Anaheim
Anaheim
Chicago
Chicago
Train Flight

Anaheim to Chicago

Updated: 28 May 2026

The journey from Anaheim to Chicago spans approximately 3,200 kilometers across the American heartland. Most travelers fly from Los Angeles International Airport (LAX) to O'Hare (ORD) for a 4-hour transit. Alternatively, the Amtrak Southwest Chief offers a scenic 65-hour rail journey departing from nearby Fullerton. You will traverse diverse landscapes including the Mojave Desert and the Great Plains. This route connects the Pacific Coast to the Midwest's primary transportation hub. Planning ahead is essential due to high demand on both air and rail corridors.

Total Distance: Driving distance 3,200 km, straight-line air distance 2,780 km.
Fastest Way
Non-stop flight from LAX to ORD, taking approximately 4 hours and 15 minutes.
Cheapest Way
Amtrak coach seat, starting at $180, offers the most budget-friendly long-distance travel.
Compare Anaheim to Chicago Routes
Train
Direct
Flight
Direct
Duration 65 hours 4 hours 15 mins
Avg Price $180 - $600 $250 - $500
Operator Amtrak Southwest Chief United Airlines
Route Fullerton Station to Chicago Union Station LAX to ORD
Tip Book a roomette for a bed and included meals on this long-haul route. Book at least 3 weeks in advance to secure lower fares.
Travel Tips
  • Airport Transit
    Use the FlyAway bus from various LA locations to reach LAX efficiently.
  • Train Luggage
    Amtrak allows two checked bags for free, which is more generous than most airlines.
  • Chicago Weather
    Always pack layers, as Chicago wind can drop temperatures significantly regardless of the season.
  • Public Transit
    Purchase a Ventra card for seamless access to Chicago's 'L' train system and buses.
  • Dining
    Try deep-dish pizza in the River North neighborhood for an authentic Chicago experience.
Safety Tips
  • Airport Security
    Arrive at LAX at least 2 hours before your domestic flight.
  • Train Safety
    Keep your valuables with you when leaving your seat on the train.
  • Urban Awareness
    Stay in well-lit, populated areas when exploring downtown Chicago at night.
  • Emergency Contacts
    Save the local non-emergency police number for the city you are visiting.
People Also Ask
  • Is the train faster than flying?
    No, flying is significantly faster at 4 hours compared to 65 hours by train.
  • Where does the Southwest Chief depart?
    It departs from the Fullerton Amtrak station, which is a short drive from Anaheim.
  • Do I need a car in Chicago?
    No, Chicago has an extensive public transit system that makes a car unnecessary.
  • What is the best airport for Chicago?
    O'Hare (ORD) is the primary hub, though Midway (MDW) is closer to the city center.
  • Are there direct trains to Chicago?
    Yes, the Southwest Chief provides a direct route from Southern California to Chicago.
Quick Info
  • From Anaheim, California, United States
  • To Chicago, Illinois, United States
  • Modes
Best Time to Travel

May to September for mild weather in Chicago and clear mountain passes for rail travel.

Things to Do in Chicago
1
Millennium Park
Visit the iconic Cloud Gate sculpture, locally known as The Bean. It is a centerpiece of Chicago's downtown lakefront.
2
Art Institute of Chicago
Explore one of the oldest and largest art museums in the United States. It houses a vast collection of Impressionist and Post-Impressionist works.
3
Willis Tower Skydeck
Step onto The Ledge, a glass balcony extending 1,353 feet over the city. It provides unparalleled views of the Chicago skyline.
4
Navy Pier
Enjoy the Centennial Wheel and various lakefront attractions. It is a historic landmark offering great views of Lake Michigan.
Tags
Anaheim to Chicago flights Amtrak Southwest Chief route LAX to ORD travel Anaheim to Chicago train traveling from California to Illinois best way to get to Chicago Anaheim travel guide Chicago transport tips
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