$29 Cheap flight deals from Chicago (CHI) to Bridgehampton (LGA)

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

This Weekend's Flight Deals from Chicago to Bridgehampton

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Jan 2 - Wed, Jan 14
ORD
O'Hare Intl.
JFK
John F. Kennedy Intl.
$111 Roundtrip, just found
$111
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Jan 2 from O'Hare Intl. to John F. Kennedy Intl., returning Wed, Jan 14, priced at $111 just found
Sun, Jan 4 - Tue, Jan 13
MDW
Midway Intl.
EWR
Newark Liberty Intl. Airport
$116 Roundtrip, found 3 days ago
$116
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sun, Jan 4 from Midway Intl. to Newark Liberty Intl. Airport, returning Tue, Jan 13, priced at $116 found 3 days ago
Sun, Jan 4 - Thu, Jan 8
MDW
Midway Intl.
JFK
John F. Kennedy Intl.
$164 Roundtrip, found 6 days ago
$164
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Sun, Jan 4 from Midway Intl. to John F. Kennedy Intl., returning Thu, Jan 8, priced at $164 found 6 days ago
Sun, Jan 4 - Tue, Jan 6
ORD
O'Hare Intl.
EWR
Newark Liberty Intl. Airport
$209 Roundtrip, found 10 hours ago
$209
Roundtrip
found 10 hours ago
Select Spirit Airlines flight, departing Sun, Jan 4 from O'Hare Intl. to Newark Liberty Intl. Airport, returning Tue, Jan 6, priced at $209 found 10 hours ago

Airfares from $29 One Way, $58 Round Trip from Chicago to Bridgehampton

Prices starting at $58 for return flights and $29 for one-way flights to Bridgehampton were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Feb 6 - Fri, Feb 20
ORD
Chicago
JFK
New York
$58 Roundtrip, found 1 hour ago
$58
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Fri, Feb 6 from Chicago to New York, returning Fri, Feb 20, priced at $58 found 1 hour ago
Thu, Jan 15 - Sun, Jan 18
MDW
Chicago
EWR
New York
$59 Roundtrip, found 14 hours ago
$59
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Thu, Jan 15 from Chicago to New York, returning Sun, Jan 18, priced at $59 found 14 hours ago
Tue, Jan 20 - Fri, Jan 30
ORD
Chicago
LGA
New York
$68 Roundtrip, found 1 day ago
$68
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Tue, Jan 20 from Chicago to New York, returning Fri, Jan 30, priced at $68 found 1 day ago
Fri, Jan 23 - Fri, Jan 30
ORD
Chicago
EWR
New York
$72 Roundtrip, just found
$72
Roundtrip
just found
Select Spirit Airlines flight, departing Fri, Jan 23 from Chicago to New York, returning Fri, Jan 30, priced at $72 just found
Sat, Jan 24 - Tue, Jan 27
MDW
Chicago
LGA
New York
$128 Roundtrip, found 6 hours ago
$128
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Sat, Jan 24 from Chicago to New York, returning Tue, Jan 27, priced at $128 found 6 hours ago

Bridgehampton economy flight packages

Price found within the past 48 hours. Click for updated prices.
Margaritaville Resort Times Square
4.0-star property

Margaritaville Resort Times Square

9.2/10 Wonderful! (3,941 reviews)

Jan 30 - Feb 1

2 night stay

Chicago (CHI) to New York (JFK)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $436, price is now $267 per person
$267
per person
found 1 day ago
Great location! Very clean and the staff were super friendly. We really enjoyed our stay!

Reviewed on Dec 14, 2025

1 Hotel Brooklyn Bridge
5.0-star property

1 Hotel Brooklyn Bridge

8.8/10 Excellent! (1,000 reviews)

Feb 15 - Feb 18

3 night stay

Chicago (ORD) to New York (JFK)

Frontier Airlines • Coach

New York (JFK) to Chicago (ORD)

Spirit Airlines • Coach
Save 100% on your flight
Price was $2,089, price is now $1,306 per person
$1,306
per person
found 11 hours ago
The hotel is beautiful looking forward to visiting again.

Reviewed on Feb 21, 2023

JW Marriott Essex House New York
4.5-star property

JW Marriott Essex House New York

8.8/10 Excellent! (1,001 reviews)

Jan 25 - Feb 1

7 night stay

Chicago (CHI) to New York (JFK)

Frontier Airlines • Coach

New York (JFK) to Chicago (CHI)

Spirit Airlines • Coach
Save 100% on your flight
Price was $2,168, price is now $1,320 per person
$1,320
per person
found 1 day ago
Amazing location and very friendly staff. The hotel and rooms are very clean. However, the bedding felt stiff and not very comfortable. The pull out sofa mattress is not comfortable at all.

