Redmond
Redmond
Chicago
Chicago
Flight

Redmond to Chicago

Updated: 28 May 2026

The distance from Redmond to Chicago is approximately 2,100 miles, making flying the only practical mode of transport. You will fly from Redmond Municipal Airport (RDM) to Chicago O'Hare International Airport (ORD) with at least one connection. The total travel time, including layovers, is typically 6 to 8 hours. This journey takes you from the high desert of Oregon to the heart of the Midwest.

Total Distance: Driving distance 3,400 km, straight-line air distance 2,700 km.
Fastest Way
Flying is the fastest method, taking about 7 hours.
Cheapest Way
Flying is the only practical way to travel this distance.
Compare Redmond to Chicago Routes
Flight
Connecting
Duration
7 hours
Avg Price
$400-$700
Operator
United Airlines
Route
RDM to ORD via Denver or San Francisco.

Book your flight well in advance to secure the best rates on major carriers.

Travel Tips
  • Airport Transit
    Use the 'L' train system to get from O'Hare to downtown Chicago efficiently.
  • Weather
    Chicago weather can be unpredictable; pack layers and a waterproof jacket.
  • Booking
    Use flight comparison websites to find the best connection times and prices.
  • Time Zone
    Chicago is in the Central Time Zone; remember to adjust your watch accordingly.
  • Dining
    Don't miss out on trying authentic Chicago-style deep-dish pizza.
Safety Tips
  • City Safety
    Stay aware of your surroundings, especially in crowded tourist areas.
  • Public Transit
    Use official transit apps to track your routes and stay safe on public transportation.
  • Emergency Contacts
    Keep a list of emergency contacts and your hotel address handy.
  • Travel Insurance
    Consider purchasing travel insurance for long-distance flights.
People Also Ask
  • Is there a direct flight?
    No, all flights from Redmond to Chicago require at least one connection.
  • What is the best way to travel?
    Flying is the only practical method for this distance.
  • How long is the flight?
    The total travel time, including layovers, is typically 6 to 8 hours.
  • Are there trains?
    There is no direct train service from Redmond to Chicago.
  • What is the best time to visit?
    Late spring and early autumn are the most pleasant times to visit Chicago.
Quick Info
  • From Redmond, Oregon, United States
  • To Chicago, Illinois, United States
  • Modes
Best Time to Travel

Late spring and early autumn offer the most pleasant weather in Chicago.

Things to Do in Chicago
1
Millennium Park
Home to the famous Cloud Gate sculpture, also known as 'The Bean', and beautiful gardens.
2
Art Institute of Chicago
One of the oldest and largest art museums in the United States, featuring a world-class collection.
3
Willis Tower Skydeck
Offers breathtaking views of the city and Lake Michigan from the 103rd floor.
4
Navy Pier
A popular destination with shops, restaurants, a Ferris wheel, and beautiful lakefront views.
Tags
Redmond to Chicago flights flights from RDM to ORD best way to travel Redmond to Chicago travel time Redmond to Chicago RDM airport flights cheapest travel Redmond to Chicago Redmond to Chicago distance traveling to Chicago from Oregon