- Must visit
USS Midway Museum
A large aircraft carrier museum on the waterfront with restored aircraft, flight deck views, and naval history exhibits. One of the city’s signature attractions.
Cheapest price
$327
Average price
$329
Fastest journey
2 d 27 m
Average duration
2 d 35 m
Trains per day
4
Distance
2784 km
The best way to find a cheap train ticket from Chicago, IL to San Diego, CA is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Chicago, IL to San Diego, CA will cost around $329 if you buy it on the day, but the cheapest tickets can be found for only $327.
It's difficult to get from Chicago, IL to San Diego, CA without transferring at least once.
3 Southwest Chief · 770 Pacific Surfliner
3 Southwest Chief · 770 Pacific Surfliner
3 Southwest Chief · 770 Pacific Surfliner
3 Southwest Chief · 770 Pacific Surfliner
3 Southwest Chief · 770 Pacific Surfliner
3 Southwest Chief · 770 Pacific Surfliner
3 Southwest Chief · 770 Pacific Surfliner
3 Southwest Chief · 770 Pacific SurflinerOmio recommends booking the train as it is the most popular option from Chicago, IL to San Diego, CA among Omio's users. If you are prioritising price take the flight with prices starting from $59. For those with little time consider booking a flight which can get you there in 4h 53m. 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 $59, and a train costs an average of $198.
Distance: 1729 miles (2784 km)
Most popular Train | Flight | Bus | Driving |
|---|---|---|---|
$452 Average price | $304 Average price Cheapest | $307 Average price | $435 Average price (fuel + tolls) |
50h 4m Average total duration 49h 34m Onboard + 30m Additional time* | 7h 53m Average total duration Fastest 4h 53m Onboard + 3h 0m Additional time* | 47h 19m Average total duration 46h 49m Onboard + 30m Additional time* | 30h 9m 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 Chicago, IL to San Diego, CA:
A flight is $3 (€2) less than a bus for this route with tickets for a bus from Chicago, IL to San Diego, CA costing on average $307 (€249).
A flight is $147 (€119) less than a train for this route with tickets for a train from Chicago, IL to San Diego, CA costing on average $452 (€365).
Other travel options to San Diego, CA take longer:
Bus takes on average 46h 49m.
Train takes on average 49h 34m.
Tickets start at around $452 (€365) compared to roughly $435 (€352) in fuel and tolls — a saving of about $-16.41 (€-13.28). The journey takes 49h 34m versus 30h 9m 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 Chicago, IL to San Diego, CA trains for today, Sunday, May 24. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 8:00 PM Chicago, IL | 65h35 | 1:35 PM San Diego, CA | 0 transfersDirect | |
![]() | 8:25 PM Chicago, IL | 48h42 | 9:07 PM San Diego, CA | 0 transfersDirect | |
| Monday, May 25 | |||||
3 Southwest Chief · 770 Pacific Surfliner | 2:25 PM Chicago Union Station, Chicago, IL | 48h42 | 1:07 PM Santa Fe Depot, San Diego, CA | 1 transfer | |
3 Southwest Chief · 770 Pacific Surfliner | 2:25 PM Chicago Union Station, Chicago, IL | 48h27 | 12:52 PM Old Town Station, San Diego, CA | 1 transfer | |
3 Southwest Chief · 770 Pacific Surfliner | 2:25 PM Chicago Union Station, Chicago, IL | 48h27 | 12:52 PM Old Town Station, San Diego, CA | 1 transfer | |
3 Southwest Chief · 770 Pacific Surfliner | 2:25 PM Chicago Union Station, Chicago, IL | 48h42 | 1:07 PM Santa Fe Depot, San Diego, CA | 1 transfer | |
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 Chicago, IL to San Diego, CA run on average 5 times per day, taking around 49h 34m. Cheap train tickets for this journey start at $198 (€160) but you can travel from only $59 (€48) 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 48h 42m.
Distance 1729 miles (2784 km) |
Average train duration 49h 34m |
Cheapest ticket price $198 (€160) |
Trains per day 5 |
Fastest train 48h 42m |
First train 11:03 AM |
Last train 4:40 PM |
Cheapest Month Oct |
Cheapest Day Tue |
High Season Apr - Jun |
Low Season Oct - Dec |
Busiest Day Sat |
Least Busy Day Sat |
Best time to book 14 days |
Discover the best of San Diego — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect San Diego trip today.
A large aircraft carrier museum on the waterfront with restored aircraft, flight deck views, and naval history exhibits. One of the city’s signature attractions.
Balboa Park’s major art museum, known for European old masters, Asian art, and rotating exhibitions in a landmark Spanish Colonial Revival building.
Contemporary art museum with strong regional and international programming, especially noted for its oceanfront La Jolla location and modern exhibitions.
San Diego’s flagship urban park, packed with gardens, museums, Spanish Colonial architecture, plazas, and highly photogenic walking paths.
A scenic coastal area known for sea lions, cliffs, turquoise water, and one of the city’s most photographed ocean viewpoints.
The city’s best-known historic downtown district, lined with Victorian-era buildings, lively streets, and a strong day-to-night atmosphere.
Beer-battered or grilled fish in a tortilla, usually topped with cabbage, crema, and salsa. A signature San Diego favorite shaped by Baja California influence.
A San Diego staple burrito filled with carne asada, fries, cheese, and salsa. It is one of the city’s most iconic late-night and taqueria foods.
French fries topped with carne asada, cheese, guacamole, sour cream, and salsa. This indulgent border-style dish is strongly associated with San Diego taco shops.
Established waterfront seafood restaurant in Point Loma known for fresh local catch, fish sandwiches, and harbor views.
Legendary casual spot in Barrio Logan known for traditional Mexican plates, handmade tortillas, and an old-school local atmosphere.
Popular casual venue celebrated for fish tacos, smoked fish tacos, and fresh coastal Baja-style seafood in a laid-back setting.
San Diego is pricey by U.S. standards, especially for hotels and dining, though tacos, casual eats, and happy hours can help keep daily costs lower.
Tip 18-20% at restaurants; 20%+ for great service. USD 1-2 per drink at bars, round up or 10-15% for taxis, and USD 2-5 nightly for hotel housekeeping.
Find answers to the most common questions about traveling from Chicago, IL to San Diego, CA 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 San Diego, CA, this guide helps you travel smarter and with confidence.

Here are some other resources that might have the information you need