- Must visit
Art Institute of Chicago
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
Cheapest price
$1148
Average price
$1373
Fastest journey
1 d 23 h 19 m
Average duration
2 d 9 h 59 m
Trains per day
4
Distance
2784 km
The best way to find a cheap train ticket from San Diego, CA 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 San Diego, CA to Chicago, IL will cost around $1373 if you buy it on the day, but the cheapest tickets can be found for only $1148.
It's difficult to get from San Diego, CA to Chicago, IL without transferring at least once.
785 Pacific Surfliner · 4785 AMTRAK · 6 California Zephyr
785 Pacific Surfliner · 4785 AMTRAK · 6 California Zephyr
581 Pacific Surfliner · 4 Southwest Chief
581 Pacific Surfliner · 4 Southwest Chief
581 Pacific Surfliner · 4 Southwest Chief
581 Pacific Surfliner · 4 Southwest Chief
785 Pacific Surfliner · 4785 AMTRAK · 6 California Zephyr
785 Pacific Surfliner · 4785 AMTRAK · 6 California ZephyrOmio recommends booking the train as it is the most popular option from San Diego, CA to Chicago, IL among Omio's users. If you are prioritising price take the flight with prices starting from $49. For those with little time consider booking a flight which can get you there in 4h 33m. In case you are seeking to minimise your carbon footprint the train is your best bet as it emits only 0.8 - 2.5kg. The ticket price range depends on the travel mode: a flight costs an average of $49, and a train costs an average of $196.
Distance: 1729 miles (2784 km)
Most popular Train | Flight | Bus | Driving |
|---|---|---|---|
$449 Average price | $317 Average price Cheapest | $348 Average price | $427 Average price (fuel + tolls) |
49h 31m Average total duration 49h 1m Onboard + 30m Additional time* | 7h 33m Average total duration Fastest 4h 33m Onboard + 3h 0m Additional time* | 49h 18m Average total duration 48h 48m Onboard + 30m Additional time* | 30h 1m Average total duration (door-to-door) |
0.8 - 2.5kg CO2 emissions Lowest | 8.4 - 16.7kg CO2 emissions | 2.8 - 7.0kg CO2 emissions | - CO2 emissions |
![]() Most popular train company | ![]() Most popular airline | ![]() Most popular bus company | Your own car or car rental |
Direct Options | Direct Options | Direct Options | Direct Options |
Additional time: Average total travel duration to departure point, security checks and transfers.
This is compared to other travel options from San Diego, CA to Chicago, IL:
A flight is $31 (€25) less than a bus for this route with tickets for a bus from San Diego, CA to Chicago, IL costing on average $348 (€286).
A flight is $132 (€109) less than a train for this route with tickets for a train from San Diego, CA to Chicago, IL costing on average $449 (€370).
Other travel options to Chicago, IL take longer:
Bus takes on average 48h 48m.
Train takes on average 49h 1m.
Tickets start at around $449 (€370) compared to roughly $427 (€351) in fuel and tolls — a saving of about $-22.56 (€-18.57). The journey takes 49h 1m versus 30h 1m 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.
Driving is worth it if you're on a tight schedule, travelling as a group, or want to stop somewhere en route.
The table below shows live departures for San Diego, CA to Chicago, IL trains for today, Monday, July 20. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
581 Pacific Surfliner · 4 Southwest Chief | 2:01 PM Santa Fe Depot, San Diego, CA | 47h28 | 3:29 PM Chicago Union Station, Chicago, IL | 1 transfer | |
581 Pacific Surfliner · 4 Southwest Chief | 2:10 PM Old Town Station, San Diego, CA | 47h19 | 3:29 PM Chicago Union Station, Chicago, IL | 1 transfer | |
785 Pacific Surfliner · 4785 AMTRAK · 6 California Zephyr | 4:01 PM Santa Fe Depot, San Diego, CA | 68h38 | 2:39 PM Chicago Union Station, Chicago, IL | 2 transfers | |
785 Pacific Surfliner · 4785 AMTRAK · 6 California Zephyr | 4:10 PM Old Town Station, San Diego, CA | 68h29 | 2:39 PM Chicago Union Station, Chicago, IL | 2 transfers | |
This is the last train of the day. | |||||
Find all the dates and times for this journey
Compare train, bus, 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.
Trains from San Diego, CA to Chicago, IL run on average 4 times per day, taking around 49h 1m. Cheap train tickets for this journey start at $196 (€161) but you can travel from only $49 (€40) by flight.
The earliest train runs at 11:03, the last at 16:40. The fastest train covers the 1729 miles (2784 km) distance in 46h 32m.
