ORD - HVN

$50 Find Cheap Flights from Chicago to New Haven

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to New Haven departing on 8/28. 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

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

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

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to New Haven 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 Chicago to New Haven

Thu, Sep 11 - Sun, Sep 14
Avelo Airlines Logo
6:02 pm - 9:10 pmORD-HVN
2h 08mnonstop
Avelo Airlines Logo
3:50 pm - 5:11 pmHVN-ORD
2h 21mnonstop
$88Avelo Airlines
Find Deal
Thu, Sep 4 - Sun, Sep 7
Avelo Airlines Logo
6:02 pm - 9:10 pmORD-HVN
2h 08mnonstop
Avelo Airlines Logo
3:50 pm - 5:11 pmHVN-ORD
2h 21mnonstop
$91Avelo Airlines
Find Deal
Thu, Aug 28 - Sun, Aug 31
Avelo Airlines Logo
3:55 pm - 7:05 pmORD-HVN
2h 10mnonstop
Avelo Airlines Logo
1:45 pm - 3:05 pmHVN-ORD
2h 20mnonstop
$93Avelo Airlines
Find Deal
Thu, Sep 4 - Sun, Sep 7
Avelo Airlines Logo
6:02 pm - 9:10 pmORD-HVN
2h 08mnonstop
Avelo Airlines Logo
3:50 pm - 5:11 pmHVN-ORD
2h 21mnonstop
$97Avelo Airlines
Find Deal
Thu, Sep 25 - Sun, Sep 28
Avelo Airlines Logo
6:02 pm - 9:10 pmORD-HVN
2h 08mnonstop
Avelo Airlines Logo
3:50 pm - 5:11 pmHVN-ORD
2h 21mnonstop
$103Avelo Airlines
Find Deal
Thu, Sep 25 - Sun, Oct 5
Avelo Airlines Logo
6:02 pm - 9:10 pmORD-HVN
2h 08mnonstop
Avelo Airlines Logo
1:45 pm - 3:06 pmHVN-ORD
2h 21mnonstop
$131Avelo Airlines
Find Deal
Thu, Sep 11 - Thu, Sep 18
Avelo Airlines Logo
6:02 pm - 9:10 pmORD-HVN
2h 08mnonstop
Avelo Airlines Logo
3:50 pm - 5:11 pmHVN-ORD
2h 21mnonstop
$143Avelo Airlines
Find Deal
Sun, Sep 14 - Sun, Sep 21
Avelo Airlines Logo
6:02 pm - 9:10 pmORD-HVN
2h 08mnonstop
Avelo Airlines Logo
3:50 pm - 5:11 pmHVN-ORD
2h 21mnonstop
$151Avelo Airlines
Find Deal
Fri, Aug 15 - Sun, Aug 24
 Logo
12:35 pm - 9:19 pmORD-HVN
7h 44m1 stop
 Logo
1:45 pm - 3:05 pmHVN-ORD
2h 20mnonstop
Sun, Aug 24 - Fri, Aug 29
 Logo
3:55 pm - 7:05 pmORD-HVN
2h 10mnonstop
 Logo
8:00 am - 7:07 pmHVN-ORD
12h 07m1 stop
Booking Insights

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

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

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

The average price of all round-trip flights from Chicago O'Hare Intl Airport to New Haven clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to New Haven on a Friday and more expensive on a Thursday. On your return trip to Chicago, you should consider flying back on a Thursday, and avoid Sundays for better deals.

Good to know

Cheapest flight$50
Flight from Chicago to New Haven

When to book flights from Chicago to New Haven

Are your dates flexible? Find out the best times to travel from Chicago to New Haven based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago to New Haven flights

  • Which airline offers a favorable carry-on policy to its passengers flying from Chicago?

    If you're flying from Chicago to New Haven and you have a piece of carry-on baggage, you should consider booking an airline that offers a good carry-on policy. Spirit Airlines allows you to come on board with one carry-on bag and one personal item with a maximum weight of 41 lb.

  • What is a suitable airline for those passengers with special dietary requirements?

    Alaska Airlines is one of the suitable airlines you can book if you're traveling from Chicago to New Haven and you have special dietary needs. It offers special meals like gluten-free meals, vegan, and asian vegetarian to its passengers depending on their orders.

  • What are the neighboring cities I can connect to from New Haven?

    Upon your arrival in New Haven from Chicago, there are a number of cities you can consider visiting. These cities include West Haven, East Haven, Woodbridge, Hamden, Orange, Branford, and North Haven. Car rentals will help you to easily navigate from one city to another.

  • What is a pet-friendly airline I can book when flying to New Haven with my pet?

