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Cheap flights from Boston (BOS) to Chicago (ORD)
Prices were available within the past 7 days and start at CA $28 for one-way flights and CA $56 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
![Spirit Airlines](http://images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/NK.gif)
![Spirit Airlines](http://images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/NK.gif)
![Spirit Airlines](http://images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/NK.gif)
![Spirit Airlines](http://images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/NK.gif)
![Spirit Airlines](http://images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/NK.gif)
![Spirit Airlines](http://images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/NK.gif)
![Spirit Airlines](http://images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/NK.gif)
![Spirit Airlines](http://images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/NK.gif)
![Spirit Airlines](http://images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/NK.gif)
![American Airlines](http://images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif)
Origin airport | Logan Intl. |
Destination airport | O'Hare Intl. |
Airlines serving | Alaska Airlines, American Airlines, Delta, JetBlue Airways, Spirit Airlines, Sun Country Airlines, United |
Roundtrip price | CA $55 |
Distance | 1381 km |
Boston to Chicago Flights
The easy way to book your flights from Boston to Chicago
With Expedia, it’s simple to find and book flights to Chicago from Boston whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 20 airlines that cover this route. There are American Airlines, KLM, Qatar Airways, JAL, Icelandair, Emirates, Delta Air Lines, Air New Zealand, United Airlines, El Al, Alaska Airlines, JetBlue, LATAM Airlines, Cathay Pacific, Royal Jordanian, Iberia, Hawaiian Airlines, Korean Air, ANA, WestJet, TAP Air Portugal, Virgin Atlantic, Spirit Airlines, British Airways nonstop flights to O'Hare Intl., too.
Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Boston to Chicago today, tomorrow, or this week.
Save dollars with cheap flights from Logan Intl., BOS to O'Hare Intl., ORD
Sort your search results by price to find great deals on your flight from Boston to Chicago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Chicago from Boston currently is just CA $56 rising to CA $108.
Here are more money-saving tips:
- Fly in September when flight prices are normally at their lowest
- Book about a month to 6 weeks before you travel for the best prices to Chicago
- Avoid peak season and weekends when flights can cost more
- Early morning and late-night flights are sometimes cheaper, so try varying your travel times
- One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free!
Reasons to choose Expedia for your flight to Chicago from Boston
Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to Chicago with Expedia today.
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Top Routes from Boston
- Boston to Mumbai (BOS - BOM)
- Boston to Calgary (BOS - YYC)
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- Boston to Miami (BOS - MIA)
- Boston to Fort Lauderdale (BOS - FLL)
- Boston to Paris (BOS - CDG)
- Boston to Delhi (BOS - DEL)
- Boston to Halifax (BOS - YHZ)
- Boston to Barcelona (BOS - BCN)
- Boston to Dubai (BOS - DXB)
- Boston to Houston (BOS - IAH)
- Boston to Vancouver (BOS - YVR)
Top Routes to Chicago
- Ottawa to Chicago (YOW - ORD)
- Newark to Chicago (EWR - ORD)
- Calgary to Chicago (YYC - ORD)
- Detroit to Chicago (DTW - ORD)
- New York to Chicago (LGA - ORD)
- Saskatoon to Chicago (YXE - ORD)
- Winnipeg to Chicago (YWG - ORD)
- Halifax to Chicago (YHZ - ORD)
- Québec to Chicago (YQB - ORD)
- Victoria to Chicago (YYJ - ORD)
- Seattle to Chicago (SEA - ORD)
- New York to Chicago (JFK - ORD)
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