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Cheap flights from Chicago to New York from $95

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to New York departing on 1/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Avelo Airlines Logo
5:55 pm - 9:29 pm
ORD
-
HVN
2h 34mnonstop
Avelo Airlines Logo
3:25 pm - 5:10 pm
HVN
-
ORD
2h 45mnonstop
$128Avelo Airlines
Fri, Apr 10 - Mon, Apr 13
Avelo Airlines Logo
5:20 pm - 8:26 pm
ORD
-
HVN
2h 06mnonstop
Avelo Airlines Logo
3:05 pm - 4:37 pm
HVN
-
ORD
2h 32mnonstop
$134Avelo Airlines
Thu, Jan 15 - Sun, Jan 18
Multiple Airlines Logo
5:30 am - 2:57 pm
ORD
-
HVN
8h 27m1 stop
Multiple Airlines Logo
3:42 pm - 7:59 am
HVN
-
ORD
17h 17m1 stop
$239Multiple Airlines
Wed, May 20 - Wed, May 27
Multiple Airlines Logo
7:21 pm - 10:58 am
ORD
-
HVN
14h 37m1 stop
Multiple Airlines Logo
12:07 pm - 9:27 pm
HVN
-
ORD
10h 20m2 stops
$245Multiple Airlines
Sat, Jan 24 - Mon, Jan 26
Multiple Airlines Logo
10:48 am - 7:04 pm
ORD
-
HVN
7h 16m1 stop
Multiple Airlines Logo
12:07 pm - 11:22 am
HVN
-
ORD
24h 15m2 stops
$248Multiple Airlines
Thu, Jan 8 - Mon, Jan 12
Multiple Airlines Logo
3:49 pm - 2:57 pm
ORD
-
HVN
22h 08m1 stop
Multiple Airlines Logo
2:47 pm - 7:59 am
HVN
-
ORD
18h 12m1 stop
$250Multiple Airlines
Tue, May 12 - Tue, May 26
Multiple Airlines Logo
12:44 pm - 12:51 pm
ORD
-
HVN
23h 07m2 stops
Multiple Airlines Logo
3:20 pm - 11:22 am
HVN
-
ORD
21h 02m2 stops
$259Multiple Airlines
Sat, Jan 24 - Mon, Jan 26
Multiple Airlines Logo
12:44 pm - 12:51 pm
ORD
-
HVN
23h 07m3 stops
Multiple Airlines Logo
3:20 pm - 11:22 am
HVN
-
ORD
21h 02m2 stops
$267Multiple Airlines
Sat, Jan 24 - Mon, Jan 26
Multiple Airlines Logo
12:44 pm - 12:51 pm
ORD
-
HVN
23h 07m3 stops
Multiple Airlines Logo
3:20 pm - 5:52 pm
HVN
-
ORD
27h 32m3 stops
$287Multiple Airlines
Sat, Jan 24 - Mon, Jan 26
Multiple Airlines Logo
3:49 pm - 2:57 pm
ORD
-
HVN
22h 08m1 stop
Multiple Airlines Logo
1:11 pm - 12:40 pm
HVN
-
ORD
24h 29m2 stops
$301Multiple Airlines
Tue, May 12 - Tue, May 26

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to New Haven 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, momondo users made 832,500 searches. Data last updated December 23, 2025.
Use the filters below to find and compare flights from Chicago to New Haven that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

