$52 Find Cheap Flights from New Haven to Illinois

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from New Haven to Illinois departing on 4/6. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Illinois

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from New Haven to Illinois, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from New Haven to Illinois, as well as popular online travel agencies
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Cheap Flights from New Haven to Illinois

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Chicago
Chicagononstop$171
St. Louis
St. Louis1 stop$347
Chicago
Chicagononstop$171
St. Louis
St. Louis1 stop$347

Book Cheap New Haven to Illinois Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from New Haven to Illinois that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from New Haven to Illinois

Thu, Jan 1 - Thu, Jan 8
Avelo Airlines Logo
2:20 pm - 3:50 pm
HVN
-
ORD
2h 30mnonstop
Avelo Airlines Logo
5:20 pm - 8:26 pm
ORD
-
HVN
2h 06mnonstop
$171Avelo Airlines
Thu, Jan 15 - Sun, Jan 18
Avelo Airlines Logo
3:05 pm - 4:37 pm
HVN
-
ORD
2h 32mnonstop
Avelo Airlines Logo
5:20 pm - 8:26 pm
ORD
-
HVN
2h 06mnonstop
$173Avelo Airlines
Tue, Jan 20 - Thu, Jan 22
Multiple Airlines Logo
2:46 pm - 1:13 pm
HVN
-
ORD
23h 27m1 stop
Multiple Airlines Logo
10:48 am - 7:04 pm
ORD
-
HVN
7h 16m1 stop
$174Multiple Airlines
Tue, Jan 20 - Thu, Jan 22
Multiple Airlines Logo
2:46 pm - 1:13 pm
HVN
-
ORD
23h 27m1 stop
Multiple Airlines Logo
12:44 pm - 11:27 am
ORD
-
HVN
21h 43m2 stops
$181Multiple Airlines
Sun, Dec 21 - Thu, Dec 25
Avelo Airlines Logo
2:20 pm - 3:50 pm
HVN
-
ORD
2h 30mnonstop
Avelo Airlines Logo
4:35 pm - 7:40 pm
ORD
-
HVN
2h 05mnonstop
$191Avelo Airlines
Thu, Jan 22 - Tue, Jan 27
Multiple Airlines Logo
7:44 pm - 10:35 am
HVN
-
ORD
15h 51m1 stop
Multiple Airlines Logo
5:53 pm - 7:04 pm
ORD
-
HVN
48h 11m2 stops
$199Multiple Airlines
Thu, Dec 18 - Tue, Dec 23
Multiple Airlines Logo
2:20 pm - 3:50 pm
HVN
-
ORD
2h 30mnonstop
Multiple Airlines Logo
5:35 am - 1:45 pm
ORD
-
HVN
7h 10m1 stop
$219Multiple Airlines
Tue, Jan 6 - Tue, Jan 13
Multiple Airlines Logo
2:42 pm - 2:21 pm
HVN
-
ORD
24h 39m1 stop
Multiple Airlines Logo
7:21 pm - 5:18 pm
ORD
-
HVN
44h 57m2 stops
$236Multiple Airlines
Fri, Feb 6 - Sun, Feb 8
Multiple Airlines Logo
12:07 pm - 10:49 pm
HVN
-
ORD
11h 42m2 stops
Multiple Airlines Logo
10:48 am - 8:04 pm
ORD
-
HVN
8h 16m1 stop
$238Multiple Airlines
Sun, Dec 21 - Sun, Jan 11
Avelo Airlines Logo
2:20 pm - 3:50 pm
HVN
-
ORD
2h 30mnonstop
Avelo Airlines Logo
5:20 pm - 8:26 pm
ORD
-
HVN
2h 06mnonstop
$292Avelo Airlines
Booking Insights

KAYAK's insights & trends for New Haven to Illinois flights

Get data-powered insights and trends into flights from New Haven to Illinois to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest New Haven to Illinois flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Illinois from New Haven found in the last 72 hours was to Chicago, at $78 round-trip. The most popular route is from New Haven (HVN) to Chicago O'Hare Intl Airport (ORD), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $78.

