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Cheap flights from New Haven to Chicago from $37

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from New Haven to Chicago departing on 1/22. 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

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Avelo Airlines Logo
3:25 pm - 5:10 pm
HVN
-
ORD
2h 45mnonstop
Avelo Airlines Logo
11:00 am - 2:34 pm
ORD
-
HVN
2h 34mnonstop
$78Avelo Airlines
Fri, Feb 27 - Sat, Feb 28
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
$132Avelo Airlines
Thu, Jan 22 - Sun, Jan 25
Avelo Airlines Logo
3:25 pm - 5:10 pm
HVN
-
ORD
2h 45mnonstop
Avelo Airlines Logo
5:55 pm - 9:29 pm
ORD
-
HVN
2h 34mnonstop
$140Avelo Airlines
Mon, Apr 13 - Fri, Apr 17
Multiple Airlines Logo
3:25 pm - 5:10 pm
HVN
-
ORD
2h 45mnonstop
Multiple Airlines Logo
5:05 am - 3:25 pm
ORD
-
HVN
9h 20m1 stop
$173Multiple Airlines
Fri, Feb 27 - Sun, Mar 1
Multiple Airlines Logo
3:25 pm - 5:10 pm
HVN
-
ORD
2h 45mnonstop
Multiple Airlines Logo
5:05 am - 3:25 pm
ORD
-
HVN
9h 20m1 stop
$211Multiple Airlines
Fri, Feb 13 - Sun, Feb 15
Multiple Airlines Logo
12:07 pm - 4:40 pm
HVN
-
ORD
29h 33m2 stops
Multiple Airlines Logo
10:48 am - 8:04 pm
ORD
-
HVN
8h 16m1 stop
$247Multiple Airlines
Fri, Feb 6 - Sun, Feb 8
Multiple Airlines Logo
12:07 pm - 11:37 pm
HVN
-
ORD
12h 30m1 stop
Multiple Airlines Logo
6:40 am - 11:27 am
ORD
-
HVN
27h 47m2 stops
$277Multiple Airlines
Fri, Feb 27 - Sun, Mar 1
Multiple Airlines Logo
2:46 pm - 7:59 am
HVN
-
ORD
18h 13m1 stop
Multiple Airlines Logo
5:30 am - 2:01 pm
ORD
-
HVN
7h 31m1 stop
$284Multiple Airlines
Tue, Apr 14 - Tue, Apr 28
Multiple Airlines Logo
3:25 pm - 5:10 pm
HVN
-
ORD
2h 45mnonstop
Multiple Airlines Logo
6:51 pm - 6:50 pm
ORD
-
HVN
22h 59m2 stops
$295Multiple Airlines
Fri, Feb 13 - Sun, Feb 15
Multiple Airlines Logo
6:30 am - 11:47 am
HVN
-
ORD
30h 17m3 stops
Multiple Airlines Logo
10:07 am - 10:03 pm
ORD
-
HVN
10h 56m1 stop
$300Multiple Airlines
Mon, Jan 19 - Fri, Jan 23

Avelo Airlines flights from New Haven to Chicago O'Hare Intl Airport

Our best Avelo Airlines deals on New Haven to Chicago O'Hare Intl Airport flight tickets
Avelo Airlines
Feb 27
HVN3:25 pmTweed-New Haven
2h 45m
ORD5:10 pmChicago O'Hare Intl
Feb 28
ORD11:00 amChicago O'Hare Intl
2h 34m
HVN2:34 pmTweed-New Haven
$78
Find similar
Avelo Airlines
Jan 22
HVN3:05 pmTweed-New Haven
2h 32m
ORD4:37 pmChicago O'Hare Intl
Jan 25
ORD5:20 pmChicago O'Hare Intl
2h 06m
HVN8:26 pmTweed-New Haven
$132
Find similar
Avelo Airlines
Apr 13
HVN3:25 pmTweed-New Haven
2h 45m
ORD5:10 pmChicago O'Hare Intl
Apr 17
ORD5:55 pmChicago O'Hare Intl
2h 34m
HVN9:29 pmTweed-New Haven
$140
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from New Haven to Chicago O'Hare Intl Airport 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 January 6, 2026.
Use the filters below to find and compare flights from New Haven to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

