$100 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 $100 One Way, $186 Round Trip from Chicago to Dedham
Prices starting at $186 for return flights and $100 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
enVision Hotel Boston Everett
Oct 3 - Oct 8
Chicago (CHI) to Boston (BOS)
Boston (BOS) to Chicago (CHI)
Reviewed on Aug 9, 2026
The Godfrey Hotel Boston
Oct 3 - Oct 8
Chicago (CHI) to Boston (BOS)
Boston (BOS) to Chicago (CHI)
Reviewed on Aug 9, 2026
Boston Harbor Hotel
Oct 3 - Oct 8
Chicago (CHI) to Boston (BOS)
Boston (BOS) to Chicago (CHI)
Reviewed on Aug 9, 2026
Dedham packages with premium economy flights
The Charles Hotel
Sep 25 - Sep 27
Chicago (ORD) to Boston (BOS)
Reviewed on Aug 8, 2026
Good Hotels Boston
Sep 24 - Sep 28
Chicago (ORD) to Boston (BOS)
Boston (BOS) to Chicago (ORD)
Reviewed on Aug 7, 2026
Hotel AKA Back Bay
Sep 24 - Sep 28
Chicago (ORD) to Boston (BOS)
Boston (BOS) to Chicago (ORD)
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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Increase Your Rewards While Enjoying Super Low Rates
Boost your points or miles for your frequent flyer program on certain Chicago to Dedham flights. Simply provide your frequent flyer information when booking flights from Chicago to Dedham with Orbitz and get both a low fare and travel rewards. You can enter this information in your Orbitz account profile for easy remembering in future bookings.
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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.