$27 Cheap flight deals from Chicago (CHI) to Bridgehampton (LGA)

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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.

Sat, Feb 14 - Sat, Mar 7
ORD
O'Hare Intl.
EWR
Newark Liberty Intl. Airport
$122 Roundtrip, found 2 hours ago
$122
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Sat, Feb 14 from O'Hare Intl. to Newark Liberty Intl. Airport, returning Sat, Mar 7, priced at $122 found 2 hours ago
Sun, Feb 15 - Sat, Feb 21
ORD
O'Hare Intl.
JFK
John F. Kennedy Intl.
$228 Roundtrip, just found
$228
Roundtrip
just found
Select Frontier Airlines flight, departing Sun, Feb 15 from O'Hare Intl. to John F. Kennedy Intl., returning Sat, Feb 21, priced at $228 just found
Sun, Feb 15 - Mon, Feb 23
MDW
Midway Intl.
JFK
John F. Kennedy Intl.
$242 Roundtrip, found 21 hours ago
$242
Roundtrip
found 21 hours ago
Select Frontier Airlines flight, departing Sun, Feb 15 from Midway Intl. to John F. Kennedy Intl., returning Mon, Feb 23, priced at $242 found 21 hours ago
Sun, Feb 15 - Thu, Feb 26
MDW
Midway Intl.
LGA
LaGuardia
$242 Roundtrip, found 5 hours ago
$242
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Sun, Feb 15 from Midway Intl. to LaGuardia, returning Thu, Feb 26, priced at $242 found 5 hours ago

Airfares from $27 One Way, $52 Round Trip from Chicago to Bridgehampton

Prices starting at $52 for return flights and $27 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.

Tue, Mar 10 - Wed, Mar 11
ORD
Chicago
EWR
New York
$52 Roundtrip, found 2 hours ago
$52
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Tue, Mar 10 from Chicago to New York, returning Wed, Mar 11, priced at $52 found 2 hours ago
Fri, Apr 24 - Sun, Apr 26
MDW
Chicago
EWR
New York
$56 Roundtrip, just found
$56
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Apr 24 from Chicago to New York, returning Sun, Apr 26, priced at $56 just found
Sat, May 16 - Mon, May 18
ORD
Chicago
JFK
New York
$56 Roundtrip, just found
$56
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, May 16 from Chicago to New York, returning Mon, May 18, priced at $56 just found
Tue, Mar 3 - Tue, Mar 10
ORD
Chicago
LGA
New York
$65 Roundtrip, found 2 days ago
$65
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Tue, Mar 3 from Chicago to New York, returning Tue, Mar 10, priced at $65 found 2 days ago
Sat, Feb 28 - Wed, Mar 4
MDW
Chicago
JFK
New York
$130 Roundtrip, found 3 days ago
$130
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, Feb 28 from Chicago to New York, returning Wed, Mar 4, priced at $130 found 3 days ago

Bridgehampton economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hyatt Regency Jersey City on the Hudson
4.0-star property

Hyatt Regency Jersey City on the Hudson

8.4/10 Very Good! (1,565 reviews)

Mar 21 - Mar 25

4 night stay

Chicago (ORD) to Newark Liberty Intl. Airport (EWR)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $776, price is now $477 per person
$477
per person
found 1 hour ago
What a wonderful hotel and view very spacious

Reviewed on Jun 13, 2025

The Inn At Fox Hollow Hotel
4.0-star property

The Inn At Fox Hollow Hotel

9.2/10 Wonderful! (1,002 reviews)

Mar 26 - Mar 29

3 night stay

Chicago (CHI) to New York (JFK)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $978, price is now $559 per person
$559
per person
found 1 day ago
Very nice and clean large rooms

Reviewed on Jan 21, 2025

1 Hotel Brooklyn Bridge
5.0-star property

1 Hotel Brooklyn Bridge

8.8/10 Excellent! (1,000 reviews)

Mar 14 - Mar 21

7 night stay

Chicago (CHI) to New York (JFK)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $3,821, price is now $2,401 per person
$2,401
per person
found 1 day ago
The hotel is beautiful looking forward to visiting again.

