Direct flights from Boston to Chicago

  • ~12 flights a day
  • 6 airlines

🔔 Track this route

We check BOS → ORD every day and email you the cheapest nonstop fares we find.

Free · one-click unsubscribe

When the nonstops leave

Typical weekly schedule · 83 flights per week (~12 per day) · Updated 103d ago

Morning before noon 38 a week
5:00 AMTue, Wed, Sat 5:10 AM 7:00 AM 8:58 AM 10:30 AM 11:59 AM
Afternoon noon – 6 PM 26 a week
1:05 PMSat 3:10 PM 3:19 PM5 days a week 5:38 PM
4:15 PMnot Sat
Evening after 6 PM 19 a week
6:30 PM 7:46 PMnot Wed
8:45 PMnot Fri
American Airlines
Delta Air Lines

More nonstops from Boston

BOS → MIA Miami 6 airlines BOS → DEN Denver 5 airlines BOS → LHR London 5 airlines BOS → DFW Dallas-Fort Worth 4 airlines BOS → LAX Los Angeles 4 airlines BOS → RDU Raleigh/Durham 4 airlines BOS → SAN San Diego 4 airlines BOS → SFO San Francisco 4 airlines ORD → BOS The return trip BOS All nonstops from Boston ORD All nonstops from Chicago

Frequently asked questions

Is there a direct flight from Boston to Chicago?

Yes. American Airlines, Delta Air Lines, Envoy Air, JetBlue Airways and United Airlines fly nonstop from Boston (BOS) to Chicago (ORD), several times daily. The flight takes about 2h 17m and covers 864 miles (1,391 km). Round-trip fares typically run around $315. Fares last checked 8 October 2026.

Which airlines fly direct from Boston to Chicago?

American Airlines, Delta Air Lines, Envoy Air, JetBlue Airways, United Airlines operate nonstop flights from Boston to Chicago.

How long is the flight from Boston to Chicago?

The nonstop flight from Boston to Chicago takes ~2h 17m (approximately 1391 km).

How often do direct flights operate from Boston to Chicago?

Nonstop flights from Boston to Chicago operate several times daily — 83 flights per week (~12 per day).

What days of the week are there direct flights from Boston to Chicago?

Direct flights from Boston to Chicago operate every day of the week. American Airlines flies daily and Delta Air Lines flies daily.

How much is a round-trip flight from Boston to Chicago?

Round-trip flights from Boston (BOS) to Chicago (ORD) start at $315, with a typical fare around $315. Based on 1 recent fare combinations.