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 5% of the time at 9 am and 45% of the time at 5 pm.

Nonstops


United	MCO	ORD	3h 09m	76%	0.8%	2,496	Flying now
American	MCO	ORD	3h 09m	71%	2.3%	2,146	Flying now
Southwest	MCO	MDW	2h 50m	71%	1.8%	2,548	Flying now
Frontier	MCO	ORD	3h 15m	70%	2.7%	377	Flying now
Frontier	MCO	MDW	3h 00m	76%	1.4%	212	Not flying now
Southwest	MCO	ORD	3h 05m	69%	1.5%	734	Not flying now
Spirit	MCO	ORD	3h 07m	60%	4.6%	523	Not flying now

Best connections, one ticket

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 Orlando). Layovers up to 4 hours. Pick a connection for the details.


American Details →	MCO 06:15 → CLT 08:04AA 461	2h 57m Charlotte	CLT 11:01 → ORD 12:19AA 2908	7h 04m	100%	89%
Southwest Details →	MCO 06:40 → AUS 08:15WN 2594	2h 10m Austin	AUS 10:25 → MDW 12:55WN 4077	7h 15m	100%	88%
Southwest Details →	MCO 06:25 → DEN 08:15WN 2628	1h 45m Denver	DEN 10:00 → MDW 13:25WN 755	8h 00m	100%	87%
Delta Details →	MCO 06:00 → DTW 08:38DL 1201	1h 37m Detroit	DTW 10:15 → ORD 10:50DL 3673 · flown by SkyWest	5h 50m	96%	86%
Delta Details →	MCO 06:15 → ATL 07:52DL 1494	3h 13m Atlanta	ATL 11:05 → MDW 12:05DL 2417	6h 50m	99%	85%
Southwest Details →	MCO 06:10 → CMH 08:20WN 2616	3h 35m Columbus	CMH 11:55 → MDW 12:10WN 4386	7h 00m	100%	85%
Southwest Details →	MCO 07:00 → PVD 09:50WN 4545	2h 50m Providence	PVD 12:40 → MDW 14:10WN 3409	8h 10m	100%	83%
American Details →	MCO 06:00 → MIA 07:12AA 2894	1h 16m Miami	MIA 08:28 → ORD 10:59AA 1431	5h 59m	93%	82%
Tight connection: often missed
American Details →	MCO 19:40 → MIA 20:57AA 2147	53m Miami	MIA 21:50 → ORD 00:26 +1AA 2323	5h 46m	34%	21%
American Details →	MCO 15:45 → DFW 17:47AA 2143	51m Dallas-Fort Worth	DFW 18:38 → ORD 21:22AA 1424	6h 37m	36%	14%
Southwest Details →	MCO 12:50 → AUS 14:30WN 4719	1h 00m Austin	AUS 15:30 → MDW 18:00WN 360	6h 10m	72%	12%

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

DEN · 1h 13m · leaves 08:00 3%

IAD · 1h 20m · leaves 09:37 3%

EWR · 1h 09m · leaves 06:30 3%

Afternoon and evening

DEN · 50m · leaves 15:50 62%

DFW · 51m · leaves 15:45 64%

MIA · 1h 04m · leaves 18:34 69%

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.


American AA 461 MCO 06:15 → CLT Southwest WN 4529 CLT 11:35 → MDW Connection details →	3h 31m	7h 20m	99%	95%
Southwest WN 2616 MCO 06:10 → CMH American AA 4953 CMH 10:22 → ORD Connection details →	2h 02m	5h 51m	100%	90%
Delta DL 1201 MCO 06:00 → DTW American AA 4103 DTW 10:33 → ORD Connection details →	1h 55m	6h 08m	95%	89%

Rank all connections, any airlines →

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