Cheap train tickets from San Diego to Chicago
Find and compare the best ground travel options in one place.
Trip Summary
There are usually 2 daily train trips available from San Diego to Chicago. Traveling by train from San Diego to Chicago usually takes 59 hours and 25 minutes, but the fastest Amtrak train can make the trip in 46 hours and 34 minutes.
- Distance
- 1732 mi (2787 km)
- Fastest train
- 46h 34m
- Lowest price
- TRY 9,076.94
- Trains per day
- 0
- Most frequent service
- Amtrak
- Train lines
- 1
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San Diego to Chicago Train Schedule
Is it better to travel by bus or train from San Diego to Chicago?
There are usually 20 daily bus trips available from San Diego to Chicago.
Train | Bus | |
|---|---|---|
Avg. Price | Avg. PriceTRY 17,348.67 | Avg. PriceTRY 13,114.23Cheaper |
Daily Trips | Daily Trips2 | Daily Trips20 |
Duration | Duration59h 25mFaster | Duration62h 34m |

There are several train options that can take you from San Diego to Chicago:
See more detailsWhat is the price of a train ticket from San Diego to Chicago?
In the last month, the average price of a train ticket from San Diego to Chicago was TRY 12,859.00. Considering the distance between San Diego and Chicago, tickets on this route are relatively expensive. Good news! You can find the cheapest tickets if you book your trip at least 17 days prior to the travel date. You’ll likely pay around TRY 8,403.00 more if you wait to book until the last minute.
Average train ticket prices from San Diego to Chicago by travel date
Over the next 30 days, a one-way train trip from San Diego to Chicago will cost between TRY 9,126 and TRY 16,495. Book in advance to secure the best price in the next few weeks.
Average train ticket prices from San Diego to Chicago by month
Ticket prices for the train from San Diego to Chicago often fluctuate based on the time of year. For the best prices on this route, book in October when the average ticket price is only TRY 13,811. If you're thinking of traveling from San Diego to Chicago during June, keep in mind that train ticket prices may be higher than usual, with an average price of TRY 16,739 during this time of year. The best way to score a cheap deal, even in June, is to book your trip well in advance.
Prices as travel date approaches
By booking your train trip from San Diego to Chicago on Wanderu at least 17 days ahead of time, you can save about TRY 8,403.00 on your ticket. Waiting until the last minute means missing out on these savings!
Which train should you take from San Diego to Chicago?
Amtrak is the one and only train line which connects San Diego to Chicago. The schedule is relatively limited as the train only runs twice a day.
| Train | Daily Trips | Avg. Time | Avg. Price |
|---|---|---|---|
| Amtrak | 2 | 59h 25m | TRY 17,348.57 |
Amtrak is the largest passenger railroad 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 restroom, free WiFi and power outlets 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 San Diego to Chicago every day, as well as 4 trips on the weekends, with prices starting from TRY 9,076.94.










Frequently asked questions about traveling by train from San Diego to Chicago
Trains leave the station in San Diego twice a day, so there are a couple of options depending on your preferred travel time. However, there are no direct trains. This means that you will need to disembark from your original train and board a connecting train at some point during your journey. You will need to remember to bring your carry-on luggage with you when you change trains. Depending on the carrier's policy, you may also be responsible for transferring your own checked baggage. You can also take a train for your return trip from Chicago to San Diego. If you're not set on traveling by train, you could always take the bus from San Diego to Chicago for TRY 6,292.
Trains per day
2
Direct trains
0
The distance between San Diego and Chicago is approximately 1732 miles, or 2787 kilometers. The average train journey between these two cities takes 59 hours and 25 minutes, although the absolute fastest you could get there is 46 hours and 34 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 spotty signal, or is among the few without Wi-Fi, we also recommend downloading TV shows and movies to your mobile device in advance of your trip. That way the ride will fly by whatever the Wi-Fi situation.
Distance (mi)
1732
Distance (km)
2787
The earliest train departs San Diego at 2:01pm while the last train of the day leaves at 4:10pm. To see all scheduled departure times, use the search function on this page to get the full schedule for your specific travel dates.
First train
2:01pm
Last train
4:10pm
Trains from San Diego to Chicago are the most crowded on Sunday. 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 traveling on Monday instead, as it tends to be the least crowded day of the week.
Busiest
Sunday
Least crowded
Monday
City Information
San Diego



San Diego is known as "America's Finest City" for its sunny weather, white-sand beaches, and dazzling attractions from Belmont Park to SeaWorld. San Diego's 70 miles of pristine beaches include such gems as Mission Beach, Pacific Beach, La Jolla Cove, and Coronado Beach. The city's strong surfing culture may even inspire you to rent a surfboard and catch the epic waves, bro.
Visitors can spend days getting lost in Balboa Park, a 1,200-acre cultural hub which features 16 museums, immaculate gardens, and the world-famous San Diego Zoo. The historic heart of the city, Old Town, showcases San Diego's heritage and ties to Mexican culture, while other sights like the USS Midway pay tribute to the city's military and maritime history. Leave time for some evening exploring, too! San Diego is rated the #1 best city for craft beer in America, so don't miss out on the bars in the Gaslamp Quarter: 16 walkable blocks packed with nightlife and young crowds.
Two airports, as well as many bus and train options, mean it is easy to get to San Diego from afar or from nearby cities like Tijuana, Los Angeles, Phoenix, and Las Vegas.
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 vacation 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 neighborhoods like Andersonville and Wicker Park. And don't miss the chance to laugh until you cry at The Second City comedy theater, famous for launching the careers of comedians like Tina Fey and Stephen Colbert.
Chicago is one of the biggest transportation 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 bus and train stations throughout the city, getting to the Windy City is a breeze.
Station Information
Where is the train station in San Diego?
Main departure station: 4005 Taylor St
There are two stations in San Diego where you can board the train to Chicago.
All train stations in San Diego:
- 4005 Taylor St
- Santa Fe Depot - 1050 Kettner Blvd
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 bus 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.
All train stations in Chicago:
- Union Station
Need a return trip from Chicago to San Diego?
Search Train TicketsPlan your next adventure
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- Chicago to New Buffalo TrainTRY 781+
Check out these popular routes
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- Seattle, WA to Portland, ME Train
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- Seattle to New York TrainTRY 27,768+
- New York to Boston TrainTRY 6,832+
- Montreal to Québec City TrainTRY 2,684+
- Toronto to Ottawa TrainTRY 2,489+

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