Reviewed on Jul 7, 2025

Don't see what you're looking for?
See all available trips from Chicago to Bridgehampton
View all trips

Bridgehampton packages with premium economy flights

Price found within the past 48 hours. Click for updated prices.
The Lexington Hotel, Autograph Collection
4.0-star property

The Lexington Hotel, Autograph Collection

8.2/10 Very Good! (1,603 reviews)

Feb 13 - Feb 16

3 night stay

Chicago (ORD) to New York (JFK)

Delta • Roundtrip • PremiumEconomy
Price was $718, price is now $578 per person
$578
per person
found 6 hours ago
My only (small) complaint is the heating/thermostat. Room temperature was 68 when I checked in, set thermostat for 74 degrees. By checkout day three days later, room temperature had reached only 70 degrees.

Reviewed on Oct 15, 2025

JW Marriott Essex House New York
4.5-star property

JW Marriott Essex House New York

8.8/10 Excellent! (1,001 reviews)

Feb 13 - Feb 16

3 night stay

Chicago (ORD) to New York (JFK)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $1,336, price is now $935 per person
$935
per person
found 6 hours ago
Amazing location and very friendly staff. The hotel and rooms are very clean. However, the bedding felt stiff and not very comfortable. The pull out sofa mattress is not comfortable at all.

Reviewed on Jul 7, 2025

Hyatt Union Square New York
4.0-star property

Hyatt Union Square New York

8.6/10 Excellent! (1,001 reviews)

Feb 13 - Feb 16

3 night stay

Chicago (ORD) to New York (JFK)

Delta • Roundtrip • PremiumEconomy
Price was $893, price is now $722 per person
$722
per person
found 6 hours ago
Would definitely stay again! Staff was very friendly and the room was comfortable. Close to everything…. Restaurants, trains.

Reviewed on Jul 6, 2025

Don't see what you're looking for?
See all available trips from Chicago to Bridgehampton
View all trips

Bridgehampton first class flight packages

Price found within the past 48 hours. Click for updated prices.
Sheraton New York Times Square Hotel
4.0-star property

Sheraton New York Times Square Hotel

7.4/10 Good! (5,413 reviews)

Feb 18 - Feb 22

4 night stay

Chicago (CHI) to New York (JFK)

Delta • Roundtrip • FirstClass
Price was $909, price is now $664 per person
$664
per person
found 13 hours ago
The window did not fit. Open air gap of one inch, both sides, top to bottom. Almost impossible to keep room warm. Bathroom full of mildew. Elevator system a disaster. Web site needs to be updated to reflect actual dining options (minimal) during renovations.

Reviewed on Dec 15, 2025

INNSiDE by Meliá New York Nomad
4.5-star property

INNSiDE by Meliá New York Nomad

9.2/10 Wonderful! (2,008 reviews)

Feb 18 - Feb 22

4 night stay

Chicago (CHI) to New York (JFK)

Delta • Roundtrip • FirstClass
Price was $1,090, price is now $765 per person
$765
per person
found 13 hours ago
Very nice and helpful. Front desk , was the best service, all staff was great❤️

Reviewed on Dec 25, 2025

Hotel Riu Plaza Manhattan Times Square
4.0-star property

Hotel Riu Plaza Manhattan Times Square

9.2/10 Wonderful! (3,348 reviews)

Feb 18 - Feb 22

4 night stay

Chicago (CHI) to New York (JFK)

Delta • Roundtrip • FirstClass
Price was $1,221, price is now $908 per person
$908
per person
found 13 hours ago
Great location to walk or catch transit Felt very safe everywhere

Reviewed on Dec 19, 2025

Don't see what you're looking for?
See all available trips from Chicago to Bridgehampton
View all trips

More About Flying To Bridgehampton from Chicago

Route Information for Flights from Chicago to Bridgehampton

Origin Airport IATA Code
CHI
Destination Airport IATA Code
LGA
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Chicago to Bridgehampton

If you are looking to get guaranteed low prices for Chicago to Bridgehampton flights then Orbitz is the place to go. We use cutting edge mobile tools to find the best deals on air tickets and to keep you updated on delays and changes.

Get Package Savings by Booking Flights and Hotels at the Same Time

Using the Orbitz Matrix display, you can see how much you will save on flights from Chicago to Bridgehampton if the discount fare is combined with a hotel. You can also look at hotel reviews, photos and maps of the area, so it will be convenient to make your budget travel plans.

Orbitz for Business Helps Corporations save Money

Orbitz can assist all businesses from the small to major corporations with discounts on flights from Chicago to Bridgehampton. We fine- tune your needs for Chicago to Bridgehampton flights and optimize your plans by assessing your business and coming up with ways for you to save on air tickets.

Using Online Check-In Makes Flying Simple

You can use the Orbitz website to check-in for your flights from Chicago to Bridgehampton. You can also make changes to your schedule or even cancel a flight.

More Destinations

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.