Cheap flights from MDW to ISP (Midway Intl. to MacArthur)

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Cheap Flights from MDW to ISP starting at $121 One Way, $191 Round Trip

Prices starting at $191 for return flights and $121 for one-way flights to MacArthur were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, May 9 - Thu, May 14
MDW
Chicago
ISP
Islip
$191 Roundtrip, found 4 days ago
$191
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sat, May 9 from Chicago to Islip, returning Thu, May 14, priced at $191 found 4 days ago
Sun, May 10 - Thu, May 14
MDW
Chicago
ISP
Islip
$205 Roundtrip, found 4 days ago
$205
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sun, May 10 from Chicago to Islip, returning Thu, May 14, priced at $205 found 4 days ago
Thu, May 7 - Thu, May 14
MDW
Chicago
ISP
Islip
$260 Roundtrip, found 4 days ago
$260
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Thu, May 7 from Chicago to Islip, returning Thu, May 14, priced at $260 found 4 days ago
Sat, May 9 - Sun, May 17
MDW
Chicago
ISP
Islip
$301 Roundtrip, found 4 days ago
$301
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sat, May 9 from Chicago to Islip, returning Sun, May 17, priced at $301 found 4 days ago
Sun, May 10 - Sun, May 17
MDW
Chicago
ISP
Islip
$315 Roundtrip, found 4 days ago
$315
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sun, May 10 from Chicago to Islip, returning Sun, May 17, priced at $315 found 4 days ago

Hotel Ideas near MacArthur

Airport Hotels near MacArthur

La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

3 out of 5
10 Aero Rd Bohemia NY
$94 nightly
The price is $108 total per night from Feb 11 to Feb 12
$108 total
Feb 11 - Feb 12
Total with taxes and fees
Book a stay at this business-friendly hotel in Bohemia. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
6.8/10 (1,491 reviews)
Good staff stopped having cream for the coffee not sure why only some pump sweet add in bring back the half n half! The coffee and proximity were the only reasons for staying there so much

Reviewed on Feb 4, 2026

La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport
Clarion Hotel & Conference Center

Clarion Hotel & Conference Center

3 out of 5
3845 Veterans Memorial Hwy Ronkonkoma NY
$94 nightly
The price is $107 total per night from Feb 11 to Feb 12
$107 total
Feb 11 - Feb 12
Total with taxes and fees
Book a stay at this business-friendly hotel in Ronkonkoma. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the clean rooms in our ...
5/10 (1,000 reviews)
Clean room

Reviewed on Feb 3, 2026

Clarion Hotel & Conference Center
Hilton Garden Inn Islip/MacArthur Airport

Hilton Garden Inn Islip/MacArthur Airport

3 out of 5
3485 Veterans Memorial Hwy Ronkonkoma NY
$107 nightly
The price is $122 total per night from Feb 19 to Feb 20
$122 total
Feb 19 - Feb 20
Total with taxes and fees
Book a stay at this business-friendly hotel in Ronkonkoma. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and ...
8.4/10 Very Good! (1,004 reviews)
Staff was friendly and helpful, quiet rooms and close to everything I needed to get to.

Reviewed on Feb 3, 2026

Hilton Garden Inn Islip/MacArthur Airport
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotels In Islip

Courtyard by Marriott Long Island MacArthur Airport

Courtyard by Marriott Long Island MacArthur Airport

3 out of 5
5000 Express Dr S Ronkonkoma NY
$127 nightly
The price is $145 total per night from Feb 12 to Feb 13
$145 total
Feb 12 - Feb 13
Total with taxes and fees
Book a stay at this business-friendly hotel in Ronkonkoma. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
8.4/10 Very Good! (1,000 reviews)
Friendly staff and ability to check in early.

