What is the cheapest way to get from Chicago Station (CTA Logan Square branch) to Kissimmee?

The cheapest way to get from Chicago Station (CTA Logan Square branch) to Kissimmee is to bus which costs $120 - $240 and takes 28h 50m.

What is the fastest way to get from Chicago Station (CTA Logan Square branch) to Kissimmee?

The fastest way to get from Chicago Station (CTA Logan Square branch) to Kissimmee is to fly which takes 5h 59m and costs $95 - $480.

Is there a direct bus between Chicago Station (CTA Logan Square branch) and Kissimmee?

No, there is no direct bus from Chicago Station (CTA Logan Square branch) to Kissimmee. However, there are services departing from Milwaukee & Thomas and arriving at N Main St And W Cypress St via Chicago Train Station, Atlanta Bus Station and Florida Mall Ave And Crystal Clear Ln. The journey, including transfers, takes approximately 28h 50m.

Where do I catch the Chicago Station (CTA Logan Square branch) to Kissimmee bus from?

Chicago Station (CTA Logan Square branch) to Kissimmee bus services, operated by Greyhound USA, depart from Chicago Train Station.

Train, bus or fly from Chicago Station (CTA Logan Square branch) to Kissimmee?

The best way to get from Chicago Station (CTA Logan Square branch) to Kissimmee is to fly which takes 5h 59m and costs $95 - $480. Alternatively, you can bus, which costs $120 - $240 and takes 28h 50m, you could also train, which costs $320 - $490 and takes 40h 48m.

Where can I stay near Kissimmee?

There are 10409+ hotels available in Kissimmee.

Chicago Station (CTA Logan Square branch) to Kissimmee

Q: How far is it from Chicago Station (CTA Logan Square branch) to Kissimmee?

The distance between Chicago Station (CTA Logan Square branch) and Kissimmee is 1027 miles. The road distance is 1124.7 miles.

Q: How long does it take to get from Chicago Station (CTA Logan Square branch) to Kissimmee?

It takes approximately 5h 59m to get from Chicago Station (CTA Logan Square branch) to Kissimmee, including transfers.

Q: Can I drive from Chicago Station (CTA Logan Square branch) to Kissimmee?

Yes, the driving distance between Chicago Station (CTA Logan Square branch) to Kissimmee is 1125 miles. It takes approximately 19h 40m to drive from Chicago Station (CTA Logan Square branch) to Kissimmee.

There are 7 ways to get from Chicago Station (CTA Logan Square branch) to Kissimmee by plane, bus (Greyhound, Flixbus), train (Amtrak), car, or train

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

Fly Chicago Midway International Airport to Orlando
best
1. Fly from Chicago Midway International Airport (MDW) to Orlando (MCO)MDW - MCO
5h 59m
$98–473
Fly Chicago O'Hare International Airport to Orlando
cheapest
1. Fly from Chicago O'Hare International Airport (ORD) to Orlando (MCO)ORD - MCO
6h 5m
$74–246
Bus
1. Take the bus from Chicago Train Station to Atlanta Bus StationGreyhound US0100
2. Take the bus from Atlanta Bus Station to OrlandoFlixBus 2415
28h 50m
$124–234
Train (Amtrak)
1. Take the train from Chicago Union Station to Kissimmee Amtrak StationFloridian
40h 48m
$325–485
Drive 1,118.1 mi
1. Drive from Chicago Station (CTA Logan Square branch) to Kissimmee1,118.1 mi
19h 40m
$205–295
Fly Chicago Midway International Airport to Tampa, train
1. Fly from Chicago Midway International Airport (MDW) to Tampa (TPA)MDW - TPA
2. Take the train from Tampa to Kissimmee Amtrak Station
8h 9m
$118–533
Fly Chicago O'Hare International Airport to Tampa, train
1. Fly from Chicago O'Hare International Airport (ORD) to Tampa (TPA)ORD - TPA
2. Take the train from Tampa to Kissimmee Amtrak Station
8h 6m
$118–306

Chicago Station (CTA Logan Square branch) to Kissimmee by foot and bus

7Weekly Services

28h 50mAverage Duration

$124Cheapest Price

See schedules

Questions & Answers

Launch map view

Distance: 1,020.6 mi
Duration: 5h 59m

What companies run services between Chicago Station (CTA Logan Square branch), IL, USA and Kissimmee, FL, USA?

Frontier Airlines and Southwest Airlines fly from Chicago Midway International Airport (MDW) to Orlando (MCO) every 3 hours. Alternatively, you can take a vehicle from Chicago Station (CTA Logan Square branch) to N Main St And W Cypress St via Milwaukee & Thomas, Washington & Canal, Chicago Train Station, Atlanta Bus Station, Orlando, and Florida Mall Ave And Crystal Clear Ln in around 28h 50m.

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