$57 Cheap flight deals from Chicago (CHI) to Gloucester (BOS)
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This Weekend's Flight Deals from Chicago to Gloucester
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 $57 One Way, $117 Round Trip from Chicago to Gloucester
Prices starting at $117 for return flights and $57 for one-way flights to Gloucester were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Gloucester economy flight packages
citizenM Boston North Station
Dec 10 - Dec 14
Chicago (CHI) to Boston (BOS)
Boston (BOS) to Chicago (CHI)
Reviewed on Sep 30, 2025
Boston Harbor Hotel
Dec 10 - Dec 14
Chicago (CHI) to Boston (BOS)
Boston (BOS) to Chicago (CHI)
Reviewed on Mar 24, 2024
The Whitney Hotel
Dec 10 - Dec 14
Chicago (CHI) to Boston (BOS)
Boston (BOS) to Chicago (CHI)
Reviewed on Jul 30, 2024
More About Flying To Gloucester from Chicago
Route Information for Flights from Chicago to Gloucester
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | BOS |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Gloucester
Orbitz is your one-stop source for great online deals on {origin.name} to Gloucester flights. With our cutting-edge mobile tools and low fares, you are never far from finding fantastic savings on flights from Chicago to Gloucester.
Unbeatable Deals for Flights From Chicago to Gloucester
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Easy Flight Cancellation
In most cases, you can cancel flights from Chicago to Gloucester online with the same ease as you booked them.
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Gloucester 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.