- Must visit
Art Institute Of Chicago
One of the world’s leading art museums, famous for Impressionist masterpieces, American art, and major special exhibitions.
Cheapest price
$586
Average price
$586
Fastest journey
2 d 18 h 26 m
Average duration
2 d 18 h 26 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 $586 if you buy it on the day, but the cheapest tickets can be found for only $586.
Of the 1 trains that leave Anaheim, CA for Chicago, IL on Fri, Jun 05, 1 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Fri, Jun 05 the direct trains cover the 2786 km distance in an average of 2 d 18 h 26 m but if you time it right, some trains will get you there in just 2 d 18 h 26 m .
On Fri, Jun 05 the slowest trains will take 2 d 18 h 26 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 $219. 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 $219, and a train costs an average of $240.
Distance: 1731 miles (2786 km)
Most popular Train | Flight | Bus |
|---|---|---|
$415 Average price | $298 Average price Cheapest | $342 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 $44 (€36) less than a bus for this route with tickets for a bus from Anaheim, CA to Chicago, IL costing on average $342 (€277).
A flight is $117 (€94) less than a train for this route with tickets for a train from Anaheim, CA to Chicago, IL costing on average $415 (€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 tomorrow, Thursday, June 4. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 1:13 AM Anaheim, CA | 66h26 | 7:39 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 $240 (€194) but you can travel from only $219 (€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 $240 (€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 — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Chicago trip today.
One of the world’s leading art museums, famous for Impressionist masterpieces, American art, and major special exhibitions.
Major natural history museum known for Sue the T. rex, ancient cultures, and large family-friendly science exhibits.
Large hands-on science museum in Hyde Park with a U-505 submarine, aviation exhibits, and immersive interactive displays.
Chicago’s signature public space, home to Cloud Gate and major events, with strong appeal for first-time visitors and photographers.
Scenic pedestrian route along the Chicago River, popular for architecture views, strolling, and social-media-friendly city scenes.
Famous stretch of North Michigan Avenue known for landmark architecture, flagship stores, and busy big-city energy.
Chicago’s iconic thick-crust pizza baked in a deep pan with layers of cheese, toppings, and chunky tomato sauce.
An all-beef hot dog on a poppy seed bun topped with mustard, onions, relish, tomato, pickle spear, sport peppers, and celery salt.
A classic Chicago sandwich of thin-sliced seasoned beef served on a roll, often dipped in jus and topped with giardiniera or sweet peppers.
A well-known Magnificent Mile restaurant serving Mediterranean-influenced small plates, charcuterie, and strong wine selections.
Chicago’s internationally acclaimed fine-dining restaurant known for inventive tasting menus and a polished, theatrical experience.
A legendary Chicago pizzeria best known for buttery-crust deep-dish pizza in a casual, family-friendly setting.
Moderate by U.S. big-city standards. Hotels can be pricey downtown, but food and transit offer good value.
Tip 18-20% at sit-down restaurants; 20%+ for great service. USD 1-2 per drink at bars, round up or 10-15% for taxis, and USD 1-2 per bag for hotel staff.
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.

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