- Must visit
Art Institute Of Chicago
One of the premier art museums in the US, known for Impressionist masterpieces, modern works, and the iconic bronze lions at its entrance.
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The cheapest and fastest trains from South Shore, KY to Chicago, IL
Showing times and prices for Jun 21
Cheapest price
$122
Average price
$122
Fastest journey
11 h 3 m
Average duration
11 h 3 m
Trains per day
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 $122 if you buy it on the day, but the cheapest tickets can be found for only $122.
Fast trains
Of the 1 trains that leave South Shore, KY for Chicago, IL on Sun, Jun 21, 1 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Sun, Jun 21 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, Jun 21 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$1221One-way0 transfers
- 10:57 PM11h03South Shore, KY10:00 AMChicago, IL$1221One-way0 transfers
Travel Information
Compare train and flight for South Shore, KY to Chicago, IL
Omio recommends booking the train 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 train with prices starting from $69. For those with little time consider booking a flight which can get you there in 1h 42m. The ticket price range depends on the travel mode: a train costs an average of $69, and a flight costs an average of $372.
Distance: 328 miles (528 km)
Compare train with
Most popular Train | Flight | Driving |
|---|---|---|
$69 Average price Cheapest | $372 Average price | $80 Average price (fuel + tolls) |
12h 33m Average total duration 12h 3m Onboard + 30m Additional time* | 4h 42m Average total duration Fastest 1h 42m Onboard + 3h 0m Additional time* | 6h 14m Average total duration (door-to-door) |
Direct Options | Direct Options | Direct Options |
The cheapest way to travel from South Shore, KY to Chicago, IL is a train with an average price of $69 (€57).
This is compared to other travel options from South Shore, KY to Chicago, IL:
A train is $303 (€248) less than a flight for this route with tickets for a flight from South Shore, KY to Chicago, IL costing on average $372 (€304).
The fastest way to travel from South Shore, KY to Chicago, IL is by flight with an average journey time of 1h 42m.
Other travel options to Chicago, IL take longer:
Train takes on average 12h 3m.
It's helpful to compare your options as there are 2 ways to travel between South Shore, KY and Chicago, IL including taking a train and flight.
We recommend using the train as it is the most popular way to get from South Shore, KY to Chicago, IL among Omio's users.
Take the train. It's the cheaper option, and the extra time on board is usually more relaxing than driving it.
Tickets start at around {cheapestPrice} compared to roughly {drivingPriceInCents} in fuel and tolls — a saving of about {savingsAmount}. The journey takes {durationInMinutes} versus {drivingDurationInMinutes} by car, so you'll arrive a bit later, but you can work, read, or sleep along the way rather than spending the time behind the wheel. You'll also save the hassle of parking at the other end.
Direct services run with Amtrak.
Driving is worth it if you're on a tight schedule, travelling as a group, or want to stop somewhere en route.
Compare prices and tickets South Shore, KY to Chicago, IL by train or flight
Compare train and flight 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
Trains from South Shore, KY to Chicago, IL run on average 1 times per day, taking around 12h 3m. Cheap train tickets for this journey start at $69 (€57) if you book in advance.
There are 1 trains per day. The earliest train runs at 17:55, the last at 22:57. The fastest train covers the 328 miles (528 km) distance in 11h 48m.
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
Distance 328 miles (528 km) |
Average train duration 12h 3m |
Cheapest ticket price $69 (€57) |
Trains per day 1 |
Direct trains 1 |
Fastest train 11h 48m |
First train 5:55 PM |
Last train 10:57 PM |
Cheapest Month Feb |
Cheapest Day Wed |
High Season Apr - Jun |
Low Season Jul - Sep |
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
Train companies: Amtrak from South Shore, KY to Chicago, IL trainsAmtrak trains will get you between South Shore, KY and Chicago, IL from $69 (€57). With over 1000 travel companies on Omio, you can find the best train times and tickets for your trip.
Amtrak
About
Amtrak is the main passenger train operator in the United States, providing medium- and long-distance intercity services across 46 states and three Canadian provinces. Operating over 300 trains daily and serving more than 500 destinations, Amtrak connects cities and regions nationwide through routes such as the high-speed Acela in the Northeast Corridor, the scenic Coast Starlight along the West Coast, and the Empire Builder linking Chicago to the Midwest and the Pacific Northwest. Other notable services include the Northeast Regional, Keystone Service, and the unique Auto Train, which allows passengers to bring their cars onboard. Amtrak offers a variety of classes to suit different budgets and travel needs, including Coach, Business, First Class, and Sleeper Class with options like Roomettes, Bedrooms, and Bedroom Suites for overnight journeys. Ticket types include Saver, Value, Flexible, Business, and Premium. Onboard amenities vary by service but may include comfortable seating, Wi-Fi, power outlets, dining options, and lounge access on select trains. Popular routes include Washington, D.C.–Boston, San Diego–San Luis Obispo, San Jose–Sacramento, and Chicago–Seattle.
