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$39+ 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 12/14. Fares are subject to change and may not be available on all flights or dates of travel.
HVN — ORD
ene. 3 — ene. 101
sáb. 1/3
sáb. 1/10
1 adult, Economy
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Cheap 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 diciembre 4, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 12/1. 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. 12/141:50 pmHVN - ORD
Nonstop2h 30mAvelo Airlines
jue. 12/184:35 pmORD - HVN
Nonstop2h 05mAvelo Airlines
Deal found 12/1$77
This Super.com deal was found by Cheapflights users on 12/2. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/315:10 pmHVN - ORD
Nonstop2h 30mAvelo Airlines
dom. 1/44:35 pmORD - HVN
Nonstop2h 05mAvelo Airlines
Deal found 12/2$130
This Booking.com deal was found by Cheapflights users on 12/3. 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.
mié. 12/245:10 pmHVN - ORD
Nonstop2h 30mAvelo Airlines
jue. 12/254:35 pmORD - HVN
Nonstop2h 05mAvelo Airlines
Deal found 12/3$144
This Cheapflightsfares deal was found by Cheapflights users on 12/3. 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.
jue. 12/41:50 pmHVN - ORD
Nonstop2h 30mAvelo Airlines
jue. 12/114:05 pmORD - HVN
Nonstop2h 05mAvelo Airlines
Deal found 12/3$161
This Booking.com deal was found by Cheapflights users on 12/1. 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. 12/111:50 pmHVN - ORD
Nonstop2h 30mAvelo Airlines
dom. 12/144:05 pmORD - HVN
Nonstop2h 05mAvelo Airlines
Deal found 12/1$193
This Mytrip deal was found by Cheapflights users on 12/2. 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.
lun. 12/157:30 amHVN - ORD
1 stop13h 31mMultiple Airlines
mié. 12/177:25 pmORD - HVN
Nonstop2h 05mMultiple Airlines
Deal found 12/2$202
This Booking.com deal was found by Cheapflights users on 12/2. 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.
mié. 12/175:10 pmHVN - ORD
Nonstop2h 30mAvelo Airlines
dom. 12/214:35 pmORD - HVN
Nonstop2h 05mAvelo Airlines
Deal found 12/2$218
This Mytrip deal was found by Cheapflights users on 12/1. 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.
dom. 12/141:50 pmHVN - ORD
Nonstop2h 30mMultiple Airlines
jue. 12/185:00 amORD - HVN
1 stop8h 59mMultiple Airlines
Deal found 12/1$223
This Mytrip deal was found by Cheapflights users on 12/3. 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. 12/107:30 amHVN - ORD
2 stops15h 41mMultiple Airlines
jue. 12/114:05 pmORD - HVN
Nonstop2h 05mMultiple Airlines
Deal found 12/3$234
This Mytrip deal was found by Cheapflights users on 12/1. 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. 12/111:50 pmHVN - ORD
Nonstop2h 30mMultiple Airlines
dom. 12/147:10 amORD - HVN
1 stop14h 32mMultiple Airlines
Deal found 12/1$237
This Kiwi.com deal was found by Cheapflights users on 12/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/187:26 pmHVN - STL
1 stop28h 07mMultiple Airlines
lun. 12/224:27 pmSTL - HVN
1 stop20h 30mMultiple Airlines
Deal found 12/3$354

Find 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 diciembre 4, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$77
(Cheapflightsfares)

One-way from

$39
(Booking.com)

Popular in

August

Cheapest in

January

Average price

$252

Good round-trip deal

$148 or less

Good one-way deal

$50 or less
Provider with most accurate pricing for New York (NYC)-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for New York (NYC)-Chicago (CHI) flights.
Search Deals
From Tweed-New Haven to Illinois
Search Deals
One-way flight from Tweed-New Haven to Illinois
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($21 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Tweed-New Haven to Illinois.
Search Deals
Price to beat on a one-way flight from Tweed-New Haven to Illinois.
Search Deals

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 diciembre 4, 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

dom. 12/14

1:50 pm-3:20 pm

Nonstop2h 30m

Chicago O'Hare Intl

jue. 12/18

4:35 pm-7:40 pm

Nonstop2h 05m

$77

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

jue. 1/1

2:20 pm-3:50 pm

Nonstop2h 30m

Chicago O'Hare Intl

jue. 1/8

5:20 pm-8:26 pm

Nonstop2h 06m

$108

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

mié. 12/31

5:10 pm-6:40 pm

Nonstop2h 30m

Chicago O'Hare Intl

dom. 1/4

4:35 pm-7:40 pm

Nonstop2h 05m

$130

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

lun. 3/16

3:25 pm-5:10 pm

Nonstop2h 45m

Chicago O'Hare Intl

mié. 3/18

7:15 pm-10:49 pm

Nonstop2h 34m

$140

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

mié. 12/24

5:10 pm-6:40 pm

Nonstop2h 30m

Chicago O'Hare Intl

jue. 12/25

4:35 pm-7:40 pm

Nonstop2h 05m

$144

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

jue. 1/1

2:20 pm-3:50 pm

Nonstop2h 30m

Chicago O'Hare Intl

jue. 1/8

7:00 am-3:51 pm

1 stop7h 51m

$158

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

lun. 12/15

3:05 pm-12:09 am

2 stops10h 04m

Chicago O'Hare Intl

mié. 12/17

7:25 pm-10:30 pm

Nonstop2h 05m

$216

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

vie. 2/27

3:25 pm-5:10 pm

Nonstop2h 45m

Chicago O'Hare Intl

dom. 3/1

7:00 am-10:47 pm

1 stop14h 47m

$216

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

dom. 12/14

1:50 pm-3:20 pm

Nonstop2h 30m

Chicago O'Hare Intl

jue. 12/18

5:00 am-2:59 pm

1 stop8h 59m

$223

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

lun. 3/16

7:30 am-7:45 pm

1 stop13h 15m

Chicago O'Hare Intl

mié. 3/18

7:15 pm-10:49 pm

Nonstop2h 34m

$225

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/1

Showing 1-10 of 21 results
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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, May is the cheapest month in which you can book a flight from New Haven to Illinois (average of $55). Flying from New Haven to Illinois in July is currently the most expensive (average of $126). 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 diciembre 4, 2025.

It’s optimal to fly from New Haven to Illinois in the evening. By choosing this option you can save up to 62% on the cost of your flight, compared to a flight in the afternoon.

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 diciembre 4, 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
7.6
Good

Food

5.0

Overall

7.6

Crew

8.3

Entertainment

5.0

Boarding

7.8

Comfort

7.1

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
7.6
Good
Avelo Airlines
7.6
Good

Food

5.0

Overall

7.6

Crew

8.3

Entertainment

5.0

Boarding

7.8

Comfort

7.1

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.

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

    There are many flights that can get you from New Haven to Illinois in 2h 30m. Fly via Avelo Airlines to get the fastest option. New Haven and Illinois are separated by a distance of 776 mi. Most flights are nonstop.

  • 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 $153 for a flight from New Haven to Illinois. The cheapest flight overall is $39 while the most popular route, (Tweed-New Haven - Chicago O'Hare Intl) is currently priced at $70.

  • 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, May is the cheapest month in which you can book a flight from New Haven to Illinois (average of $55). Flying from New Haven to Illinois in July is currently the most expensive (average of $126). 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 diciembre 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
Avelo AirlinesCheapest$104Average$199FlexibilityNo cancel feeOn-timeN/A

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