
Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Logan International Airport (BOS)
- JetBlue Airways
JetBlue Airways
- American Airlines
American Airlines
- Delta
Delta
- United
United
- Spirit Airlines
Spirit Airlines
- Southwest Airlines
Southwest Airlines
- Frontier Airlines
Frontier Airlines
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Cheap flights from Chicago to Boston (ORD-BOS)
Prices were available within the past 7 days and start at €51 for one-way flights and €101 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, 14 Nov - Tue, 18 Nov
ORD
Chicago
BOS
Boston
€101 Return, found 13 hours ago
€101
Return
found 13 hours ago

Fri, 14 Nov - Tue, 18 Nov
ORD
Chicago
BOS
Boston
€101 Return, found 13 hours ago
€101
Return
found 13 hours ago

Fri, 14 Nov - Tue, 18 Nov
ORD
Chicago
BOS
Boston
€102 Return, found 13 hours ago
€102
Return
found 13 hours ago

Fri, 14 Nov - Tue, 18 Nov
ORD
Chicago
BOS
Boston
€110 Return, found 13 hours ago
€110
Return
found 13 hours ago

Fri, 14 Nov - Tue, 18 Nov
ORD
Chicago
BOS
Boston
€111 Return, found 13 hours ago
€111
Return
found 13 hours ago

Wed, 6 May - Sat, 9 May
ORD
Chicago
BOS
Boston
€118 Return, found 11 hours ago
€118
Return
found 11 hours ago

Thu, 6 Nov - Sun, 9 Nov
ORD
Chicago
BOS
Boston
€126 Return, found 11 hours ago
€126
Return
found 11 hours ago

Fri, 14 Nov - Tue, 18 Nov
ORD
Chicago
BOS
Boston
€128 Return, found 13 hours ago
€128
Return
found 13 hours ago

Thu, 6 Nov - Sun, 9 Nov
ORD
Chicago
BOS
Boston
€132 Return, found 11 hours ago
€132
Return
found 11 hours ago

Thu, 6 Nov - Sun, 9 Nov
ORD
Chicago
BOS
Boston
€156 Return, found 11 hours ago
€156
Return
found 11 hours ago
Find the cheapest month to fly from Chicago (ORD) to Boston (BOS)
November is typically the cheapest month to fly
From €74 - €227 per traveller.
Alternative airports near Boston
Prices were available within the past 7 days. Prices and availability are subject to change.
Origin airport | O'Hare Intl. |
---|---|
Destination airport | Logan Intl. |
Airlines serving | American Airlines, Delta, JetBlue Airways, United |
Return price | €100 |
Distance | 1381 km |
Average flight time | 3 hours 24 mins |
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 , 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 €51 and roundtrip prices from €101. 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 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 to travel arrangements today and embark on the journey of a lifetime in Boston.
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Top Routes from Chicago
- Chicago to Newark Liberty Intl. Airport (ORD - EWR)
- Chicago to Los Angeles (ORD - LAX)
- Chicago to Belgrade (ORD - BEG)
- 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 Brindisi (ORD - BDS)
- Chicago to Shannon (ORD - SNN)
- Chicago to Nashville (ORD - BNA)
- Chicago to Dallas (ORD - DFW)
Top Routes to Boston
- Newark Liberty Intl. Airport to Boston (EWR - BOS)
- Belgrade to Boston (BEG - BOS)
- Cork to Boston (ORK - BOS)
- Warsaw to Boston (WAW - BOS)
- New York to Boston (JFK - BOS)
- Dublin to Boston (DUB - BOS)
- Shannon to Boston (SNN - BOS)
- Frankfurt to Boston (FRA - BOS)
- Athens to Boston (ATH - BOS)
- London to Boston (LHR - BOS)
- Lisbon to Boston (LIS - BOS)
Top Flight Destinations
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Expedia's Latest Trends
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