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$52+ 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 11/20. Fares are subject to change and may not be available on all flights or dates of travel.
HVN — ORD
Dec 6 — Dec 131
Sat 12/6
Sat 12/13
1 adult, Economy
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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 November 6, 2025.

This Mytrip deal was found by Cheapflights users on 11/4. 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.
Fri 11/2811:05 amHVN - ORD
Nonstop2h 30mAvelo Airlines
Mon 12/11:20 pmORD - HVN
Nonstop2h 05mAvelo Airlines
Deal found 11/4$137
This Cheapflightsfares deal was found by Cheapflights users on 11/6. 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.
Mon 12/111:05 amHVN - ORD
Nonstop2h 30mAvelo Airlines
Thu 12/44:05 pmORD - HVN
Nonstop2h 05mAvelo Airlines
Deal found 11/6$143
This Mytrip deal was found by Cheapflights users on 11/4. 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 12/111:50 pmHVN - ORD
Nonstop2h 30mAvelo Airlines
Sun 12/144:05 pmORD - HVN
Nonstop2h 05mAvelo Airlines
Deal found 11/4$151
This Mytrip deal was found by Cheapflights users on 11/5. 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 11/201:35 pmHVN - ORD
Nonstop2h 30mMultiple Airlines
Mon 11/246:48 amORD - HVN
1 stop14h 41mMultiple Airlines
Deal found 11/5$183
This Mytrip deal was found by Cheapflights users on 11/4. 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 12/182:20 pmHVN - ORD
Nonstop2h 30mAvelo Airlines
Sun 12/214:35 pmORD - HVN
Nonstop2h 05mAvelo Airlines
Deal found 11/4$186
This FlightHub deal was found by Cheapflights users on 11/6. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/201:35 pmHVN - ORD
Nonstop2h 30mAvelo Airlines
Sun 11/234:25 pmORD - HVN
Nonstop2h 05mAvelo Airlines
Deal found 11/6$211
This Mytrip deal was found by Cheapflights users on 11/4. 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.
Fri 11/2811:05 amHVN - ORD
Nonstop2h 30mMultiple Airlines
Mon 12/14:58 pmORD - HVN
2 stops28h 05mMultiple Airlines
Deal found 11/4$222
This Mytrip deal was found by Cheapflights users on 11/4. 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 12/113:45 pmHVN - ORD
1 stop9h 24mMultiple Airlines
Sun 12/144:05 pmORD - HVN
Nonstop2h 05mMultiple Airlines
Deal found 11/4$224
This Mytrip deal was found by Cheapflights users on 11/6. 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.
Mon 12/111:05 amHVN - ORD
Nonstop2h 30mMultiple Airlines
Thu 12/47:10 amORD - HVN
1 stop14h 32mMultiple Airlines
Deal found 11/6$229
This Kiwi.com deal was found by Cheapflights users on 11/5. 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.
Thu 11/207:26 pmHVN - STL
1 stop29h 31mMultiple Airlines
Mon 11/244:13 pmSTL - HVN
1 stop18h 44mMultiple Airlines
Deal found 11/5$327
This Kiwi.com deal was found by Cheapflights users on 11/6. 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.
Thu 11/137:26 pmHVN - STL
2 stops38h 41mMultiple Airlines
Mon 11/172:12 pmSTL - HVN
1 stop22h 45mMultiple Airlines
Deal found 11/6$420

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 November 6, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$143
(Cheapflightsfares)

One-way from

$52
(Booking.com)

Popular in

August

Cheapest in

January

Average price

$228

Good one-way deal

$49 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. 7% potential increase in price ($20 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 November 2025
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 November 6, 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

Fri 11/28

11:05 am-12:35 pm

Nonstop2h 30m

Chicago O'Hare Intl

Mon 12/1

1:20 pm-4:25 pm

Nonstop2h 05m

$137

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

Thu 12/11

1:50 pm-3:20 pm

Nonstop2h 30m

Chicago O'Hare Intl

Sun 12/14

4:05 pm-7:10 pm

Nonstop2h 05m

$151

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

Thu 11/20

1:35 pm-3:05 pm

Nonstop2h 30m

Chicago O'Hare Intl

Sun 11/23

4:25 pm-7:30 pm

Nonstop2h 05m

$211

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

Fri 11/28

11:05 am-12:35 pm

Nonstop2h 30m

Chicago O'Hare Intl

Mon 12/1

4:58 pm-10:03 pm

2 stops28h 05m

$222

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

Thu 12/11

3:45 pm-12:09 am

1 stop9h 24m

Chicago O'Hare Intl

Sun 12/14

4:05 pm-7:10 pm

Nonstop2h 05m

$224

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

Fri 12/5

6:30 am-3:23 pm

1 stop9h 53m

Chicago O'Hare Intl

Fri 12/12

1:34 pm-9:49 pm

1 stop7h 15m

$227

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

Mon 12/1

11:05 am-12:35 pm

Nonstop2h 30m

Chicago O'Hare Intl

Thu 12/4

4:49 pm-2:19 pm

2 stops20h 30m

$247

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

Tue 12/30

1:05 pm-2:35 pm

Nonstop2h 30m

Chicago O'Hare Intl

Thu 1/1

4:35 pm-7:40 pm

Nonstop2h 05m

$258

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

Tue 12/2

2:42 pm-4:03 pm

1 stop26h 21m

Chicago O'Hare Intl

Mon 12/8

6:11 am-5:46 pm

2 stops10h 35m

$268

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

Thu 11/20

8:30 am-11:13 pm

2 stops15h 43m

Chicago O'Hare Intl

Mon 11/24

6:48 am-10:29 pm

1 stop14h 41m

$270

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/5

Showing 1-10 of 16 results
1
2

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 November 6, 2025.

It’s optimal to fly from New Haven to Illinois in the evening. By choosing this option you can save up to 61% on the cost of your flight, compared to a flight in the morning.

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 November 6, 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

Food

5.0

Crew

8.2

Boarding

7.7

Comfort

7.1

Entertainment

5.0

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

Food

5.0

Crew

8.2

Boarding

7.7

Comfort

7.1

Entertainment

5.0

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 - Lambert-St Louis or Tweed-New Haven - Springfield Capital, 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 $88 for a flight from New Haven to Illinois. The cheapest flight overall is $49 while the most popular route, (Tweed-New Haven - Chicago O'Hare Intl) is currently priced at $151.

  • 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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