What’s the cheapest day of the week to fly from New Haven to Illinois?

The average price of all round-trip flights from New Haven to Illinois clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from New Haven to Illinois, look for departures on Thursdays and avoid leaving on a Sunday, as it's usually the priciest day. When flying back from Illinois, Wednesday is the cheapest day to fly and Thursday is the most expensive.

Find deals

Good to know

Low seasonFebruary
Cheapest flight$52
Best time to beat the crowds with an average 58% drop in price.
Most popular time to fly with an average 36% increase in price.
Flight from New Haven to Chicago

FAQs - booking Illinois flights

  • How does KAYAK find such low prices on flights from New Haven to Illinois?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from New Haven to Illinois.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from New Haven to Illinois?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from New Haven to Illinois is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from New Haven to Illinois?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from New Haven to Illinois with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from New Haven to Illinois?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from New Haven to Illinois up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Illinois?

    The cheapest time of day to fly to Illinois is generally in the morning, when round-trip flights cost $158 on average. Morning departures are around 27% cheaper than evening flights, on average. The most expensive time of day to fly to Illinois is generally at night, which is peak travel time and where the average cost of a ticket is $290.

Top tips for finding cheap flights to Illinois

  • Looking for a cheap flight? 25% of our users found tickets from New Haven to the following destinations at these prices or less: Chicago $50 one-way - $98 round-trip

Reviews of the top airline flying from New Haven to Illinois

 
See real verified KAYAK customer reviews for airlines flying from New Haven to Illinois. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from New Haven to Illinois? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.6
Avelo AirlinesOverall score based on 83 reviews
8.3Crew
7.1Comfort
5.0Food
7.8Boarding
5.0Entertainment
Airline reviews

Surprisingly was one of the better flights I’ve been on

10.0 ExcellentAnonymous, Nov 2025
HVN - USA
Read more Avelo Airlines reviews

Surprisingly was one of the better flights I’ve been on

Short 2-hour flight, we took off on time, ETA was earlier than stated, no interaction needed with stewards, no food, no entertainment on such a short flight.

Avelo provided exactly what I expected. They are a low-cost option with no frills but the experience was comfortable and the staff was great! I will be using them in the future for trips when cost is a priority for me.

Expect nothing and you will be fine. Seats are crammed.

Terrible landing. Uncomfortable seats. Great cabin crew-helpful and pleasant!

Tight fit in middle seat but OK for short flight. Crew was more interested in talking to each other than helping passengers - strickingly dissappointing. DAB is a great airport. New Haven sucks! Excellent value for the .

Avelo is definitely a budget airline and you get what you pay for. The plane was packed and the seats were not particularly comfortable. Staff was very nice and both of our flights were on time. The one thing I wish I had known was that the staff does not show up at the airport desk to check your bags until two hours before the flight. We had a 4:30 flight and had to check out of our hotel at noon. Since we have lounge passes we planned to check our bag, go through security and hang out at the lounge until we had to board. But because we could not check our bag until 2:30, when the staff showed up, we could not go through security and access the lounge. Passengers with boarding passes and carry on luggage would not have this issue. I might fly Avelo again but would only do carry on or plan to get to the airport no sooner than two hours before check in. And I would not recommend a long flight on Avelo since there is no food or entertainment and the seats are not comfortable.

No food or entertainment, but flight very comfortable and on time.

Baggage claim was barbaric at Wilmington. I realize that this is a startup airline but if they hope to grow or even survive they need to upgrade this airport. There is no automated luggage carousel and at times you are not only fighting your fellow passengers to get to your bags but also passengers coming in from other flights who cross right in front of you

No frills, i.e., no drinks or snacks. One is charged for everything. The cost really adds up. The crew and flight attendants were excellent and very pleasant.

Everything you need to know for your flight from New Haven to Illinois

Information on your arrival and departure airports

New Haven (HVN)