$44 Cheap flight deals from Chicago (CHI) to Sag Harbor (LGA)

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This Weekend's Flight Deals from Chicago to Sag Harbor

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, Jun 14 - Wed, Jun 18
ORD
O'Hare Intl.
EWR
Newark Liberty Intl. Airport
$185 Roundtrip, just found
$185
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Jun 14 from O'Hare Intl. to Newark Liberty Intl. Airport, returning Wed, Jun 18, priced at $185 just found
Fri, Jun 13 - Tue, Jun 17
ORD
O'Hare Intl.
LGA
LaGuardia
$222 Roundtrip, found 1 hour ago
$222
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Fri, Jun 13 from O'Hare Intl. to LaGuardia, returning Tue, Jun 17, priced at $222 found 1 hour ago
Sun, Jun 15 - Tue, Jun 17
MDW
Midway Intl.
EWR
Newark Liberty Intl. Airport
$226 Roundtrip, found 2 days ago
$226
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sun, Jun 15 from Midway Intl. to Newark Liberty Intl. Airport, returning Tue, Jun 17, priced at $226 found 2 days ago
Sat, Jun 14 - Wed, Aug 20
MDW
Midway Intl.
JFK
John F. Kennedy Intl.
$226 Roundtrip, found 3 days ago
$226
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, Jun 14 from Midway Intl. to John F. Kennedy Intl., returning Wed, Aug 20, priced at $226 found 3 days ago

Airfares from $44 One Way, $87 Round Trip from Chicago to Sag Harbor

Prices starting at $87 for return flights and $44 for one-way flights to Sag Harbor were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, Jul 2 - Wed, Jul 9
ORD
Chicago
LGA
New York
$87 Roundtrip, just found
$87
Roundtrip
just found
Select Spirit Airlines flight, departing Wed, Jul 2 from Chicago to New York, returning Wed, Jul 9, priced at $87 just found
Wed, Jul 2 - Tue, Jul 8
ORD
Chicago
EWR
New York
$89 Roundtrip, found 3 hours ago
$89
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Wed, Jul 2 from Chicago to New York, returning Tue, Jul 8, priced at $89 found 3 hours ago
Tue, Jul 1 - Mon, Aug 11
ORD
Chicago
JFK
New York
$127 Roundtrip, found 9 hours ago
$127
Roundtrip
found 9 hours ago
Select JetBlue Airways flight, departing Tue, Jul 1 from Chicago to New York, returning Mon, Aug 11, priced at $127 found 9 hours ago
Fri, Aug 8 - Tue, Aug 12
MDW
Chicago
LGA
New York
$134 Roundtrip, found 1 day ago
$134
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Fri, Aug 8 from Chicago to New York, returning Tue, Aug 12, priced at $134 found 1 day ago
Thu, Aug 7 - Sat, Aug 9
ORD
Chicago
EWR
New York
$143 Roundtrip, found 5 hours ago
$143
Roundtrip
found 5 hours ago
Select United flight, departing Thu, Aug 7 from Chicago to New York, returning Sat, Aug 9, priced at $143 found 5 hours ago

Sag Harbor economy flight packages

Price found within the past 48 hours. Click for updated prices.
Ruschmeyers Hotel
2.0-star property

Ruschmeyers Hotel

7.4/10 Good! (35 reviews)

Jul 8 - Jul 14

6 night stay

Chicago (CHI) to New York (JFK)

Spirit Airlines • Coach

New York (JFK) to Chicago (CHI)

United • Coach
per person
found 1 day ago
1 Hotel Central Park
5.0-star property

1 Hotel Central Park

9/10 Wonderful! (1,000 reviews)

Jul 12 - Jul 16

4 night stay

Chicago (ORD) to New York (JFK)

JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
per person
found 8 hours ago
The room was in a corner next to service areas that were loud …. Maybe a service elevator? Ran off and on until late at night and started again early in the morning.

