Cheap flights from Portsmouth, MA to Chicago, IL

Travelers frequently search for route combinations, such as Portsmouth and Orlando, Punta Gorda, Myrtle Beach, New York, Las Vegas, Denver, Miami, Los Angeles, Atlanta, Mexico City, Bogotá, Dallas, Phoenix, Philadelphia, San Francisco, Cancún, Houston, San Juan, Washington, D.C., Dhaka.

Travelers frequently search for route combinations, such as Chicago and Phoenix, Las Vegas, Denver, Orlando, San Francisco, Los Angeles, Tampa, Miami, Salt Lake City, New York, Atlanta, London, Sacramento, Minneapolis, Mexico City, Paris, Austin, Washington, D.C., Fort Lauderdale, Fort Myers.

The main airport in Portsmouth is Portsmouth International Airport at Pease. It is also served by Logan International, Bradley International, Rhode Island T. F. Green Int'l Airport, Manchester–Boston Regional, Portland International Jetport, Bangor International, Portsmouth International Airport at Pease, Lebanon Municipal, Augusta State, Barnstable Municipal.

Currently, you can fly between Portsmouth and Chicago with Allegiant Air, Frontier Airlines, Spirit Airlines, Silver Airways, Sun Country Airlines.

If you don’t have specific dates for your trip between Portsmouth and Chicago, you can enter a date range into the departure and return fields. Most carriers on the Kiwi.com website allow you to search and book up to six months from the day of your search. Order the search results by the best, cheapest, or fastest route, or find the cheapest outbound and return combination in the pricing table.

Traveling between Portsmouth and Chicago, you can choose between direct (nonstop) flights or flights with one or more stops. You can select the number of stops on your journey, including an overnight stopover, and the duration of the stopover. What's more, you can also select where you want to have your stopover. Want to say "Hi" to a friend in another city en route to your destination? Or fancy a quick round of shopping? Go Multi-City or Nomad and add places to your search that you wish to visit.

There are a number of airports in and around Portsmouth. The main one is Portsmouth International Airport at Pease and other nearby airports include Logan International, Bradley International, Rhode Island T. F. Green Int'l Airport, Manchester–Boston Regional, Portland International Jetport, Bangor International, Portsmouth International Airport at Pease, Lebanon Municipal, Augusta State, Barnstable Municipal

This depends on the airline's flight schedule. You can easily select your preferred departure time when you search on our website or mobile app. Choose the time of day you wish to depart from Portsmouth, such as morning, afternoon, evening, or night, or select the exact hours for departure.

This depends on the airline's flight schedule. You can easily select your preferred arrival time when you search on our website or mobile app. Choose the time of day you wish to arrive at Chicago, such as morning, afternoon, evening, or night, or select the exact hours for arrival.