Cheap flight deals from Chicago (CHI) to Kittery (BOS)
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Kittery economy flight packages
Red Roof Inn PLUS+ Boston - Woburn/ Burlington
Jun 14 - Jun 19
Chicago (CHI) to Boston (BOS)
Reviewed on Apr 15, 2026
Hotel Ivy Boston Common
Jun 19 - Jun 23
Chicago (CHI) to Boston (BOS)
Reviewed on Aug 18, 2025
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
Jul 1 - Jul 5
Chicago (CHI) to Boston (BOS)
Boston (BOS) to Chicago (CHI)
Kittery first class flight packages
Comfort Inn & Suites Scarborough - Portland
Jun 26 - Jun 30
Chicago (CHI) to Boston (BOS)
Boston (BOS) to Chicago (CHI)
Reviewed on May 15, 2025
The McKernan Inn
Jun 26 - Jun 30
Chicago (CHI) to Boston (BOS)
Boston (BOS) to Chicago (CHI)
Reviewed on Nov 3, 2025
Tru by Hilton Portland Airport Area
Jun 26 - Jun 30
Chicago (CHI) to Boston (BOS)
Boston (BOS) to Chicago (CHI)
Reviewed on Feb 23, 2026
More About Flying To Kittery from Chicago
Route Information for Flights from Chicago to Kittery
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | BOS |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Kittery
Whether you want to book cheap flights from Chicago to Kittery or are looking for the perfect package holiday, Orbitz is your one-stop source. Taking the stress and expense out of travel, Orbitz helps you find the best fares for Chicago to Kittery flights.
Make the Most of Your Vacation
Not only does Orbitz have cheap deals for Chicago to Kittery flights, we can also help you plan your vacation in advance. Why wait in lengthy lines for tickets to shows, amusement parks, and other attractions when you could be making the most of your holiday? Add activities to your flight booking for fewer hassles once you arrive in Kittery.
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Craft Your Perfect Vacation
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Kittery Airports
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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.