BDL → MDWHartford to Chicago

live

Direct flights from Hartford (BDL) to Chicago (MDW): 7 nonstop departures observed each week across 1 airline. 100% of the last 10 operated flights arrived within 15 minutes of schedule. The median arrival is 7 minutes early. No cancellations were recorded across the 10 tracked flights. The nonstop covers 1,246 km, an estimated 2 hours 6 minutes in the air. Measured by Pro Flight Search from live flight boards at Hartford and Chicago. Updated 24 October 2026 at 15:03 UTC.

Today, BDL → MDW

Sat 24 Oct · local times
  1. 08:10 WN4336Southwest Airlines Left 08:23 +13 Landed 09:23 −7
  2. 14:00 JRE823flyExclusive On schedule ·
  3. · WN4143Southwest Airlines On schedule MDW 17:40scheduled

Checked BDL board 10:33 · MDW board 10:03

BDL Hartford busy · +15
MDW Chicago smooth · +0
1,246 km · ~2h 06m est.
dep bank 06:50–19:057x weekly
Runs reliable · 1 airline · 7x weekly · nonstop
100% on time

of the last 10 operated BDL → MDW flights arrived within 15 minutes

Median arrival delay is −7 min. 0 of 10 tracked legs cancelled in the sample. Will a delayed flight be cancelled? →

Median arrival−7 minacross the last 10 operated legs
Flight time~2h 06mestimated from route distance
Weekly departures7x1 direct airline on the leg
Cancelled0.0%recent route rate · 0 of 10

The week

scheduled departures · origin local time
06121824
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Southwest Airlines

Each mark is a scheduled departure at its origin-local time, observed operating in the last 7 days. Today is highlighted.

Who flies it

observed on the boards · 7 days
Southwest AirlinesWN100% on time

Flights WN4336 varies daily · WN2662 12:30 Mo Th Fr · WN443 12:35 Su · WN990 13:25 Tu We

History

operated legs · board outcomes
10-24WN4336dep +13 → arr−7
10-23WN2662dep +22 → arr−4
10-23WN4226dep +1 → arr−9
10-23WN4336dep +7 → arr−14
10-22WN2662dep +19 → arr−9
10-22WN4226dep +34 → arr+15
10-22WN4336dep +4 → arr−16
10-21WN4336dep +12 → arr−10
10-21WN952dep +18 → arr−5
10-21WN990dep +25 → arr−1

Actual board outcomes rather than schedules, paired departure and arrival per flight and day.

Full board history, day by day →

Airports right now

live boards
BDLHartford +15 min busy 🌤 mostly cloudy · 3 kt Full BDL delay board →
MDWChicago +0 min smooth 🌤 mostly cloudy · 5 kt Full MDW delay board →

Weather lens

Current conditions put the pressure at BDL and MDW: 43% odds of a 15+ minute delay and around +10 min expected when it bites, measured from this route's own weather-matched delay history. See live delays → · Weather risk by airport →

How the Hartford to Chicago route actually runs

Pro Flight Search records official board updates for nonstop BDL to MDW flights through the day: schedules, estimates, gate pushes and actual departures. The verdict above comes from operated flights, so it reflects what this route does rather than what the timetable promises.

Planning around a delay? Live airport delays · Weather delay risk map · Will a delayed flight be cancelled? · Do planes make up time in the air? · How we measure

Cite this data

Journalists, bloggers, and researchers may cite this page with attribution and a link to Pro Flight Search.

Suggested citation

Pro Flight Search — Hartford (BDL) to Chicago (MDW) route reliability, measured from operated flights on official airport boards.

Canonical URL
https://proflightsearch.com/search-flights/BDL-MDW
How we measure this →

BDL to MDW questions

Is BDL–MDW running on time right now?

Smooth skies ahead. The departure side at BDL is the weaker end, route health score 90/100. The airports section above carries the live status and delay window at both ends.

Morning or evening flight on BDL–MDW?

Operators schedule evening departures around 18:25 from BDL. Earlier flights typically land before destination-airport delays accumulate later in the day; check the MDW delay card to confirm conditions when you'd arrive.

How long is the flight from BDL to MDW?

Great-circle distance is 1,246 km. With typical jet cruise speed plus taxi, climb and descent, expect roughly 118–137 min gate-to-gate on this route.

How often does BDL–MDW fly?

Southwest Airlines runs the route with about 20 flights a week (daily). Since one carrier owns the route, a single disruption tends to ripple through the day.