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

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Cheap Flights from MDW to ISP starting at $238 One Way, $403 Round Trip

Prices starting at $403 for return flights and $238 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.

Fri, Oct 16 - Mon, Oct 19
MDW
Chicago
ISP
Islip
$403 Roundtrip, found 6 days ago
$403
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Fri, Oct 16 from Chicago to Islip, returning Mon, Oct 19, priced at $403 found 6 days ago
Fri, Oct 16 - Mon, Oct 19
MDW
Chicago
ISP
Islip
$414 Roundtrip, found 6 days ago
$414
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Fri, Oct 16 from Chicago to Islip, returning Mon, Oct 19, priced at $414 found 6 days ago
Fri, Oct 16 - Mon, Oct 19
MDW
Chicago
ISP
Islip
$419 Roundtrip, found 6 days ago
$419
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Fri, Oct 16 from Chicago to Islip, returning Mon, Oct 19, priced at $419 found 6 days ago
Fri, Oct 16 - Mon, Oct 19
MDW
Chicago
ISP
Islip
$422 Roundtrip, found 6 days ago
$422
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Fri, Oct 16 from Chicago to Islip, returning Mon, Oct 19, priced at $422 found 6 days ago
Fri, Oct 16 - Mon, Oct 19
MDW
Chicago
ISP
Islip
$425 Roundtrip, found 6 days ago
$425
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Fri, Oct 16 from Chicago to Islip, returning Mon, Oct 19, priced at $425 found 6 days ago

Hotel Ideas near MacArthur

Airport Hotels near MacArthur

Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport

Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport

3 out of 5
3845 Veterans Memorial Hwy Ronkonkoma NY
$90 nightly
The price is $103 total per night from Oct 14 to Oct 15
$103 total
Oct 14 - Oct 15
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 ...
Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport
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 $107 total per night from Oct 22 to Oct 23
$107 total
Oct 22 - Oct 23
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 (1,691 reviews)
"The breakfast could be better. The laundry for guests is expensive. Parking was great! Staff were great!"

Reviewed on Sep 26, 2026

La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport
Courtyard by Marriott Long Island MacArthur Airport

Courtyard by Marriott Long Island MacArthur Airport

3 out of 5
5000 Express Dr S Ronkonkoma NY
$159 nightly
The price is $182 total per night from Oct 4 to Oct 5
$182 total
Oct 4 - Oct 5
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! (1,008 reviews)
"Just so so."

Reviewed on Sep 25, 2026

Courtyard by Marriott Long Island 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

Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport

Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport

3 out of 5
3845 Veterans Memorial Hwy Ronkonkoma NY
$90 nightly
The price is $103 total per night from Oct 14 to Oct 15
$103 total
Oct 14 - Oct 15
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 ...
Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport
Courtyard by Marriott Long Island MacArthur Airport

Courtyard by Marriott Long Island MacArthur Airport

3 out of 5
5000 Express Dr S Ronkonkoma NY
$159 nightly
The price is $182 total per night from Oct 4 to Oct 5
$182 total
Oct 4 - Oct 5
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! (1,008 reviews)
"Just so so."

Reviewed on Sep 25, 2026

Courtyard by Marriott Long Island MacArthur Airport
Homewood Suites by Hilton Ronkonkoma

Homewood Suites by Hilton Ronkonkoma

3 out of 5
65 Union Avenue Ronkonkoma NY
$156 nightly
The price is $178 total per night from Oct 4 to Oct 5
$178 total
Oct 4 - Oct 5
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 ...
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
$159 nightly
The price is $182 total per night from Oct 4 to Oct 5
$182 total
Oct 4 - Oct 5
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! (1,008 reviews)
"Just so so."

Reviewed on Sep 25, 2026

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

Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport

3 out of 5
3845 Veterans Memorial Hwy Ronkonkoma NY
$90 nightly
The price is $103 total per night from Oct 14 to Oct 15
$103 total
Oct 14 - Oct 15
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 ...
Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport
Hilton Garden Inn Islip/MacArthur Airport

Hilton Garden Inn Islip/MacArthur Airport

3 out of 5
3485 Veterans Memorial Hwy Ronkonkoma NY
$119 nightly
The price is $135 total per night from Oct 12 to Oct 13
$135 total
Oct 12 - Oct 13
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 ...
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 Ronkonkoma MacArthur Airport

Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport

3 out of 5
3845 Veterans Memorial Hwy Ronkonkoma NY
$90 nightly
The price is $103 total per night from Oct 14 to Oct 15
$103 total
Oct 14 - Oct 15
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 ...
Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport
Hilton Garden Inn Islip/MacArthur Airport

Hilton Garden Inn Islip/MacArthur Airport

3 out of 5
3485 Veterans Memorial Hwy Ronkonkoma NY
$119 nightly
The price is $135 total per night from Oct 12 to Oct 13
$135 total
Oct 12 - Oct 13
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 ...
Hilton Garden Inn Islip/MacArthur Airport
Rodeway Inn Macarthur Airport

Rodeway Inn Macarthur Airport

2 out of 5
3055 Veterans Memorial Hwy Ronkonkoma NY
$93 nightly
The price is $106 total per night from Oct 26 to Oct 27
$106 total
Oct 26 - Oct 27
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 ...
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
$119 nightly
The price is $135 total per night from Oct 12 to Oct 13
$135 total
Oct 12 - Oct 13
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 ...
Hilton Garden Inn Islip/MacArthur Airport
Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport

Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport

3 out of 5
3845 Veterans Memorial Hwy Ronkonkoma NY
$90 nightly
The price is $103 total per night from Oct 14 to Oct 15
$103 total
Oct 14 - Oct 15
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 ...
Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport
Rodeway Inn Macarthur Airport

Rodeway Inn Macarthur Airport

2 out of 5
3055 Veterans Memorial Hwy Ronkonkoma NY
$93 nightly
The price is $106 total per night from Oct 26 to Oct 27
$106 total
Oct 26 - Oct 27
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 ...
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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