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

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 8/24. Fares are subject to change and may not be available on all flights or dates of travel.
HVN — ORD
ago. 19 — ago. 261
mar. 8/19
mar. 8/26
1 adult, Economy
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Cheap flight deals from New Haven to Illinois

Keep the following information in mind while searching for New Haven to Illinois flight deals. Data was last updated agosto 14, 2025.

Round-trip from

$153
(Gotogate)

One-way from

$53
(CheapOair)

Popular in

June

Cheapest in

September

Average price

$269

Good round-trip deal

$104 or less

Good one-way deal

$90 or less
From Tweed-New Haven to Illinois
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One-way flight from Tweed-New Haven to Illinois
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Highest demand for flights based on searches. 11% potential increase in price ($32 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Price to beat on a round-trip flight from Tweed-New Haven to Illinois.
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Price to beat on a one-way flight from Tweed-New Haven to Illinois.
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Find flight deals from New Haven to Illinois

Cheapest flights from New Haven to Illinois
Explore the most affordable flight options available from New Haven to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on agosto 14, 2025.

This Gotogate 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 8/281:45 pmHVN - ORD
Nonstop2h 20mAvelo Airlines
dom. 8/313:55 pmORD - HVN
Nonstop2h 10mAvelo Airlines
Deal found 8/13$153
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 12/212:20 pmHVN - ORD
Nonstop2h 30mAvelo Airlines
jue. 1/14:35 pmORD - HVN
Nonstop2h 05mAvelo Airlines
Deal found 8/13$168
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 9/263:40 pmHVN - ORD
1 stop7h 18mMultiple Airlines
dom. 9/286:02 pmORD - HVN
Nonstop2h 08mMultiple Airlines
Deal found 8/13$170
This Booking.com 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/113:50 pmHVN - ORD
Nonstop2h 21mAvelo Airlines
dom. 9/146:02 pmORD - HVN
Nonstop2h 08mAvelo Airlines
Deal found 8/14$174
This Booking.com 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/253:50 pmHVN - ORD
Nonstop2h 21mAvelo Airlines
dom. 9/286:02 pmORD - HVN
Nonstop2h 08mAvelo Airlines
Deal found 8/14$178
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 8/284:30 pmHVN - ORD
1 stop6h 52mMultiple Airlines
dom. 8/313:55 pmORD - HVN
Nonstop2h 10mMultiple Airlines
Deal found 8/13$180
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 8/278:30 amHVN - STL
2 stops26h 10mMultiple Airlines
dom. 8/312:30 pmSTL - HVN
2 stops21h 15mMultiple Airlines
Deal found 8/12$528

Cheapflights Fare Finder

 
Customize your flight search to find flights from New Haven to Illinois 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 agosto 14, 2025.
Use the filters below to find and compare flights from New Haven to Illinois that are best for you.

Fly from

New Haven

Fly to

Illinois

Route

Depart

Return

Price

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

jue. 8/28

1:45 pm-3:05 pm

Nonstop2h 20m

Chicago O'Hare Intl

dom. 8/31

3:55 pm-7:05 pm

Nonstop2h 10m

$153

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

vie. 9/26

3:40 pm-9:58 pm

1 stop7h 18m

Chicago O'Hare Intl

dom. 9/28

6:02 pm-9:10 pm

Nonstop2h 08m

$170

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

jue. 9/11

3:50 pm-5:11 pm

Nonstop2h 21m

Chicago O'Hare Intl

dom. 9/14

6:02 pm-9:10 pm

Nonstop2h 08m

$174

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

jue. 9/25

3:50 pm-5:11 pm

Nonstop2h 21m

Chicago O'Hare Intl

dom. 9/28

6:02 pm-9:10 pm

Nonstop2h 08m

$178

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

jue. 8/28

4:30 pm-10:22 pm

1 stop6h 52m

Chicago O'Hare Intl

dom. 8/31

3:55 pm-7:05 pm

Nonstop2h 10m

$180

New HavenSt. Louis

HVN - STL

HVNSTL

Tweed-New Haven

mié. 8/27

8:30 am-9:40 am

2 stops26h 10m

Lambert-St Louis

dom. 8/31

2:30 pm-12:45 pm

2 stops21h 15m

$528

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

dom. 8/24

1:45 pm-3:05 pm

Nonstop2h 20m

$53

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

dom. 9/21

3:50 pm-5:11 pm

Nonstop2h 21m

$59

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

dom. 11/9

3:50 pm-5:20 pm

Nonstop2h 30m

$60

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

dom. 10/19

1:45 pm-3:06 pm

Nonstop2h 21m

$84

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/13

Showing 1-10 of 17 results
1
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Best time to book a flight from New Haven to Illinois

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

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

Currently, August is the cheapest month in which you can book a flight from New Haven to Illinois (average of $245). Flying from New Haven to Illinois 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.

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

Find hourly flight availability from New Haven to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated agosto 14, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from New Haven to Illinois as you normally would.

Reviews of airlines servicing Illinois

Get insights into the airlines that provide service to Illinois. 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 Illinois. Reviews last updated agosto 14, 2025.
Read reviews from past customers who have flown Avelo Airlines from New Haven to Illinois. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Avelo Airlines
7.5
Good

Overall

7.5

Entertainment

5.0

Comfort

7.1

Boarding

7.6

Crew

8.2

Food

5.1

Reviews

1 / 6
2.0
Mediocre

Cindy,Sep 2023

MCO - DAY

I was emailed and told that if I check my luggage early I get a 10 dollar discount, also on the website, if it's under 50 lbs. it would be $40.00 I was charged $65.00 on first flight and $60.00 on second flight (second flight I checked in early, did not receive the discount, both flights my luggage was under 40 lbs.). Avelo destroyed my luggage, wheels were tore off, and plastic was ripped off.
Avelo Airlines
7.5
Good
Avelo Airlines
7.5
Good

Overall

7.5

Entertainment

5.0

Comfort

7.1

Boarding

7.6

Crew

8.2

Food

5.1

Reviews

1 / 6
2.0
Mediocre

Cindy,Sep 2023

MCO - DAY

I was emailed and told that if I check my luggage early I get a 10 dollar discount, also on the website, if it's under 50 lbs. it would be $40.00 I was charged $65.00 on first flight and $60.00 on second flight (second flight I checked in early, did not receive the discount, both flights my luggage was under 40 lbs.). Avelo destroyed my luggage, wheels were tore off, and plastic was ripped off.

Related info for your journey

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

    Tweed-New Haven (HVN), located 3.6 mi from the city center, is the airport you fly out of when you book flights from New Haven to Illinois.

  • What are the most popular routes from New Haven to Illinois?

    While some choose either Tweed-New Haven - Springfield Capital or Tweed-New Haven - Lambert-St Louis, Tweed-New Haven - Chicago O'Hare Intl is the most popular route from New Haven to Illinois.

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

    On average you can expect to pay $174 for a flight from New Haven to Illinois. The cheapest flight overall is $65 while the most popular route, (Tweed-New Haven - Chicago O'Hare Intl) is currently priced at $161.

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

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

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

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

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

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

    Currently, August is the cheapest month in which you can book a flight from New Haven to Illinois (average of $245). Flying from New Haven to Illinois 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

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Alternative routes for New Haven to Illinois

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

Discover the top airline that operate flights from New Haven to Illinois. 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 agosto 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
Avelo AirlinesCheapest$77Average$167FlexibilityNo cancel feeOn-timeN/A

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