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Cheap Flights from Boston to Chicago (BOS-ORD)
Prices were available within the past 7 days and start at S$106 for one-way flights and S$211 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Travel information
Travel information
Origin airport | Logan Intl. |
Destination airport | O'Hare Intl. |
Airlines serving | American Airlines, Delta, United |
Return price | S$210 |
Distance | 1381 km |
Book with confidence
Book with confidence
Flights from Boston to Chicago
There are several airlines that operate frequent flights from Boston (BOS) to Chicago (ORD) including
- American Airlines with 380 flights a week
- Delta Air Lines with 371 flights a week
- United Airlines with 140 flights a week
- JetBlue with 36 flights a week
- with 8 flights a week
The earliest flight leaves Logan Intl. Airport at 05:00 and arrives at O'Hare Intl. Airport at 06:40. The last flight of the day departs Boston at 21:30 and arrives at Chicago at 23:21.
The flight distance from Boston to Chicago is about 1398 km, the shortest flight is 02 hours 40 minutes with Air Europa.
Expedia lets you search across the largest number of airlines and Chicago flights, which means that you’ll be able to find a great flight deal at the perfect travel date and time. Our simple-to-use booking engine makes looking for terrific bargains easy and hassle-free; just enter your travel dates and departure city, and let Expedia do the rest! Adjust your travel dates and explore connecting flights to find an even better deal on your Boston Chicago flight!
Browse through dozens of options and rest assured that you’re seeing the best price guaranteed! Our friendly customer service representatives are here to serve you 24 hours day to provide assistance and answer any questions that you may have about booking your Boston to Chicago trip. There’s simply no substitute for great prices suited to your travel needs and backed by excellent customer support.
Combine your Chicago 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 Boston to Chicago with Expedia. Use us as your stop travel destination and have the confidence that you’re getting a bargain!
Frequently asked questions
Frequently asked questions
Frequently asked questions
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Popular flights from Boston
- Boston to Newark Liberty Intl. Airport (BOS - EWR)
- Boston to Los Angeles (BOS - LAX)
- Boston to Honolulu (BOS - HNL)
- Boston to New York (BOS - LGA)
- Boston to Oslo (BOS - OSL)
- Boston to Salt Lake City (BOS - SLC)
- Boston to New York (BOS - JFK)
- Boston to Tokyo (BOS - NRT)
- Boston to Nashville (BOS - BNA)
- Boston to Seoul (BOS - ICN)
- Boston to London (BOS - LHR)
- Boston to Singapore (BOS - SIN)
Popular flights to Chicago
- Amman to Chicago (AMM - ORD)
- Newark Liberty Intl. Airport to Chicago (EWR - ORD)
- Milan to Chicago (MXP - ORD)
- New York to Chicago (LGA - ORD)
- Istanbul to Chicago (IST - ORD)
- Denver to Chicago (DEN - ORD)
- New York to Chicago (JFK - ORD)
- Tokyo to Chicago (NRT - ORD)
- New Orleans to Chicago (MSY - ORD)
- Dallas to Chicago (DFW - ORD)
- Seoul to Chicago (ICN - ORD)
- London to Chicago (LHR - ORD)
Popular flights to Chicago
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