PlainFlights

Route · MDW → BOS · 2020–2025 BTS data

Chicago to Boston

The MDW–BOS corridor (Chicago, IL → Boston, MA) runs behind the national average, served by 1 carrier across roughly 861 miles.

Data updated 2026-06-13

75.8%
On-time
-3.2 pts
vs US avg
61 min
Delay when late
7,295
Flights

Cancelled

0.8%

Best Month

Jan 2025 92%

Worst Month

Sep 2025 55%

Distance

861 mi

Carriers

1

Monthly Performance

Recent 24 months of route data.

Period Flights Delayed Cancelled Diverted Carriers
Dec 2025 90 24 0 0 WN
Nov 2025 88 22 4 0 WN
Oct 2025 139 52 1 0 WN
Sep 2025 128 57 0 0 WN
Aug 2025 134 35 0 0 WN
Jul 2025 172 54 4 0 WN
Jun 2025 157 57 0 0 WN
May 2025 101 39 0 0 WN
Apr 2025 94 12 0 0 WN
Mar 2025 83 17 1 0 WN
Feb 2025 66 12 0 0 WN
Jan 2025 71 6 0 1 WN
Dec 2024 91 27 1 0 WN
Nov 2024 89 15 0 0 WN
Oct 2024 139 16 0 0 WN
Sep 2024 136 26 0 0 WN
Aug 2024 144 47 1 1 WN
Jul 2024 170 52 1 0 WN
Jun 2024 160 62 0 0 WN
May 2024 108 29 0 0 WN
Apr 2024 102 14 0 0 WN
Mar 2024 97 22 0 0 WN
Feb 2024 75 9 1 0 WN
Jan 2024 83 21 9 0 WN

Cancellation Rate

0.8%

23 of 2,717 flights

Diversion Rate

0.1%

2 of 2,717 flights

What the Data Says About MDW to BOS

The Chicago to Boston corridor (MDW to BOS) posts a 75.8% on-time rate on the lower edge of the average band, based on 7,295 tracked flights. Late flights run 60.5 minutes behind on average. 1 carrier cover the 861-mile route; over the last 24 months, 23 of 2,717 flights were cancelled (0.8%) and 0.1% diverted.

The monthly split is wide on this route: Jan 2025 posted the strongest performance at 92% on-time, while Sep 2025 came in at just 55% - a 36-point swing worth factoring into travel timing.

Frequently Asked Questions

How often are flights delayed from MDW to BOS?
Flights from Chicago to Boston have a 75.8% on-time rate based on 7,295 flights. The average delay is 60.5 minutes. The best recent month was Jan 2025 with 92% on-time.
What is the cancellation rate for MDW to BOS?
Over the last 24 months, 0.8% of flights on this route were cancelled (23 of 2,717 flights) and 0.1% were diverted.
How far is the flight from MDW to BOS?
The flight distance from Chicago (MDW) to Boston (BOS) is approximately 861 miles. This route is served by 1 carrier.
When is the best time to fly from MDW to BOS?
The best recent month for on-time performance was Jan 2025 (92% on-time). The worst was Sep 2025 (55% on-time). Consider booking during months with historically better performance.

Explore PlainFlights

Data source

Data Source: Bureau of Transportation Statistics (BTS), On-Time Performance Data. Statistics reflect cumulative performance across all available reporting periods.

Data sourced from U.S. Department of Transportation Bureau of Transportation Statistics (BTS) On-Time Performance data. See our methodology for details. Retrieved and formatted by PlainFlights Editorial

Every figure on PlainFlights is rendered directly from BTS On-Time Performance data, no number is typed in by an editor. This page aggregates this specific route's on-time performance and monthly trend, live from the dataset. See our editorial standards & corrections policy, the methodology behind these numbers, or report a data error.