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Find cheap flights from Chicago (ORD) to Boston (BOS)
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Hotels by Airports near
Hilton Boston Logan Airport
One Hotel Drive, BostonThis hotel is connected to Logan Airport terminals by a climate-controlled skybridge. A complimentary 24-hour airport shuttle is also available.
Hyatt Regency Boston Harbor
101 Harborside Drive, BostonThis 15-story hotel is located on Boston's Harbor with skyline views of downtown, adjacent to Logan International Airport and a water taxi stop; Charlestown Navy Yard and Museum Wharf are just 2 miles away.
Boston Park Plaza
50 Park Plaza at Arlington Street, BostonLocated in historic Back Bay, this hotel just completed a $100 million dollar renovation, and is 3 miles from Logan International Airport and 200 yards from the Boston Common and Public Garden. The hotel is easily accessible to Newbury Street shopping.
Embassy Suites Boston Logan Airport
207 Porter St, BostonEmbassy Suites Boston Logan Airport is less than 2 miles from the airport, 3 miles from Faneuil Hall, and 4 miles from downtown Boston and the New England Aquarium.
Battery Wharf Hotel, Boston Waterfront
3 Battery Wharf, BostonThis waterfront retreat is surrounded by unique shopping, fine dining, spectacular coastal views, and the rich historical setting of downtown Boston. It’s also ideally located near Boston’s vibrant North End.
Seaport Hotel
1 Seaport Lane, BostonAtop Commonwealth Pier, near the Seaport World Trade Center and the Boston Convention & Exhibit Center, this hotel is one mile from the Financial District, three miles from Logan Airport, and a 10-minute bus ride from South Station.
Boston Omni Parker House Hotel
60 School St, BostonLocated on Freedom Trail in downtown Boston, this hotel is 3 blocks from Quincy Market, 2 from the State House and Boston Common, and adjacent to the Financial District. The hotel is 10 minutes from Logan International Airport by car and 20 minutes by train for only USD 2 each way.
Courtyard by Marriott Boston Logan Airport
225 William F. McClellan Highway, BostonWithin 2 miles of Boston's Logan Airport, Courtyard by Marriott is 5 miles from baseball's Fenway Park and a 15-minute drive from shopping at historic Faneuil Hall Marketplace.
Top Routes from Chicago
- Chicago to Calgary (ORD - YYC)
- Chicago to Los Angeles (ORD - LAX)
- Chicago to Fort Lauderdale (ORD - FLL)
- Chicago to Honolulu (ORD - HNL)
- Chicago to Amsterdam (ORD - AMS)
- Chicago to Denver (ORD - DEN)
- Chicago to New York (ORD - JFK)
- Chicago to Montreal (ORD - YUL)
- Chicago to Hyderabad (ORD - HYD)
- Chicago to Vancouver (ORD - YVR)
- Chicago to Orlando (ORD - MCO)
- Chicago to Colombo (ORD - CMB)
Top Routes to Boston
- Ottawa to Boston (YOW - BOS)
- Calgary to Boston (YYC - BOS)
- London to Boston (LCY - BOS)
- Detroit to Boston (DTW - BOS)
- Charlottetown to Boston (YYG - BOS)
- Saskatoon to Boston (YXE - BOS)
- Winnipeg to Boston (YWG - BOS)
- Halifax to Boston (YHZ - BOS)
- Seattle to Boston (SEA - BOS)
- Montreal to Boston (YUL - BOS)
- Buffalo to Boston (BUF - BOS)
- Vancouver to Boston (YVR - BOS)
Chicago to Boston Flights
Ready for an adventure? Thought so! Prepare to see the sights when you book your trip from Chicago to Boston with Expedia.ca. Whether you’re visiting for business or pleasure, we know how important it is to bring home travel stories. Maybe your tales will include the best dinner of your life, or the weirdest street art you saw in the city, or the concert that turned you into a fan of a new band. Whatever it is, your new favourite anecdote is right around the corner. Book your trip from ORD to BOS and begin your journey!
Getting a cheap deal on your trip sets the tone for the perfect holiday. And with Expedia.ca, you know you can travel from Chicago to Boston on the cheap, with enough money left over for a stellar time in the city. That could mean more tours with the kids, more concerts with the spouse, more dessert amongst co-workers, or even front row seats to a sports game if you’re travelling solo. It’s your holiday! Make it great.
Travelling shouldn’t cost an arm and a leg before you even get to relax on the plane’s armrests. Count on Expedia.ca to get you the best discounts on flights from ORD to BOS. And remember this: You can also save big when you bundle. Add a hotel or car rental deal to your flight and witness those savings add up. Hey, more money for more souvenirs, right? Right! Pack your bags and we’ll see you on the route.
Combine your Boston flight with a hotel and/or car rental for a package deal designed to save you even more money! Discover additional savings by booking in advance or find a last minute deal. There are tons of ways to save on your flights from with Expedia Canada. Use us as your top travel destination and have the confidence that you’re getting a bargain!
