$109 Cheap flight deals from Chicago (CHI) to Dedham (BOS)
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This Weekend's Flight Deals from Chicago to Dedham
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 $109 One Way, $198 Round Trip from Chicago to Dedham
Prices starting at $198 for return flights and $109 for one-way flights to Dedham were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Dedham economy flight packages
Luxury Apartments by Hyatus at Boston Everett
Oct 1 - Oct 3
Chicago (CHI) to Boston (BOS)
Boston (BOS) to Chicago (CHI)
Boston Harbor Hotel
Oct 7 - Oct 11
Chicago (CHI) to Boston (BOS)
Boston (BOS) to Chicago (CHI)
Reviewed on Aug 25, 2026
Encore Boston Harbor
Sep 27 - Oct 4
Chicago (CHI) to Boston (BOS)
Boston (BOS) to Chicago (CHI)
Reviewed on Aug 26, 2026
Dedham packages with premium economy flights
The Cove at Rockport Hotel
Oct 9 - Oct 15
Chicago (CHI) to Boston (BOS)
Reviewed on Aug 25, 2026
Boston Harbor Hotel
Oct 9 - Oct 15
Chicago (CHI) to Boston (BOS)
Reviewed on Aug 25, 2026
More About Flying To Dedham from Chicago
Route Information for Flights from Chicago to Dedham
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | BOS |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Dedham
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Stay Informed While You Travel
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Keep More Money in Your Pocket With Discount Flights
Orbitz looks for the best deals on Chicago to Dedham flights for you. Mix and match airlines for your departing and return flights to fit your travel schedule and budget.
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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.