Itineraries flown on 20+ days in the Jun 6 – Jul 31, 2026 schedule · each leg’s record Aug 2025 – Jul 2026

Connect in the morning. The same one-hour layover misses 8% of the time at 12 pm and 18% of the time at 8 pm.

Nonstops (seasonal or thin)


Southwest	BDL	MDW	2h 25m	82%	1.6%	824	Flying now

Best connections, any airlines

Most reliable Quickest (80%+ on time)

Ranked by chance you reach Chicago on time. Total trip = scheduled departure to arrival, layover included (Chicago is 1 h behind Hartford). Layovers up to 4 hours. Pick a connection for the details.


American + Southwesttwo ticketsDetails →	BDL 06:01 → CLT 08:08AA 3182	3h 27m Charlotte	CLT 11:35 → MDW 12:35WN 4529	7h 34m	98%	93%
Delta Details →	BDL 06:00 → ATL 08:29DL 2933	2h 36m Atlanta	ATL 11:05 → MDW 12:05DL 2417	7h 05m	99%	84%
American + Southwesttwo ticketsDetails →	BDL 06:20 → PHL 07:40AA 6111 · flown by Piedmont	3h 42m Philadelphia	PHL 11:22 → MDW 12:32WN 3224	7h 12m	100%	83%
Southwest Details →	BDL 05:20 → TPA 08:20WN 335	2h 25m Tampa	TPA 10:45 → MDW 12:25WN 4033	8h 05m	100%	78%
American + Southwesttwo ticketsDetails →	BDL 05:00 → DCA 06:47AA 5034 · flown by PSA	2h 38m Washington	DCA 09:25 → MDW 10:20WN 1444	6h 20m	95%	74%
Delta + Southwesttwo ticketsDetails →	BDL 07:00 → ATL 09:26DL 2554	3h 04m Atlanta	ATL 12:30 → MDW 13:25WN 225	7h 25m	97%	72%
Delta Details →	BDL 09:43 → DTW 11:35DL 2859	50m Detroit	DTW 12:25 → MDW 12:46DL 4688 · flown by Endeavor	4h 03m	92%	72%
Delta Details →	BDL 05:30 → DTW 07:27DL 2964	1h 23m Detroit	DTW 08:50 → MDW 09:14DL 4684 · flown by Endeavor	4h 44m	97%	71%

Same layover, different day-part

How often the first flight arrives too late to connect (45 min minimum), for one-ticket layovers of 45–80 minutes.

Morning

DTW · 50m · leaves 09:43 8%

Afternoon and evening

ATL · 1h 01m · leaves 17:21 18%

Delays build through the day, so an afternoon first leg eats the layover. A short connection is fine early in the morning and a gamble later on.

Mixing airlines

One ticketMiss it and the airline rebooks you; bags go through. 45 min is enough.

Separate ticketsMiss it and you buy a new ticket. Re-check bags, clear security again: we require 90 min.

The table above includes two-ticket connections (marked “two tickets”), held to the 90-minute minimum. One ticket only →

Regional partners count as the airline that sells them: SkyWest flying Delta Connection is one Delta ticket.

How these are worked out. Makes the connection: share of the last year’s flights where the first flight arrived with at least 45 minutes to spare (90 on separate tickets). Arrives on time: first flight not cancelled × connection made × second flight not cancelled and arriving within 15 minutes. Not yet counted: the second flight also leaving late (which helps), gate-to-gate distance at the hub, and rebooking after a missed connection.

About this data: US DOT on-time records, Aug 2025 – Jul 2026, all US airlines; regional flights count under the airline that sells them. Schedules (which flights and connections exist, and their times) are as of Jun 6 – Jul 31, 2026; seasonal flights outside that window aren’t ranked. Rebuilt monthly. JSON