
Popular airlines from Logan International Airport (BOS) to Chicago O'Hare International Airport (ORD)
- Spirit Airlines
Spirit Airlines
- JetBlue Airways
JetBlue Airways
- American Airlines
American Airlines
- Delta
Delta
- United
United
- Frontier Airlines
Frontier Airlines
- Southwest Airlines
Southwest Airlines
- Be in the knowGet alerts if flight prices drop or rise*
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Cheap Flights from Boston (BOS) to Chicago (ORD)
Prices were available within the past 7 days and start at ₹5,228 for one-way flights and ₹11,332 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, 17 Jan - Sat, 7 Feb
BOS
Boston
ORD
Chicago
₹11,332 Return, found 6 days ago
₹11,332
Return
found 6 days ago

Thu, 5 Feb - Sat, 14 Feb
BOS
Boston
ORD
Chicago
₹11,347 Return, found 1 day ago
₹11,347
Return
found 1 day ago

Thu, 5 Feb - Sat, 14 Feb
BOS
Boston
ORD
Chicago
₹14,024 Return, found 1 day ago
₹14,024
Return
found 1 day ago

Fri, 12 Dec - Wed, 17 Dec
BOS
Boston
ORD
Chicago
₹14,077 Return, found 6 days ago
₹14,077
Return
found 6 days ago

Sat, 17 Jan - Sat, 7 Feb
BOS
Boston
ORD
Chicago
₹14,455 Return, found 6 days ago
₹14,455
Return
found 6 days ago

Sat, 17 Jan - Sat, 7 Feb
BOS
Boston
ORD
Chicago
₹14,456 Return, found 6 days ago
₹14,456
Return
found 6 days ago

Thu, 5 Feb - Sat, 14 Feb
BOS
Boston
ORD
Chicago
₹14,476 Return, found 1 day ago
₹14,476
Return
found 1 day ago

Wed, 7 Jan - Sun, 11 Jan
BOS
Boston
ORD
Chicago
₹14,901 Return, found 3 days ago
₹14,901
Return
found 3 days ago

Tue, 16 Dec - Thu, 18 Dec
BOS
Boston
ORD
Chicago
₹14,916 Return, found 1 day ago
₹14,916
Return
found 1 day ago

Thu, 5 Feb - Sat, 14 Feb
BOS
Boston
ORD
Chicago
₹16,261 Return, found 1 day ago
₹16,261
Return
found 1 day ago
Find the cheapest month to fly from Boston (BOS) to Chicago (ORD)
January is typically the cheapest month to fly
From ₹6,291 - ₹14,015 per traveller.
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, United |
Return price | ₹11,332 |
Distance | 1381 km |
Average flight time | 1 hour 59 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 ₹5,228 and roundtrip prices from ₹11,332. 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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Top Routes from Boston
- Boston to Mumbai (BOS - BOM)
- Boston to Phoenix (BOS - PHX)
- Boston to San Diego (BOS - SAN)
- Boston to Los Angeles (BOS - LAX)
- Boston to Raleigh (BOS - RDU)
- Boston to Washington (BOS - DCA)
- Boston to Fort Lauderdale (BOS - FLL)
- Boston to Bengaluru (BOS - BLR)
- Boston to Delhi (BOS - DEL)
- Boston to Chennai (BOS - MAA)
- Boston to Dallas (BOS - DAL)
- Boston to Hyderabad (BOS - HYD)
Top Routes to Chicago
- Goa to Chicago (GOI - ORD)
- Mumbai to Chicago (BOM - ORD)
- Newark Liberty Intl. Airport to Chicago (EWR - ORD)
- Los Angeles to Chicago (LAX - ORD)
- New York to Chicago (LGA - ORD)
- Bengaluru to Chicago (BLR - ORD)
- Delhi to Chicago (DEL - ORD)
- Kozhikode to Chicago (CCJ - ORD)
- Chennai to Chicago (MAA - ORD)
- New York to Chicago (JFK - ORD)
- Hyderabad to Chicago (HYD - ORD)
- Jaipur to Chicago (JAI - ORD)
Top Routes from Boston
Top Flight Destinations
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- Flights to Pigeon Forge
- Flights to San Antonio
- Flights to Nashville
- Flights to Atlanta
- Flights to Boston
- Flights to Austin
- Flights to Key West
- Flights to Fort Lauderdale
- Flights to New Orleans
- Flights to Honolulu
- Flights to Anaheim
Chicago Airports
Chicago
₹28,088.00
Nearby Airports
- Norwood Memorial Airport (OWD)
- Laurence G. Hanscom Field Airport (BED)
- Beverly Municipal Airport (BVY)
- Nashua Municipal Airport (ASH)
- Worcester Regional Airport (ORH)
- Manchester-Boston Regional Airport (MHT)
- Provincetown Municipal Airport (PVC)
- New Bedford Regional Airport (EWB)
- T.F. Green Airport (PVD)
Expedia's Latest Trends
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- Flights from Dallas (DFW) to Chicago (ORD)
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