Glendale
Glendale
Chicago
Chicago
Train Flight

Glendale to Chicago

Updated: 28 May 2026

The journey from Glendale to Chicago spans over 1,700 miles. Flying from Phoenix Sky Harbor to O'Hare International Airport is the most practical choice, taking about 4 hours. Alternatively, you can take the Amtrak train from Phoenix (via bus connection to Flagstaff) to Chicago, which is a multi-day journey. Chicago is a major cultural and economic hub, famous for its architecture, museums, and deep-dish pizza.

Total Distance: 2,800 km driving distance; 2,300 km straight-line air distance.
Fastest Way
Flying is the fastest method, saving you nearly two days of travel time.
Cheapest Way
Flying with a budget airline is significantly cheaper and faster than the train journey.
Compare Glendale to Chicago Routes
Train
Connecting
Flight
Direct
Duration 45 hours 4 hours
Avg Price $300-$700 $200-$500
Operator Amtrak United Airlines
Route Bus to Flagstaff, then Southwest Chief to Chicago. PHX to ORD.
Tip The train journey offers stunning views of the American Southwest and the Midwest. The Blue Line train connects O'Hare to downtown Chicago in about 45 minutes.
Travel Tips
  • Public Transit
    The 'L' train system is the best way to get around Chicago; it is extensive and efficient.
  • Winter Weather
    If visiting in winter, pack heavy coats, gloves, and boots; the wind chill can be brutal.
  • Dining
    Try the local deep-dish pizza and Chicago-style hot dogs; they are iconic city staples.
  • Architecture
    Take an architecture boat tour on the Chicago River to see the city's famous skyline from a unique perspective.
  • Airport Transit
    The Blue Line train is the most reliable way to get from O'Hare to downtown.
Safety Tips
  • Urban Safety
    Stick to well-populated areas in downtown Chicago at night and be aware of your surroundings.
  • Public Transit Safety
    Stay alert on trains and buses, especially during late-night hours.
  • Weather Alerts
    Chicago weather can change rapidly; check local reports before heading out.
  • Emergency Preparedness
    Know the location of your hotel and the nearest transit station at all times.
People Also Ask
  • Is Chicago a good city for tourists?
    Yes, it offers a wide range of cultural, architectural, and culinary attractions.
  • How long is the flight?
    The flight time is approximately 4 hours.
  • Are there direct flights?
    Yes, United Airlines and American Airlines offer frequent direct flights from PHX to ORD.
  • What is the best time to visit?
    Late spring to early fall offer the most comfortable weather for exploring.
  • Do I need a car in Chicago?
    No, a car is not necessary and can be a liability due to traffic and parking costs.
Quick Info
  • From Glendale, Arizona, United States
  • To Chicago, Illinois, United States
  • Modes
Best Time to Travel

Late spring to early fall for pleasant weather, as Chicago winters are extremely cold.

Things to Do in Chicago
1
Millennium Park
Home to the famous Cloud Gate sculpture (The Bean). It is a must-see for any visitor.
2
Art Institute of Chicago
One of the oldest and largest art museums in the country, featuring a world-class collection.
3
Willis Tower
Offers incredible views of the city from the Skydeck. You can step out onto the glass ledge.
4
Navy Pier
A popular tourist destination with shops, restaurants, a Ferris wheel, and boat tours on Lake Michigan.
Tags
Glendale to Chicago PHX to ORD flights Amtrak to Chicago traveling to Illinois best way to reach Chicago Arizona to Midwest Chicago travel guide