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$51+ 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 5/1. Fares are subject to change and may not be available on all flights or dates of travel.
HVN — ORD
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
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 January 27, 2026.

This Booking.com deal was found by Cheapflights users on 1/25. 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.
Thu 2/53:20 pm
HVN
-
ORD
Nonstop2h 47m
Avelo Airlines
Sun 2/86:00 pm
ORD
-
HVN
Nonstop2h 21m
Avelo Airlines
Deal found 1/25$89
This Super.com deal was found by Cheapflights users on 1/25. 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.
Thu 4/303:50 pm
HVN
-
ORD
Nonstop2h 53m
Avelo Airlines
Sun 5/36:35 pm
ORD
-
HVN
Nonstop2h 32m
Avelo Airlines
Deal found 1/25$101
This Super.com deal was found by Cheapflights users on 1/26. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/73:50 pm
HVN
-
ORD
Nonstop2h 53m
Avelo Airlines
Mon 5/117:07 pm
ORD
-
HVN
Nonstop2h 32m
Avelo Airlines
Deal found 1/26$111
This Mytrip deal was found by Cheapflights users on 1/25. 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 2/53:20 pm
HVN
-
ORD
Nonstop2h 47m
Multiple Airlines
Sun 2/86:57 pm
ORD
-
HVN
2 stops16h 54m
Multiple Airlines
Deal found 1/25$186
This Mytrip deal was found by Cheapflights users on 1/26. 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.
Sat 2/283:55 pm
HVN
-
ORD
2 stops16h 59m
Multiple Airlines
Sun 3/16:00 pm
ORD
-
HVN
Nonstop2h 34m
Multiple Airlines
Deal found 1/26$193
This Mytrip deal was found by Cheapflights users on 1/26. 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.
Tue 3/242:45 pm
HVN
-
ORD
2 stops10h 22m
Multiple Airlines
Sun 3/296:00 pm
ORD
-
HVN
Nonstop2h 34m
Multiple Airlines
Deal found 1/26$208
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 4/308:44 pm
HVN
-
ORD
1 stop18h 33m
Multiple Airlines
Sun 5/310:25 am
ORD
-
HVN
1 stop8h 39m
Multiple Airlines
Deal found 1/25$214
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/2712:07 pm
HVN
-
ORD
1 stop12h 30m
Multiple Airlines
Sat 2/285:22 pm
ORD
-
HVN
1 stop16h 36m
Multiple Airlines
Deal found 1/26$222
This Kiwi.com deal was found by Cheapflights users on 1/25. 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.
Sun 3/2211:38 am
HVN
-
ORD
1 stop23h 12m
Multiple Airlines
Wed 3/256:16 pm
ORD
-
HVN
2 stops40h 11m
Multiple Airlines
Deal found 1/25$232
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/102:46 pm
HVN
-
STL
1 stop8h 41m
Multiple Airlines
Sat 2/148:17 pm
STL
-
HVN
2 stops22h 47m
Multiple Airlines
Deal found 1/26$267
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/28:44 pm
HVN
-
STL
1 stop11h 45m
Multiple Airlines
Sun 4/511:21 am
STL
-
HVN
2 stops23h 06m
Multiple Airlines
Deal found 1/26$389
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/88:44 pm
HVN
-
STL
1 stop27h 49m
Multiple Airlines
Sun 2/223:49 pm
STL
-
HVN
2 stops18h 38m
Multiple Airlines
Deal found 1/26$425

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 January 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$101
(Super.com)

One-way from

$51
(Super.com)

Popular in

August

Cheapest in

January

Average price

$187
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. 9% potential increase in price ($24 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 January 2026
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 January 27, 2026.
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

