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 75-minute layover misses 1 time in 10 at 8 am and 1 time in 4 at 8 pm.

Nonstops


United	ORD	MCO	2h 53m	80%	0.6%	2,496	Flying now
Southwest	MDW	MCO	2h 35m	76%	1.5%	2,543	Flying now
Frontier	ORD	MCO	3h 07m	74%	2.4%	376	Flying now
American	ORD	MCO	2h 47m	67%	2.3%	2,144	Flying now
Frontier	MDW	MCO	2h 48m	82%	1.9%	213	Not flying now
Southwest	ORD	MCO	2h 45m	74%	1.2%	735	Not flying now
Spirit	ORD	MCO	2h 47m	73%	3.5%	521	Not flying now

Best connections, one ticket

Most reliable Quickest (80%+ on time)

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


United Details →	ORD 05:00 → DEN 06:42UA 2666	1h 28m Denver	DEN 08:10 → MCO 13:57UA 2292	7h 57m	99%	88%
United Details →	ORD 07:25 → CLE 09:54UA 1488	2h 22m Cleveland	CLE 12:16 → MCO 14:43UA 1488	6h 18m	98%	88%
United Details →	ORD 06:29 → IAH 09:18UA 1799	3h 07m Houston	IAH 12:25 → MCO 16:04UA 2662	8h 35m	100%	86%
American Details →	ORD 05:07 → CLT 08:10AA 2842	1h 59m Charlotte	CLT 10:09 → MCO 11:57AA 2074	5h 50m	95%	85%
Southwest Details →	MDW 06:50 → DEN 08:20WN 2765	1h 40m Denver	DEN 10:00 → MCO 15:55WN 1339	8h 05m	100%	85%
United Details →	ORD 05:30 → IAH 08:18UA 2310	1h 12m Houston	IAH 09:30 → MCO 13:00UA 2310	6h 30m	99%	85%
United Details →	ORD 06:30 → IAD 09:24UA 1689	3h 11m Dulles	IAD 12:35 → MCO 14:58UA 2206	7h 28m	100%	84%
Southwest Details →	MDW 08:00 → MCI 09:30WN 2808	2h 15m Kansas City	MCI 11:45 → MCO 15:35WN 3238	6h 35m	100%	84%
Tight connection: often missed
Delta Details →	ORD 17:22 → DTW 19:51DL 2358	1h 07m Detroit	DTW 20:58 → MCO 23:34DL 1123	5h 13m	74%	43%
American Details →	ORD 13:32 → PHL 16:49AA 1859	1h 16m Philadelphia	PHL 18:05 → MCO 20:54AA 2531	6h 22m	74%	42%
American Details →	ORD 14:59 → DFW 17:36AA 2257	54m Dallas-Fort Worth	DFW 18:30 → MCO 22:20AA 2186	6h 18m	60%	26%

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

IAH · 1h 12m · leaves 05:30 1%

DEN · 1h 15m · leaves 07:05 6%

BWI · 1h 03m · leaves 08:55 7%

Afternoon and evening

DEN · 50m · leaves 21:25 51%

ROC · 50m · leaves 13:20 59%

PHX · 50m · leaves 20:35 70%

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 3973 ORD 06:40 → BNA Frontier F9 1286 BNA 11:12 → MCO Connection details →	2h 49m	6h 45m	100%	91%
Southwest WN 4088 MDW 07:55 → CLE United UA 1488 CLE 12:16 → MCO Connection details →	2h 06m	5h 48m	95%	88%
Southwest WN 4976 MDW 06:00 → DCA American AA 2062 DCA 11:25 → MCO Connection details →	2h 40m	6h 51m	100%	85%

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