Reviewed on Jan 19, 2026

Courtyard by Marriott Long Island MacArthur Airport
Hilton Garden Inn Islip/MacArthur Airport

Hilton Garden Inn Islip/MacArthur Airport

3 out of 5
3485 Veterans Memorial Hwy Ronkonkoma NY
$107 nightly
The price is $122 total per night from Feb 19 to Feb 20
$122 total
Feb 19 - Feb 20
Total with taxes and fees
Book a stay at this business-friendly hotel in Ronkonkoma. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and ...
8.4/10 Very Good! (1,004 reviews)
Staff was friendly and helpful, quiet rooms and close to everything I needed to get to.

Reviewed on Feb 3, 2026

Hilton Garden Inn Islip/MacArthur Airport
Homewood Suites by Hilton Ronkonkoma

Homewood Suites by Hilton Ronkonkoma

3 out of 5
65 Union Avenue Ronkonkoma NY
$149 nightly
The price is $170 total per night from Feb 12 to Feb 13
$170 total
Feb 12 - Feb 13
Total with taxes and fees
Stay at this hotel in Ronkonkoma. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions ...
9/10 Wonderful! (582 reviews)
Hilton properties seem to achieve a greater level of service and cleanliness. My visit was really very good, but I was not really surprised because I had stayed at a Hilton Garden Inn previously. I guess the old adage "You get what you pay for" applies here.

Reviewed on Jan 16, 2026

Homewood Suites by Hilton Ronkonkoma
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Islip Hotels With Airport Transportation

Courtyard by Marriott Long Island MacArthur Airport

Courtyard by Marriott Long Island MacArthur Airport

3 out of 5
5000 Express Dr S Ronkonkoma NY
$127 nightly
The price is $145 total per night from Feb 12 to Feb 13
$145 total
Feb 12 - Feb 13
Total with taxes and fees
Book a stay at this business-friendly hotel in Ronkonkoma. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
8.4/10 Very Good! (1,000 reviews)
Friendly staff and ability to check in early.

Reviewed on Jan 19, 2026

Courtyard by Marriott Long Island MacArthur Airport
Clarion Hotel & Conference Center

Clarion Hotel & Conference Center

3 out of 5
3845 Veterans Memorial Hwy Ronkonkoma NY
$94 nightly
The price is $107 total per night from Feb 11 to Feb 12
$107 total
Feb 11 - Feb 12
Total with taxes and fees
Book a stay at this business-friendly hotel in Ronkonkoma. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the clean rooms in our ...
5/10 (1,000 reviews)
Clean room

Reviewed on Feb 3, 2026

Clarion Hotel & Conference Center
Hilton Garden Inn Islip/MacArthur Airport

Hilton Garden Inn Islip/MacArthur Airport

3 out of 5
3485 Veterans Memorial Hwy Ronkonkoma NY
$107 nightly
The price is $122 total per night from Feb 19 to Feb 20
$122 total
Feb 19 - Feb 20
Total with taxes and fees
Book a stay at this business-friendly hotel in Ronkonkoma. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and ...
8.4/10 Very Good! (1,004 reviews)
Staff was friendly and helpful, quiet rooms and close to everything I needed to get to.

Reviewed on Feb 3, 2026

Hilton Garden Inn Islip/MacArthur Airport
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Low Priced Islip Hotels

Clarion Hotel & Conference Center

Clarion Hotel & Conference Center

3 out of 5
3845 Veterans Memorial Hwy Ronkonkoma NY
$94 nightly
The price is $107 total per night from Feb 11 to Feb 12
$107 total
Feb 11 - Feb 12
Total with taxes and fees
Book a stay at this business-friendly hotel in Ronkonkoma. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the clean rooms in our ...
5/10 (1,000 reviews)
Clean room

Reviewed on Feb 3, 2026

Clarion Hotel & Conference Center
Hilton Garden Inn Islip/MacArthur Airport

Hilton Garden Inn Islip/MacArthur Airport

3 out of 5
3485 Veterans Memorial Hwy Ronkonkoma NY
$107 nightly
The price is $122 total per night from Feb 19 to Feb 20
$122 total
Feb 19 - Feb 20
Total with taxes and fees
Book a stay at this business-friendly hotel in Ronkonkoma. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and ...
8.4/10 Very Good! (1,004 reviews)
Staff was friendly and helpful, quiet rooms and close to everything I needed to get to.

