- Must visit
Art Institute of Chicago
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
Cheapest price
$750
Average price
$750
Fastest journey
1 d 20 h 47 m
Average duration
1 d 20 h 47 m
Trains per day
1
Distance
2786 km
The best way to find a cheap train ticket from Anaheim, 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 Anaheim, CA to Chicago, IL will cost around $750 if you buy it on the day, but the cheapest tickets can be found for only $750.
Of the 1 trains that leave Anaheim, CA for Chicago, IL on Wed, Jul 22, 1 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Wed, Jul 22 the direct trains cover the 2786 km distance in an average of 1 d 20 h 47 m but if you time it right, some trains will get you there in just 1 d 20 h 47 m .
On Wed, Jul 22 the slowest trains will take 1 d 20 h 47 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.


Omio recommends booking the train as it is the most popular option from Anaheim, CA to Chicago, IL among Omio's users. If you are prioritising price take the flight with prices starting from $177. For those with little time consider booking a flight which can get you there in 11h 19m. The ticket price range depends on the travel mode: a flight costs an average of $177, and a train costs an average of $194.
Distance: 1731 miles (2786 km)
Most popular Train | Flight | Bus |
|---|---|---|
$335 Average price | $241 Average price Cheapest | $277 Average price |
43h 35m Average total duration 43h 5m Onboard + 30m Additional time* | 14h 19m Average total duration Fastest 11h 19m Onboard + 3h 0m Additional time* | 53h 0m Average total duration 52h 30m Onboard + 30m Additional time* |
Direct Options | Direct Options | Direct Options |
This is compared to other travel options from Anaheim, CA to Chicago, IL:
A flight is $36 (€36) less than a bus for this route with tickets for a bus from Anaheim, CA to Chicago, IL costing on average $277 (€277).
A flight is $94 (€94) less than a train for this route with tickets for a train from Anaheim, CA to Chicago, IL costing on average $335 (€335).
Other travel options to Chicago, IL take longer:
Train takes on average 43h 5m.
Bus takes on average 52h 30m.
The table below shows live departures for Anaheim, CA to Chicago, IL trains for today, Tuesday, July 21. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 8:43 PM Anaheim, CA | 65h01 | 1:44 PM Chicago, IL | 1 transfer | |
| Wednesday, July 22 | |||||
![]() | 5:55 PM Anaheim, CA | 44h47 | 2:42 PM Chicago, IL | 0 transfersDirect | |
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 Anaheim, CA to Chicago, IL run on average 2 times per day, taking around 43h 5m. Cheap train tickets for this journey start at $194 (€194) but you can travel from only $177 (€177) by flight.
The earliest train runs at 13:52, the last at 18:13. The fastest train covers the 1731 miles (2786 km) distance in 44h 29m.
Distance 1731 miles (2786 km) |
Average train duration 43h 5m |
Cheapest ticket price $194 (€194) |
Trains per day 2 |
Fastest train 44h 29m |
First train 1:52 PM |
Last train 6:13 PM |
Cheapest Month Aug |
Cheapest Day Sun |
High Season Jan - Mar |
Low Season Jul - Sep |
Best time to book 14 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 Anaheim, 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 Anaheim, CA to Chicago, IL trains use the Anaheim Regional Transportation Intermodal Center to Union Station station pair. Use this guide to compare Anaheim, CA and Chicago, IL train stations on this route, check city-centre transport, alongside checking practicalities like train station facilities and services.
Anaheim Regional Transportation Intermodal Center is 4 km from Anaheim city centre. Public transport options include:
Anaheim Regional Transportation Intermodal Center 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: JT Schmid's Restaurant & Brewery, The Catch
Free. ATMs are available in the train station.
Ticket office support is available at Anaheim Regional Transportation Intermodal Center. Information desks are located in the main hall.
Luggage storage is available at Anaheim Regional Transportation Intermodal Center. Lost and found is available at the station.
Available at Anaheim Regional Transportation Intermodal Center: Parking, Taxis, WC.
Available at Anaheim Regional Transportation Intermodal Center: Bike Parking, Car Rental.
Accessibility facilities are available at Anaheim Regional Transportation Intermodal Center: Ramps.
Nearby hotels include Ayres Hotel Anaheim, TownePlace Suites by Marriott Anaheim Maingate Near Angel Stadium, Embassy Suites by Hilton Anaheim Orange.
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