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ISM to MDW: distance & flight time
Kissimmee (Kissimmee Gateway Airport) → Chicago (Chicago Midway International Airport)
998 mi
1,606 km · 867 nm
2h 38m
estimated nonstop flight time
-1h
time difference · heading north
See live ISM→MDW fares Phone-only fares on this route — call free
Flight time details
998 miles nonstop takes roughly 2h 38m gate to gate, flying north. Add 45–90 minutes per connection if there's no nonstop service. Remember to factor the 1-hour time set-back when reading arrival times on your ticket.
The two airports
- ISM — Kissimmee Gateway Airport · Kissimmee, United States
- MDW — Chicago Midway International Airport · Chicago, United States
Distances are great-circle ("as the crow flies") — the same basis airlines use for frequent-flyer miles.
Alternate airports can cut this fare
Flying from or into a nearby airport is the #1 trick our agents use to beat online prices. Call and we'll compare every combination on one call.
Near ISM
- MCO · Orlando International Airport12 mi away
- ORL · Orlando Executive Airport19 mi away
- GIF · Winter Haven Regional Airport - Gilbert Field25 mi away
- TPA · Tampa International Airport70 mi away
Near MDW
- ORD · Chicago O'Hare International Airport15 mi away
- CGX · Chicago Meigs Airport9 mi away
- GYY · Gary Chicago International Airport21 mi away
- LOT · Lewis University Airport22 mi away
Frequently asked questions
How far is ISM from MDW?
The flight distance from Kissimmee (ISM) to Chicago (MDW) is 998 miles (1,606 km, 867 nautical miles), measured along the great-circle route airlines actually fly.
How long is the flight from ISM to MDW?
A nonstop flight takes about 2h 38m gate to gate. Actual time varies with winds, routing and season — eastbound transatlantic flights, for example, are usually faster than the return.
What is the time difference between Kissimmee and Chicago?
Chicago is 1 hour behind Kissimmee.
What is the cheapest way to fly from ISM to MDW?
Compare live fares online, then call CheapoTrav — our agents have unpublished consolidator fares on ISM–MDW that never appear on search engines, with no booking fees.