Reviewed on Feb 3, 2026

Hilton Garden Inn Islip/MacArthur Airport
Rodeway Inn Macarthur Airport

Rodeway Inn Macarthur Airport

2 out of 5
3055 Veterans Memorial Hwy Ronkonkoma NY
$84 nightly
The price is $96 total per night from Mar 10 to Mar 11
$96 total
Mar 10 - Mar 11
Total with taxes and fees
Stay at this hotel in Ronkonkoma. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
6.8/10 (999 reviews)
Courteous staff. Clean rooms. Good location.

Reviewed on Dec 14, 2025

Rodeway Inn Macarthur Airport
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Family Friendly Hotels in Islip

Hilton Garden Inn Islip/MacArthur Airport

Hilton Garden Inn Islip/MacArthur Airport

3 out of 5
3485 Veterans Memorial Hwy Ronkonkoma NY
$107 nightly
The price is $122 total per night from Feb 19 to Feb 20
$122 total
Feb 19 - Feb 20
Total with taxes and fees
Book a stay at this business-friendly hotel in Ronkonkoma. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and ...
8.4/10 Very Good! (1,004 reviews)
Staff was friendly and helpful, quiet rooms and close to everything I needed to get to.

Reviewed on Feb 3, 2026

Hilton Garden Inn Islip/MacArthur Airport
Clarion Hotel & Conference Center

Clarion Hotel & Conference Center

3 out of 5
3845 Veterans Memorial Hwy Ronkonkoma NY
$94 nightly
The price is $107 total per night from Feb 11 to Feb 12
$107 total
Feb 11 - Feb 12
Total with taxes and fees
Book a stay at this business-friendly hotel in Ronkonkoma. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the clean rooms in our ...
5/10 (1,000 reviews)
Clean room

Reviewed on Feb 3, 2026

Clarion Hotel & Conference Center
Rodeway Inn Macarthur Airport

Rodeway Inn Macarthur Airport

2 out of 5
3055 Veterans Memorial Hwy Ronkonkoma NY
$84 nightly
The price is $96 total per night from Mar 10 to Mar 11
$96 total
Mar 10 - Mar 11
Total with taxes and fees
Stay at this hotel in Ronkonkoma. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
6.8/10 (999 reviews)
Courteous staff. Clean rooms. Good location.

Reviewed on Dec 14, 2025

Rodeway Inn Macarthur Airport
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

MDW to ISP Route Info

Origin Airport
Destination Airport
Number Of Airlines Serving
Distance
Shortest Flight Departure Time
Shortest Flight Departure Date
MDW Address & GPS
Address:
5700 South Cicero
Chicago IL, 60638
United States
IATA Code:
MDW
Longitude:
-87.740871
Latitude:
41.788136
Time Zone:
America/Chicago
ISP Address & GPS
Address:
100 Arrivals Avenue
Islip NY, 11779
United States
IATA Code:
ISP
Longitude:
-73.097546
Latitude:
40.789314
Time Zone:
America/New_York

Frequently asked questions

What is the shortest flight from Chicago Airport to ISP?
Getting from Chicago Airport to MacArthur Airport (ISP) takes at least 5 hours. Indulge in a wine and watch a flick or two — this is a great chance to sit back and chill out.
How many hours flight from Chicago Airport to MacArthur Airport?
It usually takes around 5 hours and 5 minutes to fly from Midway Intl. Airport (MDW) to MacArthur Airport. You'll be in the sky for a good amount of time, so contemplate bringing your own entertainment, like an audiobook or a few podcasts.
What airlines have the most flights from Chicago Airport to MacArthur Airport?
You won't be able to find any airlines that fly direct between MDW and MacArthur Airport (ISP). Plan ahead and reserve a multi-stop or one-stop plane ticket.

Map To Nearby Hotels

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.

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