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Route Reliability

Chicago → Boston

MDW–BOS · 861 miles · Chicago Midway International Airport to Boston Logan International Airport

70
Usually Fine
WanderNerd Reliability Score
69%
Arrive within 15 minutes
15 min
Average arrival delay
1.1%
Cancelled
1,395
Flights in the data

Data through May 2026.

Southwest Airlines is the only airline in this data on this route, arriving on time 69% of the time across 1,395 flights. No comparison to make.

What the data says

Morning-you made the right choice.

MDW–BOS flights departing between 3–6 AM arrived on time 95% of the time, versus 52% between 3–6 PM.

Sunday scaries are real for this one.

MDW–BOS flights arrived on time 78% of the time on Saturdays. On Sundays: 64%.

Recent months have been rougher.

MDW–BOS flights arrived on time 67% of the time over the last three months in the data, compared with 78% in the three months before that.

Flights on this route

The breakdown

On-time by weekday
  • Mon64%(206 flights)
  • Tue74%(184 flights)
  • Wed70%(180 flights)
  • Thu64%(209 flights)
  • Fri69%(213 flights)
  • Sat78%(180 flights)
  • Sun64%(208 flights)
On-time by departure window
  • 3–6 AM95%(38 flights)
  • 6–9 AM87%(261 flights)
  • 9 AM–12 PM83%(248 flights)
  • 12–3 PM59%(272 flights)
  • 3–6 PM52%(205 flights)
  • 6–9 PM58%(329 flights)
  • 9 PM–12 AM74%(27 flights)
On-time trend by month
73%
May

Jun 66% → May 73% on time

On-time arrival percentage by month
MonthOn-time percentageFlights
June 202566%157
July 202569%168
August 202575%134
September 202556%128
October 202563%138
November 202574%84
December 202573%90
January 202681%67
February 202680%60
March 202655%112
April 202673%119
May 202673%123

Same trip, other airports

Keep nerding

Based on 1,395 historical flights, because apparently we checked. Historical flight data: U.S. Bureau of Transportation Statistics, June 2025 – May 2026. Data through May 2026. How we calculate this.