Cheap train tickets from DeLand to Chicago
Find and compare the best ground travel options in one place.
Trip Summary
There are usually 3 daily train trips available from DeLand to Chicago. Travelling by train from DeLand to Chicago usually takes 1 day, 18 hours and 19 minutes, but the fastest Amtrak Floridian train can make the trip in 1 day, 13 hours and 56 minutes.
- Distance
- 956 mi (1538 km)
- Fastest train
- 37h 56m
- Lowest price
- £141.92
- Trains per day
- 3
- Most frequent service
- Amtrak
- Train lines
- 2
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DeLand to Chicago Train Timetable

There are several train options that can take you from DeLand to Chicago:
See more detailsWhat is the price of a train ticket from DeLand to Chicago?
In the last month, train tickets from DeLand to Chicago cost about £142 when booked at the cheapest time. This is somewhat expensive compared to other train fares, but it makes sense given the route’s long distance. Good news! You can find the cheapest tickets if you book your trip at least 14 days prior to the travel date. You’ll likely pay around £590.20 more if you wait to book until the last minute.
Average train ticket prices from DeLand to Chicago by month
Ticket prices for the train from DeLand to Chicago often fluctuate based on the time of year. For the best prices on this route, book in February when the average ticket price is only £250. If you're thinking of travelling from DeLand to Chicago during December, keep in mind that train ticket prices may be higher than usual, with an average price of £452 during this time of year. The best way to score a cheap deal, even in December, is to book your trip well in advance.
Prices as travel date approaches
By booking your train trip from DeLand to Chicago on Wanderu at least 14 days ahead of time, you can save about £590.20 on your ticket. Waiting until the last minute means missing out on these savings!
Which train should you take from DeLand to Chicago?
2 train services operate from DeLand to Chicago. Amtrak usually has more trains scheduled, with 2 trips per day. That said, it's still worth comparing the prices and trip durations:
| Train | Daily Trips | Avg. Time | Avg. Price |
|---|---|---|---|
| Amtrak | 2 | 44h 45m | £414.44 |
| Amtrak Floridian | 1 | 37h 56m | £185.60 |
Amtrak is the largest passenger railway service in America, offering daily intercity trains to hundreds of destinations across the contiguous United States, as well as several cities in Canada. Every Amtrak train comes equipped with comfortable seats with extra legroom, as well as several four-seat areas with tables in the middle. In addition, each car has a freshly cleaned toilet, free WiFi and power sockets at every seat. There are also snack bars where you can purchase drinks or food during your journey. On average, there are 2 Amtrak trains from DeLand to Chicago every day, as well as 1 trip at the weekends, with prices starting from £211.76.










Amtrak Floridian train tickets from DeLand to Chicago start from £141.92, and on average cost £185.60. Daily, Amtrak Floridian runs one schedule to Chicago. Amtrak Floridian in DeLand leaves from 2491 Old New York Ave. And in Chicago trains arrive at Union Station.
From DeLand to Chicago train travel on Amtrak Floridian takes 1 day, 13 hours and 56 minutes.
If you are looking to travel to Chicago on a weekend there is typically one Amtrak Floridian scheduled trip per day, which will cost £141.92 for a one-way weekend reservation from DeLand.
Frequently asked questions about travelling by train from DeLand to Chicago
There are 3 scheduled trains on most days. There is one direct train, which you can stay on for the entire journey from DeLand to Chicago. In contrast, taking a non-direct train would require you to transfer trains during your trip. You can also take a train for your return trip from Chicago to DeLand.
Trains per day
3
Direct trains
1
The distance between DeLand and Chicago is approximately 956 miles. The average train journey between these two cities takes 1 day, 18 hours and 19 minutes, although the absolute fastest you could get there is 1 day, 13 hours and 56 minutes. Looking for ways to pass the time? Most trains are equipped with Wi-Fi, which means you can stream music, browse social media or get some work done during your ride. That said, in case your train has a patchy signal, or is among the few without Wi-Fi, we also recommend downloading TV shows and films to your mobile device in advance of your trip. That way the ride will fly by whatever the Wi-Fi situation.
Distance (mi)
956
Distance (km)
1538
The earliest train departs DeLand at 13:40 while the last train of the day leaves at 19:49. To see all scheduled departure times, use the search function on this page to get the full timetable for your specific travel dates.
First train
1:40pm
Last train
7:49pm
Trains from DeLand to Chicago are the most crowded on Monday. Tickets also tend to be more expensive then. If you are looking for a great deal on your train tickets or just want extra room to stretch out, consider travelling on Sunday instead, as it tends to be the least crowded day of the week.
Busiest
Monday
Least crowded
Sunday
City Information
Deland