    When you are flying from Chicago to New Haven in the company of your pet, you need to book a pet-friendly airline for your journey. Avelo allows you to board the plane with your pet, provided its weight combined with that of its carrier does not exceed 20 lb.

  • What is the cheapest flight from Chicago O'Hare Intl Airport to New Haven?

    In the last 3 days, the lowest price for a flight from Chicago O'Hare Intl Airport to New Haven was $50 for a one-way ticket and $88 for a round-trip.

  • Do I need a passport to fly between Chicago and New Haven?

    No

  • Which airports will I be using when flying from Chicago to New Haven?

    When flying out of Chicago you will be using Chicago O'Hare Intl. You will be landing at New Haven, also known as Tweed-New Haven.

  • Which airlines offer Wi-Fi service onboard planes from Chicago to New Haven?

    JetBlue, and American Airlines offer inflight Wi-Fi service on the Chicago to New Haven flight route.

  • Which aircraft models fly most regularly from Chicago to New Haven?

    The Boeing 737-800 Passenger/BBJ2 (winglets) is the aircraft model that flies most regularly on the Chicago to New Haven flight route.

  • On which days can I fly direct from Chicago to New Haven?

    You can catch a nonstop flight from Chicago to New Haven on Thursday, and Sunday.

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

    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 Chicago to New Haven.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to New Haven from Chicago 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 Chicago to New Haven?

    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 to New Haven with an airline and back to Chicago with another airline. Booking your flights between Chicago and HVN can sometimes prove cheaper using this method.

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

    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 to New Haven from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago O'Hare Intl Airport to New Haven

  • Looking for a cheap flight? 25% of our users found flights on this route for $86 or less one-way and $128 or less round-trip.
  • When you are planning to travel from Chicago to New Haven, you will be using Chicago O'Hare International Airport (ORD) and Tweed-New Haven Regional Airport (HVN) as your main departure and arrival airports, respectively. However, you can also start your journey from Chicago Midway International Airport (MDW) and land in New Haven via the HVN airport.
  • For those travelers flying to New Haven and looking forward to booking one of the eco-friendly airlines, American Airlines is the best option. The airline’s goal is to reduce energy consumption, work actively to fix petroleum-based fuels that have less carbon, and use more renewable energy. It also aims to embed sustainability in its own operations.
  • Buses offers quick, reliable, and convenient means of transport for those travelers located in Chicago's downtown who need to connect to the ORD airport for their flight to New Haven. You should choose the CTA Blue Line as your bus line; it operates 24 hours and offers affordable and fast services.
  • When you want to fly from Chicago to New Haven alongside your kids, book an airline that is kid-friendly. JetBlue offers extra-legroom seats that will make your journey more comfortable in case you're traveling with your child on your lap. It also has great amenities like in-flight entertainment, kid's movies, and games that will make your child's journey more enjoyable.
  • Mobility-impaired passengers who are planning on traveling from Chicago to New Haven should book one of the suitable airlines flying from Chicago to New Haven that offers mobility-friendly services to its passengers. Lufthansa offers on-board wheelchair assistance to such passengers so as to enable them to access the toilet easily.

Prefer to fly direct from Chicago to New Haven?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago O'Hare Intl to Tweed-New Haven.
Find which airlines fly direct from Chicago O'Hare Intl Airport to Tweed-New Haven Airport, which days they fly and book direct flights.

Direct departures

Chicago O'Hare Intl to Tweed-New Haven

Thursday

Avelo Airlines

Avelo Airlines

Sunday

Avelo Airlines

Avelo Airlines

See more direct flights

Direct returns

Tweed-New Haven to Chicago O'Hare Intl

Thursday

Avelo Airlines

Avelo Airlines

Sunday

Avelo Airlines

Avelo Airlines

See more direct flights

Reviews of the top airline flying from Chicago to New Haven

 
See real verified KAYAK customer reviews for airlines flying from Chicago to New Haven. 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 Chicago to New Haven? 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.
7.5
Avelo AirlinesOverall score based on 78 reviews
7.1Comfort
5.1Food
5.0Entertainment
7.6Boarding
8.2Crew
Airline reviews

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.

8.0 ExcellentJeffery, Jul 2025ROC - BNA
Read more Avelo Airlines reviews

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.

I always walk by a pallet of Avelo branded mini bottles of water on the tarmac, but I’ve never seen them in flight. Yup, not even water offered on a 3 hour flight. No wi-fi onboard. We just watch the flight crew on their phone for 3 hours every flight. At least a mid-flight trash pickup would be great. Better than my last flight, but they only could have gone up from there. Don’t use for business or ticketed vacation like Disney… too unreliable.

You get what you pay for. The plane was dirty and the seats were awful.

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

Information on your arrival and departure airports

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