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Lowest round trip fares by airline from Portland and Chicago
Cheapest prices ($50 One Way, $79 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.
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Fly From Portland to Chicago
Origin | Portland |
|---|---|
Destination | Chicago |
Number of Daily Flights | 20 |
Earliest Flight Departure Date | May 25 |
Latest Flight Departure Date | May 26 |
Popular Airlines | Alaska Airlines |
Cheap flights from Portland to Chicago
Whether traveling for a business meeting or vacation, as you arrive in Chicago from Portland, get ready to experience the day-and-night action of this busy city. Chicago's O'Hare International Airport is active 24 hours a day, so you'll want to have your rental car reserved and waiting for you. After you collect your luggage, you could stretch your legs at Woodfield Mall, or head over to the shores of Lake Michigan for a leisurely stroll.
Key Facts
Sports fans could pay a visit to the Wrigleyville if the Cubs are playing. You'll find plenty of Chicago-style hot dogs and pizza from street vendors to fill you up. From there, take one of the local streets east to connect to Lake Shore Drive. Drive south until you reach Museum Campus, which features attractions including the Field Museum of Natural History, the Shedd Aquarium and the Addler Planetarium.
Hints and Tips
Your trip from Portland International Airport (PDX) to O'Hare International Airport (ORD) should take about three hours. From ORD, it's a short drive to the downtown area where you can catch a game of the Bulls or Blackhawks. Afterward, visit the iconic Buckingham Fountain, which is located in Grant Park. There is plenty of space at the park to take a jog or have a picnic, between visiting Chicago's attractions.