DeLand is a city in central Florida, between Orlando and Daytona Beach.
Deland is home to Stetson University, the oldest Florida college. On the streets of DeLand, you will notice the red-brick buildings, magnificent oaks, and Greco-Roman columns that make it a quaint town. Outdoor enthusiasts will enjoy this city, from the Blue Spring State Park for water activities to the Hontoon Island Adventures for boating, outdoor, and camping activities. There are multiple places to visit for camping, nature trails, and even angling. DeLand offers a good experience for history buffs with the African-American Museum of the Arts, Stetson Mansion, and Museum of Art-DeLand.
DeLand has exciting locations for beer and wine, including breweries, pubs, taprooms, and taverns. You can also check out their cafes, restaurants, and lounges. Downtown DeLand is the best part for entertainment, with many restaurants, bars, boutiques, and shops- many of which are locally owned and stuffed with antiques and clothes.
You can access DeLand by train, especially from Amtrak Silver Service, which connects all the way from Tampa to New York. There are also trains from Amtrak, which connect across the country.
Chicago



Known for its innovative architecture, cultural contributions to jazz and house music, and of course that irresistible deep-dish pizza, the many sights and experiences in Chicago make it one of the best urban holiday destinations for millennials and a top destination in Illinois.
You can't beat the views of the city and Lake Michigan from the SkyDeck in the Willis Tower; at over 1,300 feet, this is the highest observation deck in the U.S. Snap that classic selfie with the Bean in Millennium Park, then wander the many museums in nearby Grant Park. Navy Pier is a popular tourist hotspot for its parks, restaurants, and attractions right on Lake Michigan, and baseball fans will find paradise in Wrigleyville, home to the Chicago Cubs' Wrigley Field and sports bars galore.
Chicago's enormous parks offer plentiful opportunities for outdoor activities in gorgeous urban settings. Many companies offer kayak rentals or boat tours on the Chicago River, with special tours running on Saint Patrick's Day, when the entire river is dyed green. When you’re ready to buy some souvenirs from your epic trip, hit the big brand stores on the Magnificent Mile, or shop local in neighbourhoods like Andersonville and Wicker Park. And don't miss the chance to laugh until you cry at The Second City comedy theatre, famous for launching the careers of comedians like Tina Fey and Stephen Colbert.
Chicago is one of the biggest transport hubs in the Midwest, and provides easy access to nearby destinations ideal for day trips, as well as international travel from two airports. Thanks to plenty of coach and train stations throughout the city, getting to the Windy City is a breeze.
Station Information
Where is the train station in DeLand?
Main departure station: 2491 Old New York Ave
There is one train station in DeLand.
All train stations in DeLand:
- 2491 Old New York Ave
Where is the train station in Chicago?
Main arrival station: Union Station


The historic Chicago Union Station is the United States' third busiest train station and a hub for 15 Amtrak train lines with destinations throughout the country. The station also serves coach carriers like Greyhound, Indian Trails and Jefferson Lines, and offers connections to Metra commuter lines. Union Station is also just a quick walk to the nearest Chicago L lines. The current station was built in 1925, to replace the original one dating back to 1881, and today wows visitors with its impressive facade, massive columns, and opulent Great Hall. Located right in downtown and adjacent to the Chicago Loop, Union Station is equipped with many services and amenities, including phone charging stations, shops, and various food and drink options.
Train stations in Chicago:
- Union Station
Need a return trip from Chicago to DeLand?
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