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

The cheapest way to get from Southampton to Chicago is to drive which costs $160 - $240 and takes 14h 57m.

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

The fastest way to get from Southampton to Chicago is to train and fly which takes 6h 46m and costs $220 - $650.

Is there a direct bus between Southampton and Chicago?

No, there is no direct bus from Southampton to Chicago station. However, there are services departing from Southampton and arriving at Chicago Bus Station via Main St/60 Av and New York Midtown. The journey, including transfers, takes approximately 20h 30m.

Is there a direct train between Southampton and Chicago?

No, there is no direct train from Southampton to Chicago station. However, there are services departing from Southampton and arriving at Chicago Union Station via Jamaica and Ny Moynihan Train Hall At Penn Station. The journey, including transfers, takes approximately 23h 5m.

How far is it from Southampton to Chicago?

The distance between Southampton and Chicago is 827 miles. The road distance is 884.4 miles.

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

The best way to get from Southampton to Chicago without a car is to bus which takes 20h 30m and costs $170 - $330.

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

It takes approximately 6h 46m to get from Southampton to Chicago, including transfers.

Where do I catch the Southampton to Chicago bus from?

Southampton to Chicago bus services, operated by Hampton Jitney Inc., depart from Southampton station.

Where do I catch the Southampton to Chicago train from?

Southampton to Chicago train services, operated by Long Island Rail Road, depart from Southampton station.

Train or bus from Southampton to Chicago?

The best way to get from Southampton to Chicago is to bus which takes 20h 30m and costs $170 - $330. Alternatively, you can train, which costs $320 - $700 and takes 23h 5m.

Where does the Southampton to Chicago bus arrive?

Southampton to Chicago bus services, operated by Hampton Jitney Inc., arrive at JFK Airport Connection - WB station.

What is the time difference between Southampton and Chicago?

Chicago is 1h behind Southampton. It is currently 5:19 PM in Southampton and 4:19 PM in Chicago.

Where does the Southampton to Chicago train arrive?

Southampton to Chicago train services, operated by Long Island Rail Road, arrive at Jamaica station.

Can I drive from Southampton to Chicago?

Yes, the driving distance between Southampton to Chicago is 884 miles. It takes approximately 14h 57m to drive from Southampton to Chicago.

Where can I stay near Chicago?

There are 1082+ hotels available in Chicago.

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

How to get fromSouthampton to Chicago

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There are 7 ways to get from Southampton to Chicago by train, plane, bus (Flixbus), train (Amtrak), car, or bus

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

Train to Laguardia Airport, fly to Chicago Midway International Airport
best
1. Take the train from Southampton to Jamaicatrain
2. Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane LGA - MDW
6h 46m
$225–603
Train to Westchester County Airport, fly to Chicago O'Hare International Airport
cheapest
1. Take the train from Southampton to Jamaicatrain
2. Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)plane HPN - ORD
9h 32m
$126–544
Bus
1. Take the bus from Southampton to JFK Airport Connection - WBbus Sag Harbor-Westbound / ...
2. Take the bus from New York Midtown to Chicago Bus Stationbus FlixBus N2641 / ...
20h 30m
$178–329
Train
1. Take the train from Southampton to Jamaicatrain Montauk Branch
2. Take the train from Ny Moynihan Train Hall At Penn Station to Chicago Union Stationtrain Lake Shore Limited / ...
23h 5m
$322–701
Drive 879.2 mi
1. Drive from Southampton to Chicagocar 879.2 mi
14h 57m
$161–232
Train to Laguardia Airport, fly to Chicago O'Hare International Airport
1. Take the train from Southampton to Jamaicatrain
2. Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)plane LGA - ORD
7h 7m
$235–703
Train, bus
1. Take the train from Southampton to Jamaicatrain
2. Take the bus from Port Authority Bus Terminal to Baltimore Downtown Bus Stationbus
3. Take the bus from Baltimore Downtown Bus Station to Chicago Bus Stationbus
26h 9m
$178–398

Southampton to Chicago by train

10Weekly Trains

23h 5mAverage Duration

$322Cheapest Price

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Questions & Answers

Map of how to get from Southampton to Chicago.

Launch map view

Distance: 821.9 mi
Duration: 6h 46m

What companies run services between Southampton, NY, USA and Chicago, IL, USA?

You can take a bus from Southampton to Chicago Bus Station via Main St/60 Av, Main St/Kissena Blvd, Flushing Main Street, Penn Station, and New York Midtown in around 20h 30m. Alternatively, you can take a train from Southampton to Chicago Union Station via Jamaica, Penn Station, and Ny Moynihan Train Hall At Penn Station in around 23h 5m.

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