Luggage & cancellation policy
Average Duration
11h 48m
Cheapest Price
$69 (€57)
Amtrak frequency
1 a day
Luggage included
2 personal items and 2 carry-on bags included free
Luggage storage
Overhead racks, under seats, and designated luggage areas at end of cars
Cancellation Policy
Cancellation policies depend on ticket type and timing
Refund
Full refund if train is canceled by Amtrak
Amenities on board the train
Wifi
Food sold onboard
Café car with snacks, beverages, and light meals. Long-distance trains have full-service dining cars
Seat reservation
Included in ticket price for Business and First Class. Optional fee for Coach Class
Toilets
USB plugs
Accessibility
Wheelchair spaces, accessible restrooms, Red Cap assistance service, accessible platforms and stations
Pets
Small pets under 20 pounds allowed for $26 fee. Must be in carrier. Service animals travel free
Quiet zone
Complete guide to Chicago
Things to do in Chicago
Discover the best of Chicago — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Chicago trip today.
- Must visit
Field Museum
Major natural history museum famous for Sue the T. rex, ancient cultures, and extensive science collections that appeal to both adults and children.
- Must visit
Museum Of Science And Industry
Large hands-on science museum in Hyde Park featuring a submarine, space exhibits, engineering displays, and immersive family-friendly experiences.
- Must visit
Millennium Park
The city’s signature public space, home to Cloud Gate, gardens, events, and major skyline views that define modern Chicago.
- Must visit
The Magnificent Mile
Famous stretch of Michigan Avenue lined with historic buildings, shops, hotels, and frequent first-time visitor photo stops.
- Must visit
Chicago Riverwalk
Highly popular waterfront promenade with architecture views, bridges, and one of the best urban walks in the city.
Deep-Dish Pizza
Chicago’s iconic thick-crust pizza baked in a deep pan, layered with cheese, toppings, and chunky tomato sauce. It is one of the city’s most famous comfort foods.
Chicago-Style Hot Dog
An all-beef hot dog on a poppy seed bun topped with mustard, onions, neon relish, tomato, pickle spear, sport peppers, and celery salt. It is a classic local street food.
Italian Beef Sandwich
Thinly sliced roast beef piled onto an Italian roll, often dipped in seasoned jus and topped with sweet peppers or giardiniera. It is a defining Chicago sandwich.
Gene & Georgetti
A historic old-school steakhouse serving steaks, chops, and classic Italian-American dishes in a traditional setting.
Alinea
Chicago’s internationally acclaimed fine-dining restaurant known for highly inventive tasting menus and exceptional service.
Lou Malnati's Pizzeria
A long-established Chicago favorite known for buttery deep-dish pizza and a casual, family-friendly atmosphere.
United States Dollar
Moderate for a major U.S. city: casual food is manageable, but hotels, attractions, and downtown dining can be pricey.
Average meal costs
- Budget
- USD 10-18 for fast food or casual takeout.
- Mid-range
- USD 20-40 per person at a mid-range restaurant.
- Fine dining
- USD 75+ per person before drinks and tax.
- Coffee
- USD 4-7 for a regular café coffee.
Tipping culture
Tip 18-20% in restaurants; 20%+ for great service. Tip bartenders USD 1-2 per drink, taxis about 10-15%, and hotel staff a few dollars.
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.
Train ticket prices from South Shore, KY to Chicago, IL can vary. The cheapest ticket starts at $69 (€57), while the average price is around $69 (€57).
The train from South Shore, KY to Chicago, IL runs once a day and takes approximately 11h 48m.
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.
There is no high speed train available from South Shore, KY to Chicago, IL.
Yes, there is a direct train from South Shore, KY to Chicago, IL. This service operates 1 times per day, provided by Amtrak.
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 train, with a cost of around $69 (€57).
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.
A day trip from South Shore, KY to Chicago, IL is not feasible as the journey takes 11h 48m one way. The distance is 328 miles (528 km), and the frequency is 1 per day for trains.
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.
Yes, you can 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 train 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 · $4 · 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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