Tue 3/24

2:45 pm-12:07 am

2 stops10h 22m

Chicago O'Hare Intl

Sun 3/29

6:00 pm-9:34 pm

Nonstop2h 34m

$208

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

Sun 2/8

3:20 pm-5:07 pm

Nonstop2h 47m

Chicago O'Hare Intl

Thu 2/12

6:00 pm-9:34 pm

Nonstop2h 34m

$241

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

Sun 3/22

11:38 am-9:50 am

1 stop23h 12m

Chicago O'Hare Intl

Wed 3/25

12:44 pm-8:04 pm

1 stop30h 20m

$245

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

Tue 5/5

2:46 pm-11:12 pm

1 stop9h 26m

Chicago O'Hare Intl

Fri 5/8

6:31 am-2:57 pm

2 stops31h 26m

$248

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

Tue 2/10

2:46 pm-9:44 pm

1 stop7h 58m

Chicago O'Hare Intl

Sat 2/14

5:22 pm-10:58 am

1 stop16h 36m

$251

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

Tue 5/5

2:46 pm-11:12 pm

1 stop9h 26m

Chicago O'Hare Intl

Sat 5/9

3:49 pm-7:56 pm

1 stop27h 07m

$251

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

Wed 3/11

3:10 pm-11:47 pm

1 stop9h 37m

Chicago O'Hare Intl

Wed 3/18

5:05 am-10:04 pm

1 stop15h 59m

$255

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

Sun 2/8

3:20 pm-5:07 pm

Nonstop2h 47m

Chicago O'Hare Intl

Thu 2/12

10:44 am-12:55 pm

2 stops25h 11m

$255

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

Mon 2/23

11:21 am-12:40 am

2 stops14h 19m

Chicago O'Hare Intl

Mon 3/2

5:15 am-9:34 pm

1 stop15h 19m

$255

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

Thu 4/30

8:44 pm-7:59 am

1 stop12h 15m

Chicago O'Hare Intl

Mon 5/4

3:49 pm-2:01 pm

1 stop21h 12m

$257

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

Showing 1-10 of 20 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.

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 January 27, 2026.
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

Crew

8.3

Comfort

7.1

Food

5.1

Overall

7.6

Boarding

7.7

Entertainment

5.0

Reviews

1 / 7
8.0
Excellent

Anonymous,Dec 2025

USA - ROC

The Customer Service department, particularly the baggage claim process, needs significant improvement. Currently, this department is only accessible via email, which makes resolving urgent issues difficult and frustrating. On December 8th, while traveling from Rochester, NY to Concord, NC, my elderly parent’s walker was never boarded onto the aircraft. This caused considerable frustration, stress, and disappointment during our travel. A mobility aid such as a walker is not optional—it is essential for my parent’s safety and independence. The failure to properly handle this item created a serious and avoidable issue. This situation significantly impacted our travel experience and highlights the need for better communication, accountability, and handling of mobility assistance devices. I hope this matter is taken seriously and that improvements are made to prevent similar incidents in the future.
Avelo Airlines
7.6
Good
Avelo Airlines
7.6
Good

Crew

8.3

Comfort

7.1

Food

5.1

Overall

7.6

Boarding

7.7

Entertainment

5.0

Reviews

1 / 7
8.0
Excellent

Anonymous,Dec 2025

USA - ROC

The Customer Service department, particularly the baggage claim process, needs significant improvement. Currently, this department is only accessible via email, which makes resolving urgent issues difficult and frustrating. On December 8th, while traveling from Rochester, NY to Concord, NC, my elderly parent’s walker was never boarded onto the aircraft. This caused considerable frustration, stress, and disappointment during our travel. A mobility aid such as a walker is not optional—it is essential for my parent’s safety and independence. The failure to properly handle this item created a serious and avoidable issue. This situation significantly impacted our travel experience and highlights the need for better communication, accountability, and handling of mobility assistance devices. I hope this matter is taken seriously and that improvements are made to prevent similar incidents in the future.

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 47m. 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.

  • 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 January 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
Avelo AirlinesCheapest$104Average$199FlexibilityNo cancel feeOn-timeN/A

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