If you enjoy traveling, this is the promotion for you! American Airlines is having a cheap Round-trip from Portland to Chicago starting only $186. Chicago is a city full of culture as well as great places to eat. It has plenty of museums, as well as a magnificent zoo. Do not be discourage if your city is not listed, try out your local city and let us know if it works!
We recommend you look up your preferred dates on Google Flights in case there is a cheaper price than the ones we listed. Depending when you book, the prices can change! (YMMV) The airline fares rule associated with your flight and be reviewed over pre-purchase, on your contract, and post purchase with the itinerary displayed on their website, be sure you read their full terms before making your purchase.
Editor’s Note: These promotions are valid the time of posting, if this post is more than 3 days old, it’s most likely expired.
Flights from Portland to Chicago:
- Buy It Now
- Promotion: Round-trip from Portland To Chicago Starting $186
- Routes: From Portland To Chicago
- Distance: 3,800 miles
|Portland (PDX)||Chicago (ORD)|
We used the dates of September 24th – 27th, but you can always try your own dates and cities in case you can snag a deal!
- Valid: from September to Early November
- Terms: Prices shown based on searches made in the last 24 hours. Due to constant changing availability, these fares may no longer be available. For FAQ you can contact your airlines at their Help page. Baggage fees are not included in your trip cost unless otherwise stated and will be charged directly by the airline at check-in. Please visit your chosen carrier to review all fare cost including taxes and baggage fees. Purchases must be made at least 2 weeks in advance of departure.
How To Get Chicago Flight Deal:
- Use Google Flights to check what days has the best time for you. There always could be prices less than the one we provided.
- Use Priceline to book once you find the best prices.
- To earn cash back we highly recommend using AMEX Premier Rewards Gold Card, Chase Sapphire Preferred, or Premier Rewards Gold Card from American Express to save the most money.
- Once you found the times that you would like to make sure you book it early so that it doesn’t change.
Chicago is a fun place to visit, with many events always going on. This city is really active and is great for those of you who would like a small cheap vacation. As always, to save even more money, make sure you use your AMEX Premier Rewards Gold Card! US citizens should visit the US Passports & International Travel website for the latest information, including exercising safety abroad and entry requirements. Sample date: September 24th – 27th. This is the cheapest fare I found but tell us if you got anything different! If you want more Cheap Flight Deals, check out our master list!
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