
Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Boston
- JetBlue Airways
JetBlue Airways
- Spirit Airlines
Spirit Airlines
- American Airlines
American Airlines
- Delta
Delta
- United
United
- Southwest Airlines
Southwest Airlines
- Frontier Airlines
Frontier Airlines
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- Book smarterSave up to 15% on select hotels after you book a flight*
Cheap flights from Chicago to Boston (ORD-BOS)
Prices were available within the past 7 days and start at €59 for one-way flights and €117 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Mon, 2 Mar - Mon, 9 Mar
ORD
Chicago
BOS
Boston
€117 Return, found 2 days ago
€117
Return
found 2 days ago

Wed, 6 May - Sat, 9 May
ORD
Chicago
BOS
Boston
€117 Return, found 2 days ago
€117
Return
found 2 days ago

Thu, 22 Jan - Sun, 25 Jan
ORD
Chicago
BOS
Boston
€117 Return, just found
€117
Return
just found

Mon, 2 Mar - Mon, 9 Mar
ORD
Chicago
BOS
Boston
€118 Return, found 2 days ago
€118
Return
found 2 days ago

Sat, 7 Feb - Sun, 8 Feb
ORD
Chicago
BOS
Boston
€119 Return, found 12 hours ago
€119
Return
found 12 hours ago

Mon, 2 Mar - Mon, 9 Mar
ORD
Chicago
BOS
Boston
€134 Return, found 2 days ago
€134
Return
found 2 days ago

Mon, 2 Mar - Mon, 9 Mar
ORD
Chicago
BOS
Boston
€136 Return, found 2 days ago
€136
Return
found 2 days ago

Mon, 2 Mar - Mon, 9 Mar
ORD
Chicago
BOS
Boston
€137 Return, found 2 days ago
€137
Return
found 2 days ago

Wed, 6 May - Sat, 9 May
ORD
Chicago
BOS
Boston
€138 Return, found 2 days ago
€138
Return
found 2 days ago

Mon, 2 Mar - Mon, 9 Mar
ORD
Chicago
BOS
Boston
€177 Return, found 2 days ago
€177
Return
found 2 days ago
Origin airport | O'Hare Intl. |
|---|---|
Destination airport | Logan Intl. |
Airlines serving | American Airlines, Delta, JetBlue Airways, United |
Return price | €117 |
Distance | 1381 km |
Average flight time | 3 hours 23 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 €59 and roundtrip prices from €117. 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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- Ace Rental Cars in Logan Intl.
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- Car hire in Europcar Warnowufer 32
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