Reviewed on Feb 21, 2023

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Bridgehampton packages with premium economy flights

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)

Apr 6 - Apr 9

3 night stay

Chicago (ORD) to Newark Liberty Intl. Airport (EWR)

Delta • PremiumEconomy

Newark Liberty Intl. Airport (EWR) to Chicago (ORD)

American Airlines • PremiumEconomy
Price was $847, price is now $607 per person
$607
per person
found 1 day ago
The room is too old, best location

Reviewed on Jan 25, 2026

Hotel St. James
2.5-star property

Hotel St. James

8.8/10 Excellent! (6,546 reviews)

Apr 6 - Apr 9

3 night stay

Chicago (ORD) to Newark Liberty Intl. Airport (EWR)

Delta • PremiumEconomy

Newark Liberty Intl. Airport (EWR) to Chicago (ORD)

American Airlines • PremiumEconomy
Price was $947, price is now $666 per person
$666
per person
found 1 day ago
The room was clean and no frills. The water temperature and pressure in the bathroom was variable at best, I could never quite get it to work appropriately for a shower.

Reviewed on Feb 1, 2026

Hotel Riu Plaza Manhattan Times Square
4.0-star property

Hotel Riu Plaza Manhattan Times Square

9.2/10 Wonderful! (3,348 reviews)

Apr 6 - Apr 9

3 night stay

Chicago (ORD) to Newark Liberty Intl. Airport (EWR)

Delta • PremiumEconomy

Newark Liberty Intl. Airport (EWR) to Chicago (ORD)

American Airlines • PremiumEconomy
Save 100% on your flight
Price was $1,240, price is now $873 per person
$873
per person
found 1 day ago
Got in early, Checked in early, left the bags and went to visit World Trade One . room was available at 2 PM. It was a short 24 hour trip to New York , so essentially room was needed just ro sleep in it, It was great, the view from the second highest floor in hotel was nice .

Reviewed on Feb 5, 2026

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Bridgehampton first class flight packages

Price found within the past 48 hours. Click for updated prices.
Park Central Hotel New York
4.0-star property

Park Central Hotel New York

7.6/10 Good! (3,714 reviews)

Mar 20 - Mar 22

2 night stay

Chicago (CHI) to Newark Liberty Intl. Airport (EWR)

United • Roundtrip • FirstClass
Price was $1,104, price is now $927 per person
$927
per person
found 20 hours ago
Clean room, very comfy bed n pillows. Very nice and calm room color, carpet making it a warm calm enviroment….very very relaxing decoration unlike many hotels in nyc. Bravo for that!!

Reviewed on Feb 2, 2026

The Dominick
5.0-star property

The Dominick

9.2/10 Wonderful! (1,000 reviews)

Mar 20 - Mar 22

2 night stay

Chicago (CHI) to New York (JFK)

United • Roundtrip • FirstClass
Price was $1,299, price is now $1,099 per person
$1,099
per person
found 20 hours ago
My only complaint, rooms are not updated. Still with early 90s dressers. Bed was good and Technical amenities were solid. But as far as appearance it just needs some refreshing. I would still return bc the location and staff were great

Reviewed on Oct 27, 2025

1 Hotel Central Park
5.0-star property

1 Hotel Central Park

9/10 Wonderful! (1,001 reviews)

Mar 20 - Mar 22

2 night stay

Chicago (CHI) to Newark Liberty Intl. Airport (EWR)

United • Roundtrip • FirstClass
Price was $1,408, price is now $1,191 per person
$1,191
per person
found 20 hours ago
We have traditionally always stayed in the theater district area however more recently the area has changed. More homeless, dirtier and just not as enjoyable for us. We decided to stay more uptown in the central park area and the Orbitz site recommended the 1 Hotel Central Park. From the moment we checked in it was truly like a zen feeling and experience. Less hustle and bustle checking in, the staff was super friendly, attentive and helpful in every way from the check to the concierge. The room was modern (in a zen way), mini bar was stocked with wines, drinks and snacks. A coffee pod machine as well. The restaurant Jams, was excellent for breakfast and always packed! We HIGHLY recommend staying here and as a matter of fact tyhis will be our new go to staying in NYC.

Reviewed on Jul 13, 2025

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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

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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.