$59 Cheap flight deals from Chicago (CHI) to Dedham (BOS)
Earn rewards on top of your airline miles with Orbitz Rewards
Many airlines offer flexible change policies
Sign up to receive text alerts about your trip
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 $59 One Way, $117 Round Trip from Chicago to Dedham
Prices starting at $117 for return flights and $59 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
DoubleTree Suites by Hilton Hotel Boston - Cambridge
Nov 13 - Nov 18
Chicago (MDW) to Boston (BOS)
Boston (BOS) to Chicago (MDW)
Reviewed on Aug 8, 2025
Maverick Suites at 245 Newbury St
Nov 13 - Nov 18
Chicago (MDW) to Boston (BOS)
Boston (BOS) to Chicago (MDW)
Reviewed on Jul 23, 2025
Dedham first class flight packages
Revere Hotel Boston Common
Oct 29 - Nov 2
Chicago (ORD) to Boston (BOS)
Boston (BOS) to Chicago (ORD)
Reviewed on Jul 1, 2025
Raffles Boston
Oct 29 - Nov 2
Chicago (ORD) to Boston (BOS)
Boston (BOS) to Chicago (ORD)
Reviewed on Dec 29, 2024
citizenM Boston North Station
Oct 29 - Nov 2
Chicago (ORD) to Boston (BOS)
Boston (BOS) to Chicago (ORD)
Reviewed on Sep 11, 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 | 863 mi |
Direct Flight Airlines | American Airlines, KLM, Qatar Airways, JAL, Icelandair, Air France, Delta Air Lines, Air New Zealand, United Airlines, Alaska Airlines, Etihad Airways, JetBlue, Cathay Pacific, Avianca, SAS, Hawaiian Airlines, Iberia, ITA Airways, ANA, Korean Air, WestJet, TAP Air Portugal, Virgin Atlantic, British Airways |
Earliest Flight Arrival | 1:32PM UTC |
Latest Flight Arrival | 4:50AM UTC |
Chicago to Dedham
Great Deals on Flights From Chicago to Dedham
Spend more of your time and money at Dedham instead of sitting at your computer, searching for discount Chicago to Dedham flights. This is why Orbitz makes it easy for you to check out destinations, plan your trip, and book your air fare, hotel, car rental, and more in just one place. Our low price guarantee means that you get great deals on flights from Chicago to Dedham.
Flights That Fit Your Budget
Traveling on a budget? Not to worry if you are using Orbitz. We monitor thousands of fares to make sure we show you the best air ticket prices available for your travel dates. Besides amazing prices on Chicago to Dedham flights, we offer you great deals on hotels, vacation packages, and last-minute getaways for the perfect trip.
Orbitz customers can receive credit for frequent flyer miles and points. Simply provide your frequent flyer details when you book qualifying Chicago to Dedham flights with Orbitz.
Search for Flights from Chicago to Dedham on the Go
Orbitz offers free mobile apps for iPad, iPhone, and Android-based devices, so even the busiest trip-planner can research and book flights from Chicago to Dedham. Find cheap Chicago to Dedham flights, research local festivities and attractions, and book reservations while sitting in the salon. Orbitz will also update you on flight delays with free alerts sent to your mobile phone or email address, so you’re never left in the dark.
Flights from Chicago
- Chicago to Orlando
- Chicago to Houston
- Chicago to New York
- Chicago to Phoenix
- Chicago to Dallas
- Chicago to Los Angeles
- Chicago to London
- Chicago to New Orleans
- Chicago to Washington
- Chicago to Rome
- Chicago to Paris
- Chicago to Toronto
- Chicago to San Francisco
- Chicago to Cleveland
- Chicago to Detroit
- Chicago to Montreal
- Chicago to Sacramento
- Chicago to Kansas City
- Chicago to Hartford
- Chicago to Atlantic City
Top Trending
- Cheap Los Angeles to Cabo San Lucas flights
- Cheap New York to Orlando flights
- Cheap Toronto to Orlando flights
- Cheap Toronto to Miami flights
- Cheap Los Angeles to New York flights
- Cheap Chicago to Las Vegas flights
- Cheap New York to Los Angeles flights
- Cheap Atlanta to Las Vegas flights
- Cheap Orlando to Miami flights
- Cheap New York to Las Vegas flights
- Cheap Seattle to Las Vegas flights
- Cheap Boston to Orlando flights
- Cheap Chicago to Phoenix flights
- Cheap Vancouver to Las Vegas flights
- Cheap Portland to Las Vegas flights
- Cheap Toronto to Las Vegas flights
- Cheap Houston to Las Vegas flights
- Cheap Denver to Las Vegas flights
- Cheap New York to Miami flights
- Cheap Los Angeles to Las Vegas flights
- Cheap Minneapolis - St. Paul to Las Vegas flights
- Cheap Toronto to Los Angeles flights
- Cheap Chicago to New York flights
- Cheap New York to Atlanta flights
- Cheap Atlanta to New York flights
- Cheap Atlanta to Miami flights
- Cheap New York to London flights
- Cheap Toronto to New York flights
- Cheap Dallas to Las Vegas flights
- Cheap Detroit to Las Vegas flights
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.