Distance 1729 miles (2784 km) |
Average train duration 49h 1m |
Cheapest ticket price $196 (€161) |
Trains per day 4 |
Fastest train 46h 32m |
First train 11:03 AM |
Last train 4:40 PM |
Cheapest Month Oct |
Cheapest Day Tue |
High Season Jul - Sep |
Low Season Oct - Dec |
Busiest Day Tue |
Least Busy Day Tue |
Best time to book 56 days |
Discover the best of Chicago, IL — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Chicago, IL trip today.
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
Major natural history museum with Sue the T. rex, ancient cultures, and strong family appeal.
Hands-on science museum in a grand former fair building, popular for exhibits and a U-505 submarine.
Lively lakefront park with Cloud Gate, Crown Fountain, gardens, and major public art in central Chicago.
Famous shopping boulevard lined with architecture, hotels, riverfront views, and major city energy.
Scenic pedestrian-friendly riverwalk with boat docks, public art, bridges, and standout skyline perspectives.
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.
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 is thin-sliced roast beef piled onto a roll, often dipped in savory juices and topped with sweet peppers or spicy giardiniera.
Classic spot for juicy Italian beef sandwiches, especially dipped and topped with spicy giardiniera, with a casual local feel.
Legendary stand for Chicago-style hot dogs and char-grilled sausages, served fast in a no-frills local landmark.
World-famous fine dining destination offering a highly creative tasting menu and refined service in an elegant setting.
Moderate for a major US city: hotels can be pricey, but transit is affordable and dining ranges from cheap eats to upscale options.
Tip 18-20% at restaurants, $1-2 per drink at bars, 10-15% for taxis, and optional small change at cafes.
Find answers to the most common questions about traveling from San Diego, CA 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.

Most San Diego, CA to Chicago, IL trains use the Santa Fe Depot to Union Station station pair. Use this guide to compare San Diego, CA and Chicago, IL train stations on this route, check city-centre transport, alongside checking practicalities like train station facilities and services.
Santa Fe Depot is 1 km from San Diego city centre. Public transport options include:
Santa Fe Depot has practical services for this route, including Wifi, Lockers, Parking, Dining, ATM, Taxis, Accessibility, WC, Hotel, Lost and Found Office, Ticket Office, Bike Parking, Car Rental, Information Desk, and Luggage Carts.
Food options include: The Fish Market, Karl Strauss Brewing Company
Free. ATMs are available in the train station.
Ticket office support is available at Santa Fe Depot. Information desks are located in the main hall.
Luggage storage is available at Santa Fe Depot. Lost and found is available at the station.
Available at Santa Fe Depot: Parking, Taxis, WC.
Available at Santa Fe Depot: Bike Parking, Car Rental.
Accessibility facilities are available at Santa Fe Depot: Ramps.
Nearby hotels include The Westin San Diego, The Guild Hotel, San Diego, a Tribute Portfolio Hotel, Embassy Suites by Hilton San Diego Bay Downtown.
Old Town Station is 5 km from San Diego city centre. Public transport options include:
Old Town Station has practical services for this route, including Wifi, Lockers, Parking, Dining, ATM, Taxis, Accessibility, WC, Hotel, Lost and Found Office, Ticket Office, Bike Parking, Car Rental, Information Desk, and Luggage Carts.
Food options include: Casa Guadalajara, Old Town Mexican Cafe
Free. ATMs are available in the train station.
Ticket office support is available at Old Town Station. Information desks are located in the main hall.
Luggage storage is available at Old Town Station. Lost and found is available at the station.
Available at Old Town Station: Parking, Taxis, WC.
Available at Old Town Station: Bike Parking, Car Rental.
Accessibility facilities are available at Old Town Station: Elevators, ramps.
Nearby hotels include Old Town Inn, Fairfield Inn & Suites by Marriott San Diego Old Town, Best Western Plus Hacienda Hotel Old Town.
Union Station is 3 km from Chicago city centre. Public transport options include:
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 options include: The Chicago Firehouse Restaurant, Lou Mitchell's
Free. ATMs are available in the train station.
Ticket office support is available at Union Station. Information desks are located in the main hall.
Luggage storage is available at Union Station. Lost and found is available at the station.
Available at Union Station: Parking, Taxis, WC.
Available at Union Station: Bike Parking, Car Rental.
Accessibility facilities are available at Union Station: Elevators, ramps, restrooms.
Nearby hotels include The Kimpton Gray Hotel, JW Marriott Chicago, W Chicago - City Center.
Here are some other resources that might have the information you need