Fri 4/10

5:55 pm-9:29 pm

Nonstop2h 34m

Tweed-New Haven

Mon 4/13

3:25 pm-5:10 pm

Nonstop2h 45m

$128

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

Thu 1/15

5:20 pm-8:26 pm

Nonstop2h 06m

Tweed-New Haven

Sun 1/18

3:05 pm-4:37 pm

Nonstop2h 32m

$134

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

Wed 5/20

5:30 am-2:57 pm

1 stop8h 27m

Tweed-New Haven

Wed 5/27

3:42 pm-7:59 am

1 stop17h 17m

$239

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

Sat 1/24

7:21 pm-10:58 am

1 stop14h 37m

Tweed-New Haven

Mon 1/26

12:07 pm-9:27 pm

2 stops10h 20m

$245

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

Thu 1/8

10:48 am-7:04 pm

1 stop7h 16m

Tweed-New Haven

Mon 1/12

12:07 pm-11:22 am

2 stops24h 15m

$248

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

Tue 5/12

3:49 pm-2:57 pm

1 stop22h 08m

Tweed-New Haven

Tue 5/26

2:47 pm-7:59 am

1 stop18h 12m

$250

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

Sat 1/24

12:44 pm-12:51 pm

2 stops23h 07m

Tweed-New Haven

Mon 1/26

3:20 pm-11:22 am

2 stops21h 02m

$259

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

Sat 1/24

12:44 pm-12:51 pm

3 stops23h 07m

Tweed-New Haven

Mon 1/26

3:20 pm-11:22 am

2 stops21h 02m

$267

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

Sat 1/24

12:44 pm-12:51 pm

3 stops23h 07m

Tweed-New Haven

Mon 1/26

3:20 pm-5:52 pm

3 stops27h 32m

$287

ChicagoNew Haven

ORD - HVN

ORDHVN

Chicago O'Hare Intl

Tue 5/12

3:49 pm-2:57 pm

1 stop22h 08m

Tweed-New Haven

Tue 5/26

1:11 pm-12:40 pm

2 stops24h 29m

$301

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to New York from

How to get the cheapest flight ticket from Chicago to New Haven

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Chicago and New Haven?

What is the cheapest day to depart on your flight to New Haven?

According to our data, Wednesday is the cheapest day to fly to New Haven from Chicago. The lowest ticket price found for a Wednesday departure recently was $88. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Chicago to New Haven for around $208.

What is the cheapest time of day to depart on your flight to New Haven?

Flying to New Haven from Chicago in the evening is the least expensive time of day to depart. momondo users have found prices as low as $91 when looking at flights departing in the evening. In contrast, the most expensive time of day to depart to New Haven is in the afternoon when prices are around $137.

What is the cheapest Chicago to Tweed-New Haven flight route?

Fly from Chicago O'Hare Intl to Tweed-New Haven for the best Chicago - Tweed-New Haven flight prices

What cabin class options are available on Chicago to Tweed-New Haven flights?

There is only 1 cabin class available to choose from on Chicago to Tweed-New Haven flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

When to book flights from Chicago to New Haven

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to New Haven according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to New Haven (CHI to HVN) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to New Haven

Best Price Found

$37

Fastest flight time

2h 05m

Direct flights

Mon and Fri

Airports in New Haven

1 airport
The best one-way flight to New Haven from Chicago in the past 72 hours is $37. The best round-trip flight deal from Chicago to New Haven found on momondo in the last 72 hours is $132.
The fastest flight from Chicago to New Haven takes 2h 05m
Direct flights go from Chicago to New Haven on Monday and Friday. The only airline offering direct flights is Avelo Airlines.
There is 1 airport in New Haven. From Chicago there are direct flights to Tweed-New Haven (HVN).
Search flight deals

  • How far is Chicago to Tweed-New Haven by plane?

    Tweed-New Haven is 759.2 mi away from Chicago. A reasonable flight in good conditions will take 2h 05m.

  • When did momondo last update prices for flights from Chicago to Tweed-New Haven Airport?

    Prices for flights from Chicago to Tweed-New Haven Airport are updated daily.

  • How many operators does momondo search for flights from Chicago to Tweed-New Haven Airport?

  • How old do you have to be to fly from Chicago to Tweed-New Haven Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Tweed-New Haven Airport.

  • What documentation or ID do you need to fly to Tweed-New Haven Airport?

    The travel and health documents you'll need for your trip to Tweed-New Haven Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Tweed-New Haven Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Chicago to New Haven?

  • What is the most popular airline from Chicago to New Haven?

Best airlines flying from Chicago to New Haven

Compare and see reviews for airlines that fly from Chicago to New Haven with momondo
Airline
Rating
Free Cancellation
Price
Avelo AirlinesPriceFrom $78Free CancellationRating
7.5
85 reviews
Search Avelo Airlines flights

  • Avelo Airlines Flights From Chicago to New Haven

    The lowest priced Avelo Airlines flight from Chicago to New Haven from the last 72 hours was $78. Generally, Avelo Airlines has 1 flight on this route every week with an average price of $135. Avelo Airlines is rated 7.5/10 by our users.

Traveling to a place near New York?

Book flights to New York if you plan to visit one of these locations
Old Saybrook
Madison
Wallingford
Westbrook
Essex
Chester

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to New Haven?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to New Haven. momondo saves you time and could save you money on your trip.

Can I find flights from Chicago to New Haven with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to New Haven from Chicago with this policy.

How can momondo help me find flights from Chicago to New Haven?

momondo helps you find the best flight between Chicago and New Haven by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Chicago to New Haven right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Chicago to New Haven now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to New Haven and let you know when they change.

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Airports servicing Connecticut

Hartford Bradley Intl Airport