$21 Cheap flight deals from Chicago (CHI) to Portsmouth (BOS)

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This Weekend's Flight Deals from Chicago to Portsmouth

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Airfares from $21 One Way, $41 Round Trip from Chicago to Portsmouth

Prices starting at $41 for return flights and $21 for one-way flights to Portsmouth were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Portsmouth economy flight packages

Price found within the past 48 hours. Click for updated prices.
Fairmont Copley Plaza, Boston
Boston Harbor Hotel
Harborside Inn Of Boston
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More About Flying To Portsmouth from Chicago

Route Information for Flights from Chicago to Portsmouth

Origin Airport IATA Code
CHI
Destination Airport IATA Code
BOS
Distance
863 mi
Direct Flight Airlines
American Airlines, KLM, Qatar Airways, JAL, Icelandair, Emirates, Delta Air Lines, Air New Zealand, United Airlines, Alaska Airlines, JetBlue, Cathay Pacific, Royal Jordanian, Iberia, Hawaiian Airlines, ANA, Korean Air, WestJet, TAP Air Portugal, Virgin Atlantic, Spirit Airlines, British Airways
Earliest Flight Arrival
1:24PM UTC
Latest Flight Arrival
4:08AM UTC

Chicago to Portsmouth

Find fantastic fares on domestic and international flights that suit your travel requirements and budget needs by heading to Orbitz. Orbitz has your cheap air tickets for flights from Chicago to Portsmouth.

Flights from Chicago to Portsmouth at bargain prices

Budgeting and hidden costs should be the least of your concerns when planning a trip. Your priority should be planning all the things you want to do during your stay. With our low fares on Chicago to Portsmouth flights, you know you are getting the best deal for your vacation or business trip budget—and not incurring hidden costs or paying for over-priced tickets offered by some airlines. We want to help you enjoy your trip the way you deserve.

Remain up-to-date on your flights from Chicago to Portsmouth

Orbitz ensures that you remain up-to-date with the latest flight information by sending free alerts to your mobile device or email. Additionally, our cutting-edge mobile apps let iPhone and Android users the capability to receive status reports and review baggage and gate claim details on their mobile devices. You can even book hotels or car rentals to go along with your Chicago to Portsmouth flights or view your itinerary using these useful and easy-to-use apps.

Orbitz booking discounts for Chicago to Portsmouth flights

Orbitz can remember your information, including numbers your frequent flyer and airline loyalty memberships, so you don’t have to re-enter information when you book your flights from Chicago to Portsmouth or other flights. Not only does this make booking flights a breeze, you no longer have to go through the hassle of looking up your frequent flyer numbers to add them to your flight reservation.

Frequently asked questions

Are there non-stop flights from Chicago to Portsmouth?
Direct flights are offered by no less than 4 airlines from Chicago, IL (ORD-O’Hare Intl.) to BOS, which means you could be booking your fun-filled getaway within moments. Here are some reputable carriers to consider:

  • United Airlines
  • American Airlines
  • Delta
  • JetBlue

What is the shortest flight from Chicago to Portsmouth?
The journey from Chicago to Portsmouth can be as fast as 2 hours and 59 minutes. With a leisurely flight time like this, why not organize an impromptu getaway?
What airlines fly from Chicago to Portsmouth most frequently?
Feed your wanderlust and travel with one of the following carriers that offer the most frequent flights from Chicago to Portsmouth: United Airlines - (UA) with 208 flights every month American Airlines - (AA) with 199 flights every month Delta - (DL) with 147 flights every month JetBlue - (B6) with 56 flights every month
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won’t keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.