Islip to Chicago (ISP–MDW) — Airlines, Schedules & Connections

ISP Airport Page →
763 mi airlines 0/wk
On-time Some delays Frequent delays
Connecting Flight Schedule 36 1-stop flights Verified 3w ago
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  Flight Airline AC Dep Arr Dur OTP Sched  
✈ Nonstop

No flights match your filters.

No nonstop flights on this route. connecting options below.

1-STOP More options, longer trips
2-STOP Loading... Reach the hardest destinations
Islip to Chicago
Connecting service available through multiple hubs.
763 mi 2h 8m nonstop -1h behind 36 1-stop hubs

While no nonstop service exists between ISP and MDW, connecting options are available through 36 hubs.

Connection Landscape

Beyond nonstop. 1-stop and 2-stop options for ISP to MDW.
1-STOP
One-Stop Connections
36
Hubs
~3h
Fastest
~26h
Longest
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
605
Candidates
Two-stop connections loaded in the connections tab above.
Connections computed from published schedules with minimum connection time verification. Use the interactive explorer above the fold to filter by airline, tier, and layover time.

Other ways to reach Chicago from Islip

Nearby airports with service to Chicago Midway International Airport.
Metric ISP→MDW HVN→MDW HPN→MDW
Distance from ISP 34 mi 37 mi
Nonstop airlines 0 1 8
Weekly flights 0 1 6
Flight time 2h 8m 2h 6m 1h 45m
Departure OTP 100%
Airports within 200 miles of ISP with service to Chicago Midway International Airport.

Travel Essentials

Practical planning for this route.
Time Difference
-1h
Chicago is 1 hour behind Islip.
ISP: EDT · MDW: CDT

When it's 6:00 PM in Islip, it's 5:00 PM in Chicago.
Distance & Flight Time
763 mi / 1,227 km
Nonstop flight time is approximately 2h 8m.

ISP–MDW Quick Facts

Key statistics for the Islip to Chicago route.
Route details
Distance763 mi / 1,227 km
Flight time2h 8m
Time difference-1 hour
Airlines (nonstop)0
1-stop connections36 hubs
Origin: ISP
IATA / ICAOISP / KISP
TimezoneAmerica/New_York
Passengers/yr1.4M
Elevation99 ft / 30 m
Destination: MDW
IATA / ICAOMDW / KMDW
TimezoneAmerica/Chicago
Passengers/yr20.7M
Elevation620 ft / 189 m

Frequently Asked Questions

Common questions about ISP to MDW flights.
Nonstop flights from Long Island MacArthur Airport to Chicago Midway International Airport take approximately 2h 8m. The route covers 763 miles.
Yes, 1-stop connections are available through HPN, MMU, LUK, IAD, TEB, CLE, PVD, DCA, BUF, YYZ, USA, ILM, CLT, MYR, NAS, SRQ, MEM, VRB, BCT, PBI, MIA, AUS, LAS, SXM, PDX, VNY, ORF, BWI, BOS, FLL, CHS, RDU, TPA, RSW, MCO and RIC. These options provide additional schedule flexibility.
Chicago is 1 hour behind Islip.
Yes, return flights from MDW to ISP are available. Use the direction toggle at the top to view the return schedule.
Nearby alternatives include HVN, HPN and LGA. See the Alternatives section for a full comparison.
Click the 'Search Flights' button to check availability and prices on Google Flights. You can also compare airlines and schedules on this page to find the best option.
See the On-Time Performance section for the latest delay data at both airports. This shows departure and arrival reliability to help you plan.
Route data is updated regularly from official airline schedules. On-time performance data comes from recent airport delay snapshots.

Flights from ISP to MDW

Long Island MacArthur Airport (ISP) and Chicago Midway International Airport (MDW) are connected through multiple connecting hub airports.

ISP to MDW Flight Duration and Schedule

Nonstop flight time from ISP to MDW ranges from 2 hours 8 minutes. The route covers a distance of 763 miles (1,227 km).

Connecting Options and Alternatives

36 one-stop connections are available, with the fastest taking approximately 3 hours via HPN. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include New Haven (HVN), White Plains (HPN) and New York (LGA).