Train tickets from San Diego, CA, US to Chicago

Next departures

Next departures for San Diego to Chicago on November 21
Operated byVehicle typeDeparture timeDeparture locationTrip durationArrival timeArrival locationRecommendedPrice and booking link
Amtrak
Old Town San Diego
Chicago (Union Station), ILCheapestFastest
Amtrak
Old Town San Diego
Chicago (Union Station), ILNo tags
Amtrak
Old Town San Diego
Chicago (Union Station), ILNo tags
Amtrak
Santa Fe Depot
Chicago (Union Station), ILNo tags
Amtrak
Santa Fe Depot
Chicago (Union Station), ILNo tags

Last refresh of the prices: Today at 9:00 PM PST.

Compare 2 ways to go from San Diego to Chicago

We recommend taking the train

Among the sustainable travel choices, the train stands out as the good way to reach Chicago. The journey takes about 1 day, 22 hours 41 minutes and with fares starting at just $186, it presents an excellent value for a comfortable ride.

2train per day
1d 22hAverage Duration
1728 milesDistance
254kgCO₂ emissions
Average Price$110 - $776Average Duration2d 6h
70kg CO₂e
Average Price$186 - $1,451Average Duration1d 22h
254kg CO₂e

Frequently asked questions about traveling from San Diego, CA, US to Chicago by train

Find cheapest prices for trains

Price is for a one-way ticket for one passenger and based on past searches.

Best price found
11/16
$334
11/17
$328
Today
$334
11/19
$475
11/20
$1,588
11/21
$399
11/22
$399
11/23
$524
busbud logoThe cheapest trip from San Diego, CA, US to Chicago was searched and found on Nov 17, 2025 with a price of $328

To save money and be sure you have the best seat, it's a good idea to buy your train tickets from San Diego, CA, US to Chicago, as early as possible.

You can expect to pay from $328 to $2,286 for a train ticket from San Diego, CA, US to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at $399 which is on 2025-11-21.

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