
Popular airlines from Boston to Chicago, IL (ORD-O'Hare Intl.)
- 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 Boston to Chicago (BOS-ORD)
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.

Thu, 22 Jan - Sun, 25 Jan
BOS
Boston
ORD
Chicago
€117 Return, found 4 hours ago
€117
Return
found 4 hours ago

Tue, 16 Jun - Tue, 30 Jun
BOS
Boston
ORD
Chicago
€117 Return, found 5 hours ago
€117
Return
found 5 hours ago

Thu, 29 Jan - Sun, 1 Feb
BOS
Boston
ORD
Chicago
€118 Return, found 4 days ago
€118
Return
found 4 days ago

Sun, 25 Jan - Thu, 12 Feb
BOS
Boston
ORD
Chicago
€118 Return, found 5 hours ago
€118
Return
found 5 hours ago

Thu, 29 Jan - Sun, 1 Feb
BOS
Boston
ORD
Chicago
€119 Return, found 4 days ago
€119
Return
found 4 days ago

Wed, 25 Mar - Fri, 27 Mar
BOS
Boston
ORD
Chicago
€128 Return, found 5 days ago
€128
Return
found 5 days ago

Fri, 30 Jan - Tue, 3 Feb
BOS
Boston
ORD
Chicago
€130 Return, found 4 days ago
€130
Return
found 4 days ago

Wed, 25 Mar - Fri, 27 Mar
BOS
Boston
ORD
Chicago
€131 Return, found 5 days ago
€131
Return
found 5 days ago

Sat, 7 Feb - Mon, 9 Feb
BOS
Boston
ORD
Chicago
€132 Return, found 11 hours ago
€132
Return
found 11 hours ago

Wed, 25 Mar - Fri, 27 Mar
BOS
Boston
ORD
Chicago
€153 Return, found 5 days ago
€153
Return
found 5 days ago
Alternative airports near Chicago
Prices were available within the past 7 days. Prices and availability are subject to change.
Origin airport | Logan Intl. |
|---|---|
Destination airport | O'Hare Intl. |
Airlines serving | American Airlines, Delta, JetBlue Airways, United |
Return price | €117 |
Distance | 1381 km |
Average flight time | 2 hours 4 mins |
Perfect flights from Boston to Chicago
Embark on an unforgettable journey without breaking the bank with Expedia's incredible deals on cheap flights from Boston to Chicago. 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 Logan Intl. to O'Hare 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 O'Hare 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 Chicago.
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- Alamo Rent A Car Rental Cars in O'Hare Intl.
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- Budget Rental Cars in O'Hare Intl.
- Car hire Des Plaines
- Rental cars O'Hare Intl. airport
- Convertible Car Hire near O'Hare Intl.
- Dollar Rent A Car Rental Cars in O'Hare Intl.
- Economy Car Hire near O'Hare Intl.
- Enterprise Rental Cars in O'Hare Intl.
- Europcar Rental Cars in O'Hare Intl.
- Fox Rental Cars Rental Cars in O'Hare Intl.
- Hertz Rental Cars in O'Hare Intl.
- Luxury Car Hire near O'Hare Intl.
- Minivan Car Hire near O'Hare Intl.
- National Car Rental Rental Cars in O'Hare Intl.
- Nü Car Rentals Rental Cars in O'Hare Intl.
- Ok Mobility Rental Cars in O'Hare Intl.
- Pickup Car Hire near O'Hare Intl.
- Rent A Wreck Rental Cars in O'Hare Intl.
- Sixt Rental Cars in O'Hare Intl.
- Sports Car Car Hire near O'Hare Intl.
- Suv Car Hire near O'Hare Intl.
- Thrifty Car Rental Rental Cars in O'Hare Intl.
- People Carrier Car Hire near O'Hare Intl.
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