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Flight records through . Security counts through .

Which BOS to MDW flight is punctual? Southwest 744, 7:30 am.

93% on time across 28 flights in the last 3 months, never cancelled.

BOS to MDW flights that landed on time most often
DepartsFlightOn time
7:30 amWN 74493%
5:25 amWN 323989%
7:30 amWN 74585%
1:10 pmWN 74652%
4:45 pmWN 410649%
6:45 pmWN 391136%
3:55 pmWN 67230%
7 of 7 regular flights, ranked by arrivals on time, June to August 2026.

When do the flights leave? 7 regular flights, 5:25 am to 6:45 pm.

WN 3911 was cancelled most often, 6% of the time.

Flight records,

  1. WN 3239 5:25 am, 0% cancelled 89%
  2. WN 744 7:30 am, 0% cancelled 93%
  3. WN 745 7:30 am, 2% cancelled 85%
  4. WN 746 1:10 pm, 2% cancelled 52%
  5. WN 672 3:55 pm, 0% cancelled 30%
  6. WN 4106 4:45 pm, 2% cancelled 49%
  7. WN 3911 6:45 pm, 6% cancelled 36%

What time should I fly? The 10 am departures.

91% landed on time; at 5 pm, 30%. Wednesday was the best day, Monday the worst.

Flight records,

Share of BOS to MDW flights landing less than 15 minutes late, by scheduled departure hour
DepartsBarLanded on time
5 am88%
7 am89%
9 am88%
10 am91%
12 pm75%
1 pm68%
2 pm80%
3 pm44%
4 pm57%
5 pm30%
6 pm41%
7 pm40%

When is BOS security busiest? 5 to 6 every morning.

Calmest around 12 pm. Boston security, hour by hour.

Security counts,

People screened per hour at BOS checkpoints, by weekday and hour; choose a cell to read it
4a8a12p4p8p
Mon
Tue
Wed
Thu
Fri
Sat
Sun
People screened per hour at BOS checkpoints, by weekday and hour; choose a cell to read it
MonTueWedThuFriSatSun
4a
5a
6a
7a
8a
9a
10a
11a
12p
1p
2p
3p
4p
5p
6p
7p
8p
9p
10p
11p

Monday, 6 am

5,710

people screened, all terminals.