
$72 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 $72 One Way, $135 Round Trip from Chicago to Dedham
Prices starting at $135 for return flights and $72 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

Eurostars The Boxer
May 14 - May 17
Chicago (CHI) to Boston (BOS)
Reviewed on May 6, 2025

Boston Harbor Hotel
May 14 - May 17
Chicago (CHI) to Boston (BOS)
Reviewed on Mar 24, 2024

The Langham, Boston
May 14 - May 17
Chicago (CHI) to Boston (BOS)
Reviewed on Jan 12, 2026
Dedham packages with premium economy flights

The Revolution Hotel
May 8 - May 11
Chicago (CHI) to Boston (BOS)
Reviewed on Jan 19, 2026

Boston Harbor Hotel
May 8 - May 11
Chicago (CHI) to Boston (BOS)
Reviewed on Mar 24, 2024

Eurostars The Boxer
May 8 - May 11
Chicago (CHI) to Boston (BOS)
Reviewed on May 6, 2025
Dedham first class flight packages

Arcadian Hotel
May 22 - May 24
Chicago (CHI) to Boston (BOS)
Reviewed on Mar 20, 2026

Eurostars The Boxer
May 22 - May 24
Chicago (CHI) to Boston (BOS)
Reviewed on May 6, 2025
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
Trip-Planning Made Easy
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Discount Chicago to Dedham Flights
Orbitz’s low price guarantee means you get the best fares around. Find the lowest prices for international and domestic tickets and for flights from Chicago to Dedham when you use Orbitz. It’s easy to add activities to your booking, so you can take advantage of all that Dedham has to offer.
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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.





