What is the cheapest way to get from Chicago to Longwood?

The cheapest way to get from Chicago to Longwood is to fly which costs $75 - $550 and takes 6h 28m.

What is the fastest way to get from Chicago to Longwood?

The fastest way to get from Chicago to Longwood is to train and fly which takes 5h 46m and costs $140 - $550.

Is there a direct bus between Chicago and Longwood?

No, there is no direct bus from Chicago station to Longwood station. However, there are services departing from Chicago Bus Station and arriving at Debary Sunrail Station via Atlanta Bus Station and Deland Intermodal Transit Fac. The journey, including transfers, takes approximately 28h 16m.

Is there a direct train between Chicago and Longwood?

No, there is no direct train from Chicago station to Longwood. However, there are services departing from Chicago Union Station and arriving at Longwood via DeLand. The journey, including transfers, takes approximately 38h 43m.

How far is it from Chicago to Longwood?

The distance between Chicago and Longwood is 1033 miles. The road distance is 1109.2 miles.

How do I travel from Chicago to Longwood without a car?

The best way to get from Chicago to Longwood without a car is to bus which takes 28h 16m and costs $230 - $390.

How long does it take to get from Chicago to Longwood?

It takes approximately 6h 3m to get from Chicago to Longwood, including transfers.

Where do I catch the Chicago to Longwood bus from?

Chicago to Longwood bus services, operated by Greyhound USA, depart from Chicago Bus Station.

Where do I catch the Chicago to Longwood train from?

Chicago to Longwood train services, operated by Amtrak, depart from Chicago Union Station.

Train, bus or fly from Chicago to Longwood?

The best way to get from Chicago to Longwood is to fly which takes 6h 3m and costs $200 - $500. Alternatively, you can bus, which costs $230 - $390 and takes 28h 16m, you could also train, which costs $500 - $1,100 and takes 38h 43m.

Where does the Chicago to Longwood bus arrive?

Chicago to Longwood bus services, operated by Greyhound USA, arrive at Atlanta Bus Station.

What is the time difference between Chicago and Longwood?

Longwood is 1h ahead of Chicago. It is currently 2:20 PM in Chicago and 3:20 PM in Longwood.

Where does the Chicago to Longwood train arrive?

Chicago to Longwood train services, operated by Amtrak, arrive at Deland station.

Can I drive from Chicago to Longwood?

Yes, the driving distance between Chicago to Longwood is 1109 miles. It takes approximately 20h 13m to drive from Chicago to Longwood.

Where can I stay near Longwood?

There are 446+ hotels available in Longwood.

Chicago to Longwood - 7 ways to travel via train, plane, bus, and car

How to get fromChicago to Longwood

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There are 7 ways to get from Chicago to Longwood 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)plane MDW - MCO
6h 3m
$206–501
Fly Chicago O'Hare International Airport to Orlando
cheapest
1. Fly from Chicago O'Hare International Airport (ORD) to Orlando (MCO)plane ORD - MCO
6h 28m
$76–511
Bus
1. Take the bus from Chicago Bus Station to Atlanta Bus Stationbus Greyhound US0100
2. Take the bus from Atlanta Bus Station to Daytona Beachbus FlixBus 2434
28h 16m
$232–390
Train (Amtrak)
1. Take the train from Chicago Union Station to Delandtrain Floridian
38h 43m
$518–1,087
Drive 1,102.8 mi
1. Drive from Chicago to Longwoodcar 1,102.8 mi
20h 13m
$202–291
Train to South Bend, fly to Orlando Sanford
1. Take the train from Van Buren St. to South Bend Airporttrain
2. Fly from South Bend (SBN) to Orlando Sanford (SFB)plane SBN - SFB
5h 46m
$141–539
Train to General Mitchell International Airport, fly to Orlando
1. Take the train from Chicago Union Station to Milwaukeetrain
2. Fly from General Mitchell International Airport (MKE) to Orlando (MCO)plane MKE - MCO
7h 42m
$322–1,175

Chicago to Longwood by train (Amtrak)

7Weekly Trains

38h 43mAverage Duration

$518Cheapest Price

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Questions & Answers

Map of how to get from Chicago to Longwood.

Launch map view

Distance: 1,027.5 mi
Duration: 6h 3m

What companies run services between Chicago, IL, USA and Longwood, Seminole County, FL, USA?

Southwest Airlines flies from Chicago Midway International Airport (MDW) to Orlando (MCO) every 4 hours. Alternatively, you can take a bus from Chicago Bus Station to Longwood via Atlanta Bus Station, Daytona Beach, Deland Intermodal Transit Fac, Debary Sunrail Station, and DeBary in around 28h 16m.

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