Reviewed on Mar 21, 2025

The Langham, New York, Fifth Avenue
5.0-star property

The Langham, New York, Fifth Avenue

9.6/10 Exceptional! (1,004 reviews)

Aug 2 - Aug 5

3 night stay

Chicago (CHI) to New York (JFK)

Spirit Airlines • Coach

New York (JFK) to Chicago (CHI)

Southwest Airlines • Coach
Save 100% on your flight
per person
found 1 day ago
Great communication prior to visit, requested 1 hour early check in and was assured it wouldnt be a problem. Arrived at 5 minutes past regular check in time and was told suite wasnt ready🙄 Didnt put out do not disturb sign out which is my fault...but 3 different people disturbed us between 9am and 11am. Other than that very nice hotel and amazing view. Will stay again

Reviewed on Sep 28, 2024

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Sag Harbor packages with premium economy flights

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

Hotel St. James

8.6/10 Excellent! (6,013 reviews)

Jul 19 - Jul 23

4 night stay

Chicago (ORD) to New York (JFK)

Delta • Roundtrip • PremiumEconomy
per person
found 4 hours ago
Stayed here for a city weekend. The hotel has a great curb appeal and the public spaces- lobby, library, hallways were beautiful. The room, by contrast, was very clean but rather plainly decorated. I also found everything to be rather low- furniture, sink, commode- for me, I’m 5’10”. The room has a window AC unit which if you are using it means that you can’t close the shades and you can also hear all the street noise. I was on the 4th floor. Two things I wish were provided in the room were a clock and at least an ice bucket. That being said the staff was friendly and professional and you really can’t beat the location. You are right off Times Square within easy walking distance to theaters, restaurants and shopping. While there are no availability of drinks or snacks in the hotel there is a convenience store right next door and coffee place across the street if that’s your thing. Pricing, for the area, was very reasonable.

Reviewed on May 26, 2025

Hotel Riu Plaza Manhattan Times Square
4.0-star property

Hotel Riu Plaza Manhattan Times Square

9.2/10 Wonderful! (3,418 reviews)

Jul 19 - Jul 23

4 night stay

Chicago (ORD) to New York (JFK)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
per person
found 4 hours ago
The staff was amazing! They went above and beyond for my husband who uses a walker. They were so kind and super efficient!

Reviewed on Apr 3, 2025

INNSiDE by Meliá New York Nomad
4.5-star property

INNSiDE by Meliá New York Nomad

9/10 Wonderful! (2,118 reviews)

Jul 19 - Jul 23

4 night stay

Chicago (ORD) to New York (JFK)

Delta • Roundtrip • PremiumEconomy
per person
found 4 hours ago
Great place. Would definitely stay there again. Only suggestion would be to keep the lobby bar open longer.

Reviewed on May 12, 2025

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Sag Harbor first class flight packages

Price found within the past 48 hours. Click for updated prices.
Park Lane New York
5.0-star property

Park Lane New York

8.6/10 Excellent! (1,498 reviews)

Jul 7 - Jul 11

4 night stay

Chicago (ORD) to New York (JFK)

American Airlines • Roundtrip • FirstClass
per person
found 1 day ago
Food was good. Elevators did not work or they were very long lines for them and staff would not allow us to take the stairs even though we were willing to do so. AC was not very functional - room AC could not cool to the setpoint, even though it was not a very hot day. Bed was very comfortable. Shower had very good water pressure. Location was extremely convenient. Staff were helpful and pleasant.

Reviewed on May 10, 2025

1 Hotel Brooklyn Bridge
5.0-star property

1 Hotel Brooklyn Bridge

8.8/10 Excellent! (1,001 reviews)

Jul 7 - Jul 11

4 night stay

Chicago (ORD) to New York (JFK)

American Airlines • Roundtrip • FirstClass
Save 100% on your flight
per person
found 1 day ago
The hotel is beautiful looking forward to visiting again.

Reviewed on Feb 21, 2023

1 Hotel Central Park
5.0-star property

1 Hotel Central Park

9/10 Wonderful! (1,000 reviews)

Jul 7 - Jul 11

4 night stay

Chicago (ORD) to New York (JFK)

American Airlines • Roundtrip • FirstClass
Save 100% on your flight
per person
found 1 day ago
The room was in a corner next to service areas that were loud …. Maybe a service elevator? Ran off and on until late at night and started again early in the morning.

Reviewed on Mar 21, 2025

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More About Flying To Sag Harbor from Chicago

Route Information for Flights from Chicago to Sag Harbor

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

Chicago to Sag Harbor

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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.