Direct flights from Chicago to Boston ORD → BOS
American Airlines, Delta Air Lines, JetBlue Airways and United Airlines operate nonstop flights from Chicago (ORD) to Boston (BOS). The nonstop flight takes around ~1h 44m, covering 864 miles (1,391 km) and operates multiple daily. Round-trip fares currently start at $165, with a typical fare around $227 across 204 recent fare combinations. Updated 26 June 2026.
60-day flexibility overview based on 204 recent fares across the next 60 days
Cheapest combos
United
Best
United
United
📬 Email me when fares drop
We'll check every combination in your window daily and email you the cheapest match. No account needed.
American Airlines
AA
Delta Air Lines
DL
JetBlue Airways
B6
United Airlines
UA
Departure Schedule next 7 days
Sign up to see Boston schedule from ORD
Already have an account? Sign in
Frequently asked questions
Is there a direct flight from Chicago to Boston?
Yes, American Airlines, Delta Air Lines and 2 more airlines operate nonstop flights from Chicago (ORD) to Boston (BOS).
Which airlines fly direct from Chicago to Boston?
American Airlines, Delta Air Lines, JetBlue Airways, United Airlines operate nonstop flights from Chicago to Boston.
How long is the flight from Chicago to Boston?
The nonstop flight from Chicago to Boston takes ~1h 44m (approximately 1391 km).
How often do direct flights operate from Chicago to Boston?
Nonstop flights from Chicago to Boston operate multiple daily.
How much is a round-trip flight from Chicago to Boston?
Round-trip flights from Chicago (ORD) to Boston (BOS) start at $165, with a typical fare around $227. Based on 204 recent fare combinations.