Wayfli › Chicago (ORD) › To Boston (BOS)
Chicago (ORD) to Boston (BOS) flights
There are direct flights from Chicago O'Hare International Airport to Boston General Edward Lawrence Logan International Airport, sold by 3 airlines (including codeshares): American Airlines, jetBlue and United Airlines. The distance is 1,391 km, about 2h 10m in the air. There are also 22 one-stop options, via airports such as New York, Newark and Toronto.
Live fares for ORD → BOSSee all routes on the map1,391 kmdistance
~2h 10mdirect flight time (estimate)
3direct airlines
22one-stop options
Direct flights from Chicago to Boston
| Route | Airlines (incl. codeshares) | Distance | Time (est.) |
|---|---|---|---|
| ORD → BOS | American Airlines, jetBlue, United Airlines | 1,391 km | ~2h 10m |
Best one-stop connections
Through the biggest hubs first. Times include about 100 minutes to change planes.
| Via | Airlines | Distance | Time (est.) |
|---|---|---|---|
| JFK New York | American Airlines and jetBlue then American Airlines and jetBlue | 1,488 km | ~4h 30m |
| EWR Newark | American Airlines and United Airlines then jetBlue and United Airlines | 1,477 km | ~4h 30m |
| YYZ Toronto | American Airlines and Air Canada then Air Canada and Porter Airlines Canada | 1,416 km | ~4h 25m |
| IAD Washington | United Airlines then jetBlue and United Airlines | 1,609 km | ~4h 40m |
| PHL Philadelphia | American Airlines and United Airlines then American Airlines and jetBlue | 1,538 km | ~4h 35m |
| YUL Montreal | American Airlines and Air Canada then Air Canada and United Airlines | 1,610 km | ~4h 40m |
| DCA Washington | American Airlines and United Airlines then American Airlines and jetBlue | 1,624 km | ~4h 40m |
| BWI Baltimore | American Airlines and Frontier Airlines then jetBlue and Southwest Airlines | 1,592 km | ~4h 35m |
| CLE Cleveland | American Airlines and United Airlines then United Airlines | 1,410 km | ~4h 25m |
| LGA New York | American Airlines and United Airlines then American Airlines | 1,474 km | ~4h 30m |
| DTW Detroit | American Airlines and United Airlines then jetBlue | 1,391 km | ~4h 20m |
| PIT Pittsburgh | American Airlines and United Airlines then American Airlines and jetBlue | 1,459 km | ~4h 25m |
More from Chicago and Boston
- Boston (BOS) to Chicago (ORD) · return route
- All direct flights from Chicago (ORD)
- All direct flights from Boston (BOS)
- Chicago to Istanbul (IST)
- Chicago to Amsterdam (AMS)
- Chicago to Paris (CDG)
- Chicago to Frankfurt (FRA)
- Chicago to Dubai (DXB)
- Chicago to Beijing (PEK)
- Chicago to Dallas-Fort Worth (DFW)
- Chicago to Madrid (MAD)
- Chicago to Shanghai (PVG)
- Chicago to Rome (FCO)
- Chicago to Munich (MUC)
- Chicago to London (LHR)
- Istanbul (IST) to Boston
- Amsterdam (AMS) to Boston
- Paris (CDG) to Boston
- Frankfurt (FRA) to Boston
- Dubai (DXB) to Boston
- Dallas-Fort Worth (DFW) to Boston
- Madrid (MAD) to Boston
- Rome (FCO) to Boston
- Munich (MUC) to Boston
- London (LHR) to Boston
- Atlanta (ATL) to Boston
- Houston (IAH) to Boston
Routes come from current airline fares, updated weekly (last update 9 November 2026), plus older schedule data for airports with few recent fares. “Direct” can include a few same-plane flights with a stop. Flight times are estimates from distance. Always check with the airline before booking.