
Popular airlines from Chicago O'Hare International Airport (ORD) to Logan International Airport (BOS)
- Spirit Airlines
Spirit Airlines
- JetBlue Airways
JetBlue Airways
- American Airlines
American Airlines
- United
United
- Delta
Delta
- Southwest Airlines
Southwest Airlines
- Frontier Airlines
Frontier Airlines
- Plan, book, fly with confidence
trending down icon Be in the knowGet alerts if flight prices drop or rise*bex rewards loyalty icon Book smarterSave up to 35% on select hotels after you book a flight*payments icon
Cheap Flights from Chicago (ORD) to Boston (BOS)
Prices were available within the past 7 days for one-way flights and round trip tickets for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, 6 Sep. - Sat, 20 Sep.
ORD
Chicago
BOS
Boston
NZ$198 Return, found 4 days ago
NZ$198
Return
found 4 days ago

Sat, 6 Sep. - Sat, 20 Sep.
ORD
Chicago
BOS
Boston
NZ$232 Return, found 4 days ago
NZ$232
Return
found 4 days ago

Sat, 6 Sep. - Sat, 20 Sep.
ORD
Chicago
BOS
Boston
NZ$243 Return, found 4 days ago
NZ$243
Return
found 4 days ago

Sat, 6 Sep. - Sat, 20 Sep.
ORD
Chicago
BOS
Boston
NZ$282 Return, found 4 days ago
NZ$282
Return
found 4 days ago

Sat, 6 Sep. - Sat, 20 Sep.
ORD
Chicago
BOS
Boston
NZ$286 Return, found 4 days ago
NZ$286
Return
found 4 days ago

Sat, 6 Sep. - Sat, 20 Sep.
ORD
Chicago
BOS
Boston
NZ$293 Return, found 4 days ago
NZ$293
Return
found 4 days ago

Sat, 6 Sep. - Sat, 20 Sep.
ORD
Chicago
BOS
Boston
NZ$328 Return, found 4 days ago
NZ$328
Return
found 4 days ago

Sat, 6 Sep. - Sat, 20 Sep.
ORD
Chicago
BOS
Boston
NZ$333 Return, found 4 days ago
NZ$333
Return
found 4 days ago

Sat, 6 Sep. - Sat, 20 Sep.
ORD
Chicago
BOS
Boston
NZ$336 Return, found 4 days ago
NZ$336
Return
found 4 days ago

Sat, 6 Sep. - Sat, 20 Sep.
ORD
Chicago
BOS
Boston
NZ$352 Return, found 4 days ago
NZ$352
Return
found 4 days ago
Origin airport | O'Hare Intl. |
Destination airport | Logan Intl. |
Return price | NZ$198 |
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 NZ$99 and roundtrip prices from NZ$198. 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.
Frequently asked questions
Explore a world of travel with Expedia
- Trending Routes
- Top Flights Destinations
- Related Carriers
- Alternative Routes
- Cheap Flights from Other Airports
- Expedia's Latest Trends
Top Routes to Boston
- Newark Liberty Intl. Airport to Boston (EWR - BOS)
- Auckland to Boston (AKL - BOS)
- Los Angeles to Boston (LAX - BOS)
- New York to Boston (LGA - BOS)
- Washington to Boston (IAD - BOS)
- New York to Boston (JFK - BOS)
- Houston to Boston (IAH - BOS)
- New Orleans to Boston (MSY - BOS)
- Dunedin to Boston (DUD - BOS)
- Wellington to Boston (WLG - BOS)
- Philadelphia to Boston (PHL - BOS)
- London to Boston (LHR - BOS)
Top Flight Destinations
- Flights to Las Vegas
- Flights to New York
- Flights to Orlando
- Flights to Chicago
- Flights to San Diego
- Flights to Myrtle Beach
- Flights to Los Angeles
- Flights to Panama City Beach
- Flights to Destin
- Flights to Boston
- Flights to Miami
- Flights to Nashville
- Flights to Atlantic City
- Flights to San Francisco
- Flights to Atlanta
- Flights to Seattle
- Flights to Honolulu
- Flights to Virginia Beach
- Flights to Houston
- Flights to Gatlinburg
Boston Flight Deals
Worcester
Manchester
Alternative Routes
- Chicago Executive Airport (PWK)
- Midway Intl. Airport (MDW)
- Dupage Airport (DPA)
- Kenosha Regional Airport (ENW)
- Greater Rockford Airport (RFD)
- Waukesha County Airport (UES)
- South Bend Intl. Airport (SBN)
- Dane County Regional Airport (MSN)
- Goshen Municipal Airport (GSH)
- Central Illinois Regional Airport (BMI)
Expedia's Latest Trends
Flights
- Toronto to New York (YYZ - NYC)
- Auckland to Dallas (AKL - DFW)
- Seattle to Auckland (SEA - AKL)
- Houston to Orlando (HOU - MCO)
- Auckland to Las Vegas (AKL - LAS)
- New York to Las Vegas (NYC - LAS)
- Auckland to New York (AKL - NYC)
- Las Vegas to New York (LAS - JFK)
- Auckland to Anchorage (AKL - ANC)
- Honolulu to Las Vegas (HNL - LAS)
- Las Vegas to Auckland (LAS - AKL)
- Auckland to Seattle (AKL - SEA)
- Auckland to Philadelphia (AKL - PHL)
- Auckland to Fort Lauderdale (AKL - FLL)
- Christchurch to Las Vegas (CHC - LAS)
- London to New York (LON - NYC)
- Auckland to San Diego (AKL - SAN)
- New York to Los Angeles (NYC - LAX)
- San Francisco to Las Vegas (SFO - LAS)
- Houston to New Orleans (HOU - MSY)
- Las Vegas to San Francisco (LAS - SFO)
- Auckland to Cincinnati (AKL - CVG)
- Dallas to Auckland (DFW - AKL)
- Miami to New York (MIA - NYC)
- Los Angeles to San Diego (LAX - SAN)
- Las Vegas to Los Angeles (LAS - LAX)
- Vancouver to Anchorage (YVR - ANC)
- Vancouver to Seattle (YVR - SEA)
- Los Angeles to Las Vegas (LAX - LAS)
- Los Angeles to Seattle (LAX - SEA)
*Available to Expedia members.