- Must visit
Art Institute Of Chicago
One of the premier art museums in the US, known for Impressionist masterpieces, modern works, and the iconic bronze lions at its entrance.
Cheapest price
$1003
Average price
$1003
Fastest journey
2 d 8 h 31 m
Average duration
2 d 8 h 31 m
Trains per day
1
Distance
2942 km
The best way to find a cheap train ticket from San Luis Obispo, 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 Luis Obispo, CA to Chicago, IL will cost around $1003 if you buy it on the day, but the cheapest tickets can be found for only $1003.
It's difficult to get from San Luis Obispo, CA to Chicago, IL without transferring at least once.


Omio recommends booking the train as it is the most popular option from San Luis Obispo, CA to Chicago, IL among Omio's users. If you are prioritising price take the bus with prices starting from $238. For those with little time consider booking a flight which can get you there in 9h 12m. The ticket price range depends on the travel mode: a bus costs an average of $238, and a train costs an average of $215.
Distance: 1828 miles (2942 km)
Most popular Train | Flight | Bus | Driving |
|---|---|---|---|
$860 Average price | $489 Average price | $250 Average price Cheapest | $436 Average price (fuel + tolls) |
66h 49m Average total duration 66h 19m Onboard + 30m Additional time* | 12h 12m Average total duration Fastest 9h 12m Onboard + 3h 0m Additional time* | 66h 0m Average total duration 65h 30m Onboard + 30m Additional time* | 31h 29m Average total duration (door-to-door) |
Direct Options | Direct Options | Direct Options | Direct Options |
This is compared to other travel options from San Luis Obispo, CA to Chicago, IL:
A bus is $239 (€196) less than a flight for this route with tickets for a flight from San Luis Obispo, CA to Chicago, IL costing on average $489 (€400).
A bus is $610 (€499) less than a train for this route with tickets for a train from San Luis Obispo, CA to Chicago, IL costing on average $860 (€704).
Other travel options to Chicago, IL take longer:
Bus takes on average 65h 30m.
Train takes on average 66h 19m.
Tickets start at around $860 (€704) compared to roughly $436 (€357) in fuel and tolls — a saving of about $-423.91 (€-346.95). The journey takes 66h 19m versus 31h 29m 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 Luis Obispo, CA to Chicago, IL trains for tomorrow, Sunday, June 21. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 6:11 AM San Luis Obispo, CA | 56h31 | 2:42 PM Chicago, IL | 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 San Luis Obispo, CA to Chicago, IL run on average 5 times per day, taking around 66h 19m. Cheap train tickets for this journey start at $215 (€176) if you book in advance.
The earliest train runs at 00:30, the last at 15:05. The fastest train covers the 1828 miles (2942 km) distance in 60h 9m.
Distance 1828 miles (2942 km) |
Average train duration 66h 19m |
Cheapest ticket price $215 (€176) |
Trains per day 5 |
Fastest train 60h 9m |
First train 12:30 AM |
Last train 3:05 PM |
Cheapest Month Apr |
Cheapest Day Mon |
High Season Apr - Jun |
Low Season Jul - Sep |
Discover the best of Chicago — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Chicago trip today.
One of the premier art museums in the US, known for Impressionist masterpieces, modern works, and the iconic bronze lions at its entrance.
Major natural history museum famous for Sue the T. rex, ancient cultures, and extensive science collections that appeal to both adults and children.
Large hands-on science museum in Hyde Park featuring a submarine, space exhibits, engineering displays, and immersive family-friendly experiences.
The city’s signature public space, home to Cloud Gate, gardens, events, and major skyline views that define modern Chicago.
Famous stretch of Michigan Avenue lined with historic buildings, shops, hotels, and frequent first-time visitor photo stops.
Highly popular waterfront promenade with architecture views, bridges, and one of the best urban walks in the city.
Chicago’s iconic thick-crust pizza baked in a deep pan, layered with cheese, toppings, and chunky tomato sauce. It is one of the city’s most famous comfort foods.
An all-beef hot dog on a poppy seed bun topped with mustard, onions, neon relish, tomato, pickle spear, sport peppers, and celery salt. It is a classic local street food.
Thinly sliced roast beef piled onto an Italian roll, often dipped in seasoned jus and topped with sweet peppers or giardiniera. It is a defining Chicago sandwich.
A historic old-school steakhouse serving steaks, chops, and classic Italian-American dishes in a traditional setting.
Chicago’s internationally acclaimed fine-dining restaurant known for highly inventive tasting menus and exceptional service.
A long-established Chicago favorite known for buttery deep-dish pizza and a casual, family-friendly atmosphere.
Moderate for a major U.S. city: casual food is manageable, but hotels, attractions, and downtown dining can be pricey.
Tip 18-20% in restaurants; 20%+ for great service. Tip bartenders USD 1-2 per drink, taxis about 10-15%, and hotel staff a few dollars.
Find answers to the most common questions about traveling from San Luis Obispo, 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.

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