Popular airlines among travellers
- Be in the knowGet alerts if flight prices drop or rise*
- Book smarterSave up to 15% on select hotels after you book a flight*
Plan, book, fly with confidence
Cheap flights from Chicago to Boston (ORD-BOS)
Prices were available within the past 7 days and start at €64 for one-way flights and €147 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Tue, 13 Aug - Sat, 17 Aug
ORD
Chicago
BOS
Boston
€147 Return, found 15 hours ago
€147
Return
found 15 hours ago
Tue, 25 Jun - Wed, 26 Jun
ORD
Chicago
BOS
Boston
€151 Return, found 4 days ago
€151
Return
found 4 days ago
Fri, 31 May - Tue, 4 Jun
ORD
Chicago
BOS
Boston
€158 Return, found 6 days ago
€158
Return
found 6 days ago
Tue, 13 Aug - Sat, 17 Aug
ORD
Chicago
BOS
Boston
€161 Return, found 15 hours ago
€161
Return
found 15 hours ago
Tue, 13 Aug - Sat, 17 Aug
ORD
Chicago
BOS
Boston
€162 Return, found 15 hours ago
€162
Return
found 15 hours ago
Sat, 25 May - Sun, 26 May
ORD
Chicago
BOS
Boston
€163 Return, found 6 days ago
€163
Return
found 6 days ago
Tue, 25 Jun - Wed, 26 Jun
ORD
Chicago
BOS
Boston
€164 Return, found 4 days ago
€164
Return
found 4 days ago
Wed, 5 Jun - Sat, 8 Jun
ORD
Chicago
BOS
Boston
€165 Return, found 1 day ago
€165
Return
found 1 day ago
Tue, 13 Aug - Sat, 17 Aug
ORD
Chicago
BOS
Boston
€166 Return, found 15 hours ago
€166
Return
found 15 hours ago
Fri, 31 May - Sat, 8 Jun
ORD
Chicago
BOS
Boston
€167 Return, found 6 days ago
€167
Return
found 6 days ago
Origin airport | O'Hare Intl. |
Destination airport | Logan Intl. |
Airlines serving | American Airlines, Delta, JetBlue Airways, United |
Return price | €147 |
Distance | 1381 km |
Perfect flights from Chicago to Boston
Embark on an unforgettable journey without breaking the bank with Expedia's incredible deals on cheap flights from Chicago to Boston. Whether you're aching for a romantic escape with your partner, craving an adventurous solo expedition, or yearning to immerse yourself in the local history and culture, we've got you covered.
Picture yourself strolling through the streets of Boston, surrounded by breathtaking architecture and absorbing the vibrant atmosphere of this captivating city. Indulge in the mouth-watering local specialties, from tantalizing street food to exquisite fine dining. With Expedia, you can experience all of this and more, without sacrificing your budget.
Our flexible O'Hare Intl. to Logan Intl. ticket options cater to your travel preferences, with incredible one-way fares from €64 and roundtrip prices from €147. Whether you're planning a short city break or a longer adventure, our dynamic pricing ensures that you find the best deals for your journey.
But the magic doesn't stop there. Expedia offers a range of partner services to enhance your trip. Rent a car at Logan Intl. and explore Boston and its surrounding areas at your own pace. Discover hidden gems off the beaten path, and create unforgettable memories. We also provide a handpicked selection of accommodations, from charming bed and breakfasts to luxury hotels, ensuring that you have a comfortable and memorable stay.
Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support are designed to make your travel experience seamless and stress-free. So, why wait? Book your ORD to BOS travel arrangements today and embark on the journey of a lifetime in Boston.
Frequently asked questions
- Trending Routes
- Top Flights Destinations
- More Airlines
- Cheap Flights from Other Airports
- Expedia's Latest Trends
Top Routes from Chicago
- Chicago to Newark (ORD - EWR)
- Chicago to Los Angeles (ORD - LAX)
- Chicago to Miami (ORD - MIA)
- Chicago to New York (ORD - LGA)
- Chicago to Fort Lauderdale (ORD - FLL)
- Chicago to Istanbul (ORD - IST)
- Chicago to New York (ORD - JFK)
- Chicago to Dublin (ORD - DUB)
- Chicago to New Orleans (ORD - MSY)
- Chicago to Nashville (ORD - BNA)
- Chicago to Baltimore (ORD - BWI)
Top Routes to Boston
- Newark to Boston (EWR - BOS)
- Amsterdam to Boston (AMS - BOS)
- New York to Boston (LGA - BOS)
- Paris to Boston (CDG - BOS)
- Cork to Boston (ORK - BOS)
- Barcelona to Boston (BCN - BOS)
- Tirana to Boston (TIA - BOS)
- New York to Boston (JFK - BOS)
- Dublin to Boston (DUB - BOS)
- Shannon to Boston (SNN - BOS)
- Athens to Boston (ATH - BOS)
- Lisbon to Boston (LIS - BOS)
Top Flight Destinations
- Flights to Las Vegas
- Flights to New York
- Flights to Orlando
- Flights to Myrtle Beach
- Flights to San Diego
- Flights to Panama City Beach
- Flights to Chicago
- Flights to Los Angeles
- Flights to Miami
- Flights to Destin
- Flights to Nashville
- Flights to Boston
- Flights to Key West
- Flights to Fort Lauderdale
- Flights to Honolulu
- Flights to New Orleans
- Flights to San Francisco
- Flights to Palm Springs
- Flights to Houston
- Flights to Washington
Flights
Flights from Las Vegas (LAS) to Los Angeles (LAX)Flights from San Francisco (SFO) to San Diego (SAN)Flights from San Francisco (SFO) to Las Vegas (LAS)Flights from Los Angeles (LAX) to Las Vegas (LAS)Flights from Los Angeles Intl. to NYC-All AirportsFlights from Dublin (DUB) to San Diego (SAN)Flights from Dublin (DUB) to Pittsburgh (PIT)Flights from Las Vegas (LAS) to Dublin (DUB)Flights from Dublin (DUB) to Cleveland (CLE)Flights from Dublin (DUB) to St. Louis (STL)Flights from Dublin to NYC-All AirportsFlights from Seattle (SEA) to San Francisco (SFO)Flights from San Diego (SAN) to San Francisco (SFO)Flights from LON-All Airports to NYC-All AirportsFlights from Cork (ORK) to San Diego (SAN)Flights from Shannon (SNN) to Las Vegas (LAS)Flights from Dublin (DUB) to West Palm Beach (PBI)Flights from Cork (ORK) to Las Vegas (LAS)Flights from Dublin (DUB) to Fort Lauderdale (FLL)Flights from Dublin (DUB) to Philadelphia (PHL)Flights from Dublin (DUB) to Florence (CVG)Flights from Dublin (DUB) to Greensboro (GSO)Flights from San Diego (SAN) to Dublin (DUB)Flights from Shannon (SNN) to Seattle (SEA)Flights from New York (JFK) to Seattle (SEA)Flights from Philadelphia (PHL) to Dublin (DUB)Flights from London (LHR) to Las Vegas (LAS)Flights from Seattle (SEA) to Dublin (DUB)Flights from Dublin (DUB) to Seattle (SEA)Flights from Dublin (DUB) to Las Vegas (LAS)
*Available to Expedia members.