Fri 2/27

3:25 pm-5:10 pm

Nonstop2h 45m

Chicago O'Hare Intl

Sat 2/28

11:00 am-2:34 pm

Nonstop2h 34m

$78

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

Thu 1/22

3:05 pm-4:37 pm

Nonstop2h 32m

Chicago O'Hare Intl

Sun 1/25

5:20 pm-8:26 pm

Nonstop2h 06m

$132

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

Mon 4/13

3:25 pm-5:10 pm

Nonstop2h 45m

Chicago O'Hare Intl

Fri 4/17

5:55 pm-9:29 pm

Nonstop2h 34m

$140

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

Fri 2/27

3:25 pm-5:10 pm

Nonstop2h 45m

Chicago O'Hare Intl

Sun 3/1

5:05 am-3:25 pm

1 stop9h 20m

$173

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

Fri 2/13

3:25 pm-5:10 pm

Nonstop2h 45m

Chicago O'Hare Intl

Sun 2/15

5:05 am-3:25 pm

1 stop9h 20m

$211

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

Fri 2/6

12:07 pm-4:40 pm

2 stops29h 33m

Chicago O'Hare Intl

Sun 2/8

10:48 am-8:04 pm

1 stop8h 16m

$247

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

Fri 2/27

12:07 pm-11:37 pm

1 stop12h 30m

Chicago O'Hare Intl

Sun 3/1

6:40 am-11:27 am

2 stops27h 47m

$277

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

Tue 4/14

2:46 pm-7:59 am

1 stop18h 13m

Chicago O'Hare Intl

Tue 4/28

5:30 am-2:01 pm

1 stop7h 31m

$284

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

Fri 2/13

3:25 pm-5:10 pm

Nonstop2h 45m

Chicago O'Hare Intl

Sun 2/15

6:51 pm-6:50 pm

2 stops22h 59m

$295

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

Mon 1/19

6:30 am-11:47 am

3 stops30h 17m

Chicago O'Hare Intl

Fri 1/23

10:07 am-10:03 pm

1 stop10h 56m

$300

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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How to get the cheapest flight ticket from New Haven to Chicago O'Hare Intl Airport

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 cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Wednesday when prices can be found for as low as $292. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday is the most expensive day to depart from New Haven because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $368.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from New Haven in the evening is the least expensive time of day to depart. momondo users have found prices as low as $271 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $365. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Tweed-New Haven to Chicago O'Hare Intl flight route?

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

What cabin class options are available on Tweed-New Haven to Chicago O'Hare Intl flights?

There is only 1 cabin class available to choose from on Tweed-New Haven to Chicago O'Hare Intl 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 New Haven to Chicago O'Hare Intl Airport

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

Cheap New Haven to Chicago O'Hare Intl Airport (HVN to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from New Haven to Chicago O'Hare Intl Airport

Best Price Found

$42

Fastest flight time

2h 32m

Direct flights

Tue, Fri, Sat and Sun
The best one-way flight to Chicago O'Hare Intl Airport from New Haven in the past 72 hours is $42. The best round-trip flight deal from New Haven to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $112.
The fastest flight from New Haven to Chicago O'Hare Intl Airport takes 2h 32m
Direct flights go from New Haven to Chicago O'Hare Intl Airport on Tuesday, Friday, Saturday and Sunday. The only airline offering direct flights is Avelo Airlines.
Search flight deals

  • How far is Tweed-New Haven to Chicago O'Hare Intl by plane?

    There are 773.2 mi between Tweed-New Haven and Chicago O'Hare Intl. Typically, this will take 2h 32m by plane in normal conditions.

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

    Prices for flights from Tweed-New Haven Airport to Chicago O'Hare Intl Airport are updated daily.

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

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Tweed-New Haven Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The necessary travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from New Haven to Chicago O'Hare Intl Airport?

  • What is the most popular airline from New Haven to Chicago O'Hare Intl Airport?

Best airlines flying from New Haven to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from New Haven to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
Avelo AirlinesPriceFrom $104Free CancellationRating
7.6
87 reviews
Search Avelo Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
Schaumburg
South Haven
Rockford
Merrillville
Gurnee
Rosemont
Naperville
Kenosha
New Buffalo
Joliet
Oak Brook
Orland Park
Racine
Hammond
Janesville
Tinley Park
Elgin
Aurora
South Holland

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from New Haven to Chicago. Millions of users trust and use momondo every year so you are in good hands.

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

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

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from New Haven to Chicago.

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

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from New Haven and alert you when they change.

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