FlightRecord

Boston (BOS) to Chicago (ORD): On-Time Performance

Data through May 2026

Boston (BOS) to Chicago (ORD) effectively runs on two schedules. In November 2024, 89% of arrivals were on time; in October 2025 that fell to 64% — a 25-point seasonal swing. Across the full period the route averages 75% on-time against a national 78%. Morning departures also hold up better than evening ones (87% vs 57%), which matters most in the rough months.

On-time
75%
arrived <15 min late
Avg delay
20 min
completed flights
Cancelled
1.9%
Flights/day
21
last 12 months
Duration
2h 59m
scheduled
Distance
867 mi

Best airline from BOS to ORD

7 airlines flew this route regularly between 2024-06 and 2026-05.

AirlineOn-timeAvg delayCancelledFlights
Spirit Airlinesmost reliable84%10 min6.5%153
United Airlines78%18 min1.4%5,093
Envoy Air77%19 min2.1%982
American Airlines75%22 min1.9%3,717
JetBlue Airways75%19 min1.1%1,178
Republic Airways73%19 min3.9%1,600
Delta Air Lines70%24 min1.8%1,907

Monthly on-time trend

Monthly on-time percentage for BOS to ORD flights50%75%100%June 2024: 76% on-time (654 flights)76Jun 2024July 2024: 71% on-time (670 flights)71August 2024: 71% on-time (703 flights)71September 2024: 83% on-time (623 flights)83Sep 2024October 2024: 83% on-time (630 flights)83November 2024: 89% on-time (579 flights)89December 2024: 82% on-time (505 flights)82Dec 2024January 2025: 85% on-time (487 flights)85February 2025: 71% on-time (466 flights)71March 2025: 84% on-time (570 flights)84Mar 2025April 2025: 78% on-time (543 flights)78May 2025: 76% on-time (646 flights)76June 2025: 73% on-time (669 flights)73Jun 2025July 2025: 69% on-time (673 flights)69August 2025: 73% on-time (683 flights)73September 2025: 68% on-time (660 flights)68Sep 2025October 2025: 64% on-time (695 flights)64November 2025: 72% on-time (642 flights)72December 2025: 70% on-time (556 flights)70Dec 2025January 2026: 70% on-time (500 flights)70February 2026: 83% on-time (502 flights)83March 2026: 70% on-time (597 flights)70Mar 2026April 2026: 76% on-time (641 flights)76May 2026: 78% on-time (738 flights)78

Best time to fly from BOS to ORD

Aim for departures around 6 a.m. (92% on-time); avoid 7 p.m. departures (54%).

On-time percentage by scheduled departure hour, BOS to ORD5 a.m.: 90% on-time (455 flights)56 a.m.: 92% on-time (1,586 flights)67 a.m.: 82% on-time (1,320 flights)78 a.m.: 91% on-time (845 flights)89 a.m.: 86% on-time (787 flights)910 a.m.: 84% on-time (667 flights)1011 a.m.: 80% on-time (992 flights)1112 p.m.: 83% on-time (1,296 flights)121 p.m.: 75% on-time (427 flights)132 p.m.: 79% on-time (531 flights)143 p.m.: 69% on-time (1,315 flights)154 p.m.: 59% on-time (1,306 flights)165 p.m.: 57% on-time (990 flights)176 p.m.: 57% on-time (709 flights)187 p.m.: 54% on-time (833 flights)198 p.m.: 59% on-time (553 flights)20scheduled departure hour

By day of week

DayOn-timeAvg delay
Monday75%22 min
Tuesdaybest81%16 min
Wednesday78%16 min
Thursday74%21 min
Friday73%20 min
Saturday77%19 min
Sunday72%24 min

What causes delays on this route

Share of total delay minutes by cause, as reported by carriers to the US DOT.

  • Late-arriving aircraft42%
  • Airline operations23%
  • National airspace system32%
  • Weather3%

Frequently asked questions

How often are flights from BOS to ORD delayed?
25% of BOS–ORD flights arrived 15 or more minutes late (the US DOT definition of a delay) between 2024-06 and 2026-05. The average arrival delay across completed flights was 20 minutes.
Which airline is most reliable from BOS to ORD?
Spirit Airlines has the best on-time record on this route at 84%, based on 153 flights. 7 airlines flew BOS–ORD frequently enough to compare in this period.
What is the best time of day to fly from BOS to ORD?
Departures around 6 a.m. have the best record (92% on-time), while departures around 7 p.m. have the worst (54%). As on most US routes, delays accumulate through the day, so earlier flights are generally safer.
How long is the flight from BOS to ORD?
The scheduled BOS–ORD flight time averages 2h 59m over 867 miles. Actual arrival times vary — flights on this route land 15+ minutes late 25% of the time.
How often are BOS to ORD flights cancelled?
1.9% of scheduled flights on this route were cancelled between 2024-06 and 2026-05, slightly above the national rate of 1.6%.
What is the worst month to fly from BOS to ORD?
October 2025 was the roughest month in this dataset, with only 64% of arrivals on time. The best was November 2024 at 89%. If your dates are flexible, that 25-point gap is worth planning around.

Based on 14,632 flights, 2024-062026-05. Source: US DOT Bureau of Transportation Statistics. Updated 2026-07-01.