Boston (BOS) to Chicago (ORD) is about 864 miles (1,391 km), roughly 2 h 15 min of flying time. Chicago is 1 hour behind Boston all year.
When is the cheapest time to fly from Boston to Chicago?
Lowest round-trip fares found in recent searches for each month (7 to 14 day trips). Pick a cheap month, then confirm the live price.
Are there nearby airports that could be cheaper?
Fares at a neighboring airport are sometimes lower. Worth comparing on this route:
- PVDRhode Island T. F. Green International Airport south of Boston in Rhode Island.
- MHTManchester-Boston Regional Airport north of Boston in New Hampshire.
- MDWChicago Midway International Airport closer to downtown and the South Side.
What ID do I need for this flight?
For domestic US flights, adults need a REAL ID-compliant license or another TSA-accepted ID, such as a passport. Read our REAL ID guide.
Need a car in Chicago?
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Things to do in Chicago
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Frequently asked questions
How far is Boston from Chicago by plane?
The great-circle distance between BOS and ORD is about 864 miles (1,391 km).
How long does it take to fly from Boston to Chicago?
About 2 h 15 min of flying time based on distance, if a nonstop flight operates. Actual schedules vary by airline and wind, and itineraries with connections take longer.
What is the time difference between Boston and Chicago?
Chicago is 1 hour behind Boston all year.
Distance and flying time are calculated from airport coordinates (OurAirports data) and a typical cruise speed; they are planning estimates, not schedules. Updated 2026-10-28.
