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

  • Can I find deals for business class flights from Illinois to New Haven?

    Yes. Cheapflights offers flight deals from Illinois to New Haven 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 Illinois to New Haven?

    Currently, September is the cheapest month in which you can book a flight from Illinois to New Haven (average of $23). Flying from Illinois to New Haven in June is currently the most expensive (average of $107). 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 New Haven?

Book flights to New Haven if you plan to visit one of these locations
Wallingford

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Alternative routes for Illinois to New Haven

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Illinois to New Haven

Discover the top airline that operate flights from Illinois to New Haven. 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 October 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
Avelo AirlinesCheapest$85Average$135FlexibilityNo cancel feeOn-timeN/A

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