Latest deals
Insights
When to book
FAQs
Price Alerts

Cheap flights from New Haven to Chicago from $74

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 9/21. 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

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from New Haven to Chicago

Cheap round-trip flights

Avelo Airlines Logo
3:05 pm - 4:37 pmHVN-ORD
2h 32mnonstop
Avelo Airlines Logo
5:20 pm - 8:26 pmORD-HVN
2h 06mnonstop
$112Avelo Airlines
Find Deal
Thu, Jan 29 - Sun, Feb 1
Avelo Airlines Logo
1:45 pm - 3:06 pmHVN-ORD
2h 21mnonstop
Avelo Airlines Logo
3:51 pm - 6:59 pmORD-HVN
2h 08mnonstop
$153Avelo Airlines
Find Deal
Thu, Oct 2 - Thu, Oct 9
Avelo Airlines Logo
1:50 pm - 3:20 pmHVN-ORD
2h 30mnonstop
Avelo Airlines Logo
4:35 pm - 7:40 pmORD-HVN
2h 05mnonstop
$156Avelo Airlines
Find Deal
Sun, Dec 14 - Sun, Dec 21
Avelo Airlines Logo
1:45 pm - 3:06 pmHVN-ORD
2h 21mnonstop
Avelo Airlines Logo
6:05 pm - 9:09 pmORD-HVN
2h 04mnonstop
$166Avelo Airlines
Find Deal
Thu, Oct 30 - Thu, Nov 6
Avelo Airlines Logo
3:50 pm - 5:11 pmHVN-ORD
2h 21mnonstop
Avelo Airlines Logo
6:02 pm - 9:10 pmORD-HVN
2h 08mnonstop
$171Avelo Airlines
Find Deal
Sun, Sep 21 - Thu, Sep 25
Logo
3:02 pm - 3:08 pmHVN-ORD
25h 06m2 stops
Logo
5:25 am - 6:46 pmORD-HVN
12h 21m1 stop
$242
Find Deal
Fri, Oct 31 - Sun, Nov 2
Logo
2:42 pm - 4:23 pmHVN-ORD
26h 41m1 stop
Logo
1:50 pm - 5:46 pmORD-HVN
26h 56m1 stop
$243
Find Deal
Tue, Oct 28 - Thu, Nov 6
Logo
7:26 pm - 7:34 amHVN-ORD
13h 08m1 stop
Logo
6:23 pm - 1:57 pmORD-HVN
18h 34m1 stop
$250
Find Deal
Thu, Oct 16 - Mon, Oct 20
Logo
2:42 pm - 9:58 pmHVN-ORD
8h 16m1 stop
Logo
5:17 pm - 7:08 pmORD-HVN
24h 51m1 stop
$256
Find Deal
Tue, Sep 23 - Wed, Sep 24
Logo
2:46 pm - 11:39 pmHVN-ORD
33h 53m2 stops
Logo
6:23 pm - 1:57 pmORD-HVN
18h 34m1 stop
$259
Find Deal
Wed, Oct 15 - Mon, Oct 20

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
Jan 29
HVN3:05 pmTweed-New Haven
2h 32m
ORD4:37 pmChicago O'Hare Intl
Feb 1
ORD5:20 pmChicago O'Hare Intl
2h 06m
HVN8:26 pmTweed-New Haven
$112
Find similar
Avelo Airlines
Oct 2
HVN1:45 pmTweed-New Haven
2h 21m
ORD3:06 pmChicago O'Hare Intl
Oct 9
ORD3:51 pmChicago O'Hare Intl
2h 08m
HVN6:59 pmTweed-New Haven
$153
Find similar
Avelo Airlines
Dec 14
HVN1:50 pmTweed-New Haven
2h 30m
ORD3:20 pmChicago O'Hare Intl
Dec 21
ORD4:35 pmChicago O'Hare Intl
2h 05m
HVN7:40 pmTweed-New Haven
$156
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 September 11, 2025.
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

Thu 1/29

3:05 pm-4:37 pm

Nonstop2h 32m

Chicago O'Hare Intl

Sun 2/1

5:20 pm-8:26 pm

Nonstop2h 06m

$112

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

Thu 10/2

1:45 pm-3:06 pm

Nonstop2h 21m

Chicago O'Hare Intl

Thu 10/9

3:51 pm-6:59 pm

Nonstop2h 08m

$153

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

Sun 12/14

1:50 pm-3:20 pm

Nonstop2h 30m

Chicago O'Hare Intl

Sun 12/21

4:35 pm-7:40 pm

Nonstop2h 05m

$156

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

Thu 10/30

1:45 pm-3:06 pm

Nonstop2h 21m

Chicago O'Hare Intl

Thu 11/6

6:05 pm-9:09 pm

Nonstop2h 04m

$166

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

Sun 9/21

3:50 pm-5:11 pm

Nonstop2h 21m

Chicago O'Hare Intl

Thu 9/25

6:02 pm-9:10 pm

Nonstop2h 08m

$171

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

Fri 10/31

3:02 pm-3:08 pm

2 stops25h 06m

Chicago O'Hare Intl

Sun 11/2

5:25 am-6:46 pm

1 stop12h 21m

$242

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

Tue 10/28

2:42 pm-4:23 pm

1 stop26h 41m

Chicago O'Hare Intl

Thu 11/6

1:50 pm-5:46 pm

1 stop26h 56m

$243

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

Thu 10/16

7:26 pm-7:34 am

1 stop13h 08m

Chicago O'Hare Intl

Mon 10/20

6:23 pm-1:57 pm

1 stop18h 34m

$250

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

Tue 9/23

2:42 pm-9:58 pm

1 stop8h 16m

Chicago O'Hare Intl

Wed 9/24

5:17 pm-7:08 pm

1 stop24h 51m

$256

New HavenChicago

HVN - ORD

HVNORD

Tweed-New Haven

Wed 10/15

2:46 pm-11:39 pm

2 stops33h 53m

Chicago O'Hare Intl

Mon 10/20

6:23 pm-1:57 pm

1 stop18h 34m

$259

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Chicago from

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 $297. 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 $389.

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 $259 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $366. 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

$77

Fastest flight time

2h 21m

Direct flights

Mon, Thu and Fri
The best one-way flight to Chicago O'Hare Intl Airport from New Haven in the past 72 hours is $77. The best round-trip flight deal from New Haven to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $199.
The fastest flight from New Haven to Chicago O'Hare Intl Airport takes 2h 21m
Direct flights go from New Haven to Chicago O'Hare Intl Airport on Monday, Thursday and Friday. 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 21m 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 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?

Traveling to a place near Chicago?

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

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.

An easier way to manage your Chicago O'Hare Intl Airport trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Sat 10/11
Sat 10/18
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago