- Must visit
Art Institute of Chicago
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
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The cheapest and fastest trains from South Shore, KY to Chicago, IL
Showing times, prices and bookable tickets for Sep 20
Cheapest price on Sep 20
€100
Average ticket price on Sep 20
€100
Fastest journey on Sep 20
11 h 3 m
Average journey duration on Sep 20
11 h 3 m
Trains on Sep 20
1
Distance
528 km
Cheap tickets
The best way to find a cheap train ticket from South Shore, KY to Chicago, IL is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from South Shore, KY to Chicago, IL will cost around €100 if you buy it on the day, but the cheapest tickets can be found for only €100.
Fast trains
On Sun, Sep 20, we found 1 trains from South Shore, KY to Chicago, IL, including 1 direct services.
On Sun, Sep 20 the direct trains cover the 528 km distance in an average of 11 h 3 m but if you time it right, some trains will get you there in just 11 h 3 m .
On Sun, Sep 20 the slowest trains will take 11 h 3 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.
10:57 PM11h03South Shore, KY10:00 AMChicago, IL€1001One-way0 transfers
- 10:57 PM11h03South Shore, KY10:00 AMChicago, IL€1001One-way0 transfers
Travel Information
Compare train for South Shore, KY to Chicago, IL
Omio recommends booking the flight as it is the most popular option from South Shore, KY to Chicago, IL among Omio's users. If you are prioritising price, take the flight, with an average ticket price of €558 For those with little time, consider booking a flight, which has an average total journey time of 6h 14m. Average ticket prices depend on the travel mode: a flight costs an average of €558, while a flight costs an average of €558.
Distance: 328 miles (528 km)
Compare flight with
Most popular Flight | Driving |
|---|---|
€558 Average price Cheapest | €66 Average price (fuel + tolls) |
6h 14m Average total duration Fastest 4h 14m Onboard + 2h 0m Additional time* | 6h 14m Average total duration (door-to-door) |
 Most popular airline | Your own car or car rental |
Direct Options | Direct Options |
The cheapest way to travel from South Shore, KY to Chicago, IL is a flight with an average price of €558.
The fastest way to travel from South Shore, KY to Chicago, IL is by flight with an average journey time of 4h 14m.
Yes, you can take a train between South Shore, KY and Chicago, IL.
We recommend using the flight as it is the most popular way to get from South Shore, KY to Chicago, IL among Omio's users.
Compare prices and tickets South Shore, KY to Chicago, IL by train
Compare train prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.
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Journey information
Overview: Train from South Shore, KY to Chicago, IL
USAUSA
Take a train from South Shore, KY to Chicago, IL and enjoy the approximately 328 miles (528 km) long journey. Find schedules and pricing options for a convenient and affordable trip.
The earliest train runs at 17:55, the last at 22:57.
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Cheapest alternative travel mode
Flight from €226
Distance 328 miles (528 km) |
First train 5:55 PM |
Last train 10:57 PM |
Cheapest Month Feb |
Cheapest Day Wed |
High Season Jan - Mar |
Low Season Apr - Jun |
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Cheapest alternative travel mode
Flight from €226
Complete guide to Chicago, IL
Things to do in Chicago, IL
Discover the best of Chicago, IL — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Chicago, IL trip today.
- Must visit
Field Museum
Major natural history museum with Sue the T. rex, ancient cultures, and strong family appeal.
- Must visit
Museum of Science and Industry
Hands-on science museum in a grand former fair building, popular for exhibits and a U-505 submarine.
- Must visit
Millennium Park
Lively lakefront park with Cloud Gate, Crown Fountain, gardens, and major public art in central Chicago.
- Must visit
Magnificent Mile
Famous shopping boulevard lined with architecture, hotels, riverfront views, and major city energy.
- Must visit
Chicago Riverwalk
Scenic pedestrian-friendly riverwalk with boat docks, public art, bridges, and standout skyline perspectives.
Deep-Dish Pizza
Deep-dish pizza is Chicago’s iconic pie with a tall buttery crust, layers of cheese and toppings, and chunky tomato sauce baked on top.
Chicago-Style Hot Dog
The Chicago-style hot dog is an all-beef frank on a poppy seed bun with mustard, relish, onion, tomato, pickle, peppers, and celery salt.
Italian Beef Sandwich
Italian beef is thin-sliced roast beef piled onto a roll, often dipped in savory juices and topped with sweet peppers or spicy giardiniera.
Johnnie's Beef
Classic spot for juicy Italian beef sandwiches, especially dipped and topped with spicy giardiniera, with a casual local feel.
Superdawg Drive-In
Legendary stand for Chicago-style hot dogs and char-grilled sausages, served fast in a no-frills local landmark.
Alinea
World-famous fine dining destination offering a highly creative tasting menu and refined service in an elegant setting.
US dollar ($)
Moderate for a major US city: hotels can be pricey, but transit is affordable and dining ranges from cheap eats to upscale options.
Average meal costs
- Budget
- $10-18 for fast food or casual takeout.
- Mid-range
- $20-40 per person for a restaurant meal.
- Fine dining
- $75+ per person for upscale restaurants.
- Coffee
- $3-6 for coffee or cappuccino.
Tipping culture
Tip 18-20% at restaurants, $1-2 per drink at bars, 10-15% for taxis, and optional small change at cafes.
FAQs: Trains from South Shore, KY to Chicago, IL
Find answers to the most common questions about traveling from South Shore, KY to Chicago, IL by train. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest train, the cheapest option, or tips for making the most of your visit at Chicago, IL, this guide helps you travel smarter and with confidence.
The first train from South Shore, KY to Chicago, IL leaves at 5:55 PM.
The distance by train from South Shore, KY to Chicago, IL is 328 miles (528 km).
The last train from South Shore, KY to Chicago, IL leaves at 10:57 PM.
Unfortunately, there is no night train available from South Shore, KY to Chicago, IL.
The train station in South Shore, KY that goes to Chicago, IL is South Shore Amtrak Station, South Shore, KY, which connects to Chicago Union Station, Chicago, IL.
The cheapest way to get from South Shore, KY to Chicago, IL is by flight, with a cost of around €226.
The train journey from South Shore, KY to Chicago, IL offers scenic views of rolling hills, lush forests, and picturesque landscapes, especially as it travels through rural parts of Kentucky and Indiana, providing a pleasant visual experience for travelers.
In Chicago, IL, you can explore the Museum of Science and Industry and its interactive exhibits, enjoy the vibrant neighborhoods like Wicker Park and Lincoln Park, take a river cruise to view iconic architecture, and attend a live performance at the historic Chicago Theatre. Visit Lincoln Park Zoo for a free and enjoyable day. For sights, don't miss Millennium Park with its modern art, the renowned Art Institute of Chicago, the entertainment hub of Navy Pier, panoramic views from Willis Tower Skydeck, and the fascinating exhibits at the Field Museum.
To fully experience Chicago, IL, plan for at least 3-4 days to visit key attractions such as Millennium Park, The Art Institute of Chicago, Navy Pier, and explore diverse neighborhoods.
No, you cannot take the train from South Shore, KY to Chicago, IL.
Since neither South Shore, KY nor Chicago, IL are in the Schengen Area, passport requirements depend on the specific immigration rules of United States and United States. Entry and visa requirements can be subject to change. For the latest information, check with your destination's embassy or consulate.
Popular day trips by train from Chicago, IL include Milwaukee, WI, South Bend, IN, New Buffalo, MI, Racine, WI, Elkhart, IN.
We recommend using the flight as it is the most popular way to get from South Shore, KY to Chicago, IL among Omio's users.
Items not allowed on trains typically include hazardous materials such as explosives, flammable liquids, corrosive substances, and illegal drugs. Additionally, large or bulky items that may obstruct aisles or emergency exits, as well as pets without proper carriers, may be restricted. Specific prohibited items can vary by train operator and region, so please check the rules for your particular journey.
The currency used in the United States is the US Dollar (USD). For travelers, using cards is generally more convenient and widely accepted, especially credit and debit cards, while cash is useful for small purchases or places that do not accept cards.
In Chicago, IL, travelers should be cautious of pickpocketing and purse snatching, especially in crowded areas like public transit and popular tourist spots. Common scams include fake charity solicitations and distraction thefts. It is advisable to stay alert in neighborhoods outside downtown after dark and use authorized transportation services to avoid unlicensed taxi scams. Keeping valuables secure and being aware of surroundings helps mitigate these risks.
Pack lightweight, versatile clothing suitable for the destination's climate, and use secure, lockable luggage to protect belongings. Keep essential items like travel documents, medication, and valuables in a carry-on bag for easy access. Use packing organizers or cubes to maximize space and maintain order. Lastly, include a small first aid kit and personal hygiene items for added comfort during travel.
popular train stations
Popular train stations from South Shore, KY to Chicago, IL
Most South Shore, KY to Chicago, IL trains use the South Shore Amtrak Station to Union Station station pair. Use this guide to compare South Shore, KY and Chicago, IL train stations on this route, check city-centre transport, alongside checking practicalities like train station facilities and services.
Departure train stations in South Shore
Arrival train stations in Chicago
Which South Shore, KY station do trains to Chicago, IL leave from?
Trains from South Shore, KY to Chicago, IL leave from South Shore Amtrak Station. The station is from South Shore, KY city centre at US-23 &, Main St, South Shore, KY 41175, USA.
South Shore Amtrak StationUS-23 &, Main St, South Shore, KY 41175, USA+1 800-872-7245
South Shore Amtrak Station train station facilities and services
South Shore Amtrak Station has practical services for this route, including Accessibility.
Accessibility
Accessibility facilities are available at South Shore Amtrak Station.
Which Chicago, IL station do trains from South Shore, KY arrive at?
Trains from South Shore, KY to Chicago, IL arrive at Union Station. Union Station is 1 miles (3 km) from Chicago, IL city centre.
Union Station225 South Canal Street, Chicago, IL 60606, USA+1 800-872-7245
City-centre transport
Getting to Union Station from Chicago city centre
Union Station is 3 km from Chicago city centre. Public transport options include:
Bus28, 151 · 7m · €3 · every ~13 min
Union Station train station facilities and services
Union Station has practical services for this route, including Wifi, Lockers, Parking, Dining, ATM, Taxis, Accessibility, WC, Hotel, Lounge, Lost and Found Office, Ticket Office, Bike Parking, Car Rental, Information Desk, and Luggage Carts.
Food and drink
Food options include: The Chicago Firehouse Restaurant, Lou Mitchell's
Wi-Fi and ATMs
Free. ATMs are available in the train station.
Tickets and information
Ticket office support is available at Union Station. Information desks are located in the main hall.
Luggage and lost property
Luggage storage is available at Union Station. Lost and found is available at the station.
Parking, taxis and toilets
Available at Union Station: Parking, Taxis, WC.
Bike and car services
Available at Union Station: Bike Parking, Car Rental.
Accessibility
Accessibility facilities are available at Union Station: Elevators, ramps, restrooms.
Shops, hotels and contact
Nearby hotels include The Kimpton Gray Hotel, JW Marriott Chicago, W Chicago - City Center.
More options for your journey from South Shore, KY to Chicago, IL
Here are some other resources that might have the information you need
Most popular trains to and from Chicago, IL and South Shore, KY
Most popular train connections to Chicago, IL
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