Travel from Chicago to Oregon

Train, bus or fly from Chicago to Oregon?

Spirit Airlines, Virgin America and 4 other airlines fly from Chicago to Portland hourly. Alternatively, Amtrak operates a train from Chicago to Portland once daily. Tickets cost $270 - $850 and the journey takes 45 h 55 min.

Travel Guides

Want to know more about US trains?Rome2rio has everything you need to know about travelling with Amtrak
Need to know: GreyhoundRome2rio’s guide on the bus operator has all the information you need

How to get from Chicago to Oregon

From Jackson-Blue subway to Chicago O'Hare airport, fly to Portland airport, then tram to Portland. 6 h 39 min $187. From Adams/Wabash subway to Chicago Midway airport, fly to Portland airport, then tram to Portland. 6 h 36 min $236. From Adams/Wabash subway to Chicago Midway airport, fly to Eugene airport, then taxi to Eugene. 7 h 45 min $608. From Chicago Union Station Amtrak train to N6 & Clybourn #7127, bus to Milwaukee airport, fly to Portland airport, then tram to Portland. 8 h 16 min $233. From Chicago Union Station Amtrak train to Portland Union Station Amtrak. 45 h 55 min $597. From Chicago, IL bus to Des Moines, IA, bus to Denver, CO, then bus to Portland, OR. 2 days 3 h $285. From Chicago drive to Portland. 33 h 3 min $255.
Close Print Itinerary
  1. Here are 7 options to get from
    Chicago to Oregon:

    1. Trip:
      1 Fly Chicago O'Hare to Portland
      • One-Way approx: USD $105 - $438
      • Duration: 6 h 39 min
      Open +
      • Trip:
        1 Fly Chicago O'Hare to Portland
        • One-Way approx: USD $105 - $438
        • Duration: 6 h 39 min
        Close x
    2. Trip:
      2 Fly Chicago Midway to Portland
      • One-Way approx: USD $175 - $557
      • Duration: 6 h 36 min
      Open +
      • Trip:
        2 Fly Chicago Midway to Portland
        • One-Way approx: USD $175 - $557
        • Duration: 6 h 36 min
        Close x
    3. Trip:
      3 Fly Chicago Midway to Eugene
      • One-Way approx: USD $277 - $1,059
      • Duration: 7 h 45 min
      Open +
      • Trip:
        3 Fly Chicago Midway to Eugene
        • One-Way approx: USD $277 - $1,059
        • Duration: 7 h 45 min
        Close x
    4. Trip:
      4 Train to Milwaukee, fly to Portland
      • One-Way approx: USD $193 - $427
      • Duration: 8 h 16 min
      Open +
      • Trip:
        4 Train to Milwaukee, fly to Portland
        • One-Way approx: USD $193 - $427
        • Duration: 8 h 16 min
        Close x
    5. Trip:
      5 Train
      • One-Way approx: USD $270 - $850
      • Duration: 45 h 55 min
      Open +
      • Trip:
        5 Train
        • One-Way approx: USD $270 - $850
        • Duration: 45 h 55 min
        Close x
    6. Trip:
      6 Bus
      • One-Way approx: USD $249 - $518
      • Duration: 2 days 3 h
      Open +
      • Trip:
        6 Bus
        • One-Way approx: USD $249 - $518
        • Duration: 2 days 3 h
        Close x
    7. Trip:
      7 Drive
      • One-Way approx: USD $200 - $310
      • Duration: 33 h 3 min
      Open +
      • Trip:
        7 Drive
        • One-Way approx: USD $200 - $310
        • Duration: 33 h 3 min
        Close x