$28 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.

Sun, Apr 5 - Tue, Apr 7
ORD
O'Hare Intl.
EWR
Newark Liberty Intl. Airport
$141 Roundtrip, just found
$141
Roundtrip
just found
Select Spirit Airlines flight, departing Sun, Apr 5 from O'Hare Intl. to Newark Liberty Intl. Airport, returning Tue, Apr 7, priced at $141 just found
Sun, Apr 5 - Tue, Apr 7
ORD
O'Hare Intl.
LGA
LaGuardia
$164 Roundtrip, just found
$164
Roundtrip
just found
Select Spirit Airlines flight, departing Sun, Apr 5 from O'Hare Intl. to LaGuardia, returning Tue, Apr 7, priced at $164 just found
Sat, Apr 4 - Sat, Apr 25
MDW
Midway Intl.
EWR
Newark Liberty Intl. Airport
$193 Roundtrip, found 1 hour ago
$193
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Sat, Apr 4 from Midway Intl. to Newark Liberty Intl. Airport, returning Sat, Apr 25, priced at $193 found 1 hour ago
Fri, Apr 3 - Tue, Apr 7
MDW
Midway Intl.
JFK
John F. Kennedy Intl.
$241 Roundtrip, found 1 hour ago
$241
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Fri, Apr 3 from Midway Intl. to John F. Kennedy Intl., returning Tue, Apr 7, priced at $241 found 1 hour ago

Airfares from $28 One Way, $57 Round Trip from Chicago to Bridgehampton

Prices starting at $57 for return flights and $28 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.

Sun, Apr 19 - Wed, Apr 22
MDW
Chicago
EWR
New York
$57 Roundtrip, found 1 hour ago
$57
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Sun, Apr 19 from Chicago to New York, returning Wed, Apr 22, priced at $57 found 1 hour ago
Tue, Apr 21 - Wed, Apr 22
ORD
Chicago
LGA
New York
$87 Roundtrip, just found
$87
Roundtrip
just found
Select Spirit Airlines flight, departing Tue, Apr 21 from Chicago to New York, returning Wed, Apr 22, priced at $87 just found
Thu, Apr 16 - Sat, Apr 18
ORD
Chicago
EWR
New York
$97 Roundtrip, found 1 hour ago
$97
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Thu, Apr 16 from Chicago to New York, returning Sat, Apr 18, priced at $97 found 1 hour ago
Tue, Apr 28 - Sat, May 2
MDW
Chicago
LGA
New York
$144 Roundtrip, found 1 hour ago
$144
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Tue, Apr 28 from Chicago to New York, returning Sat, May 2, priced at $144 found 1 hour ago
Wed, Jun 3 - Wed, Jun 10
ORD
Chicago
EWR
New York
$162 Roundtrip, found 3 days ago
$162
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Jun 3 from Chicago to New York, returning Wed, Jun 10, priced at $162 found 3 days ago

Bridgehampton economy flight packages

Price found within the past 48 hours. Click for updated prices.
Night Hotel Broadway
3.0-star property

Night Hotel Broadway

7.2/10 Good! (2,857 reviews)

May 8 - May 11

3 night stay

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

Spirit Airlines • Coach

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

Frontier Airlines • Coach
Price was $635, price is now $404 per person
$404
per person
found 1 day ago
EVERYONE VERY NICE AND HELPFUL AND CARING! WOULD STAY HERE AGAIN! CLEAN ROOM AND VERY NICE AREA

Reviewed on Nov 28, 2025

Holiday Inn Express New York City Times Square by IHG
3.0-star property

Holiday Inn Express New York City Times Square by IHG

7.6/10 Good! (2,487 reviews)

Apr 30 - May 4

4 night stay

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

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,108, price is now $670 per person
$670
per person
found 23 hours ago
Only 2 small elevators for the hotel + 39 floors, wait time + 5/10 minutes.. very uncomfortable rooms / small.. not recommended for a party of 4 or for more than 3 stays . Is located close to Time Square +++ some staff was friendly, breakfast was ok and hotel fee is also ok! Good hotel for a couple or single .

Reviewed on Jan 7, 2026

Hilton Garden Inn Long Island City New York
3.0-star property

Hilton Garden Inn Long Island City New York

8.6/10 Excellent! (1,004 reviews)

May 21 - May 25

4 night stay

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

Spirit Airlines • Coach

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

American Airlines • Coach
Save 100% on your flight
Price was $1,063, price is now $699 per person
$699
per person
found 1 day ago
Close to the subway. Safe. Nice.

Reviewed on Aug 29, 2025

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Bridgehampton packages with premium economy flights

Price found within the past 48 hours. Click for updated prices.
Comfort Inn JFK Airport
2.5-star property

Comfort Inn JFK Airport

8/10 Very Good! (5,034 reviews)

Apr 30 - May 2

2 night stay

Chicago (ORD) to New York (JFK)

JetBlue Airways • Roundtrip • PremiumEconomy
Price was $600, price is now $528 per person
$528
per person
found 13 hours ago
Staff was very friendly which was the best part. Hotel elevator and hallways are dark, old looking and dirty. The whole place smells bad. The room was clean and decent but it was dark, with odd mixed dim lighting and very small and not as sound proof as advertised. Free shuttle is nice. The overall vibe was dismall but the staff tries hard to make it feel nicer.

Reviewed on Jan 23, 2026

The Inn At Fox Hollow Hotel
4.0-star property

The Inn At Fox Hollow Hotel

9.2/10 Wonderful! (1,011 reviews)

Apr 30 - May 2

2 night stay

Chicago (ORD) to New York (JFK)

JetBlue Airways • Roundtrip • PremiumEconomy
Price was $837, price is now $635 per person
$635
per person
found 13 hours ago
Very nice and clean large rooms

Reviewed on Jan 21, 2025

Hilton Garden Inn Long Island City New York
3.0-star property

Hilton Garden Inn Long Island City New York

8.6/10 Excellent! (1,004 reviews)

Apr 30 - May 2

2 night stay

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

JetBlue Airways • Roundtrip • PremiumEconomy
Price was $651, price is now $550 per person
$550
per person
found 13 hours ago
Close to the subway. Safe. Nice.

Reviewed on Aug 29, 2025

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Bridgehampton first class flight packages

Price found within the past 48 hours. Click for updated prices.
Hotel St. James
2.5-star property

Hotel St. James

8.8/10 Excellent! (7,026 reviews)

May 7 - May 10

3 night stay

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

Delta • Roundtrip • FirstClass
Price was $1,261, price is now $888 per person
$888
per person
found 21 hours ago
Close to everything we needed. Comfortable lobby where you could sit & relax.

Reviewed on Mar 28, 2026

The St. Regis New York
5.0-star property

The St. Regis New York

9.2/10 Wonderful! (273 reviews)

May 7 - May 10

3 night stay

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

Delta • Roundtrip • FirstClass
Save 100% on your flight
Price was $3,333, price is now $2,421 per person
$2,421
per person
found 21 hours ago
The St Regis never fails when it comes to guest experience. A

Reviewed on May 27, 2024

The Plaza - A Fairmont Managed Hotel
5.0-star property

The Plaza - A Fairmont Managed Hotel

9/10 Wonderful! (1,009 reviews)

May 7 - May 10

3 night stay

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

Delta • Roundtrip • FirstClass
Save 100% on your flight
Price was $3,756, price is now $2,795 per person
$2,795
per person
found 21 hours ago
My wife and I had a great time at the Plaza. The only thing we noticed that would make a big difference is the bedding (sheets & covers) and mattress should be better quality, softer and much less crinkly. The staff was great, called you by last name and was attentive to our needs/wants.

Reviewed on Jan 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.