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

No clear winner: airlines and hours on this route all land within a few points of 4 in 5 on time.

Nonstops


Southwest	MKE	MCO	2h 45m	79%	0.7%	1,158	Flying now
Frontier	MKE	MCO	2h 53m	77%	2.3%	175	Flying now
Spirit	MKE	MCO	2h 46m	83%	5.7%	87	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 Milwaukee). Layovers up to 4 hours. Pick a connection for the details.


United Details →	MKE 05:00 → ORD 05:59UA 5799 · flown by SkyWest	3h 13m Chicago	ORD 09:12 → MCO 13:13UA 1643	7h 13m	96%	80%
Delta Details →	MKE 05:40 → ATL 08:42DL 1221	1h 43m Atlanta	ATL 10:25 → MCO 12:00DL 664	5h 20m	96%	79%
United Details →	MKE 08:00 → IAH 11:00UA 5373 · flown by SkyWest	1h 25m Houston	IAH 12:25 → MCO 16:04UA 2662	7h 04m	92%	79%
United Details →	MKE 06:14 → EWR 09:35UA 3470 · flown by Republic	1h 35m Newark	EWR 11:10 → MCO 14:03UA 2396	6h 49m	92%	76%
Southwest Details →	MKE 05:45 → MDW 06:35WN 3178	1h 25m Chicago	MDW 08:00 → MCO 11:35WN 2817	4h 50m	100%	76%
Southwest Details →	MKE 07:42 → STL 09:02WN 2327	53m St Louis	STL 09:55 → MCO 13:15WN 3947	4h 33m	90%	75%
American Details →	MKE 06:01 → DCA 09:10AA 5646 · flown by PSA	2h 15m Washington	DCA 11:25 → MCO 13:51AA 2062	6h 50m	94%	74%
American Details →	MKE 07:01 → CLT 10:07AA 2866	1h 06m Charlotte	CLT 11:13 → MCO 13:01AA 2127	5h 00m	90%	74%
Tight connection: often missed
United Details →	MKE 08:50 → ORD 10:00UA 5402 · flown by SkyWest	1h 00m Chicago	ORD 11:00 → MCO 15:03UA 2008	5h 13m	74%	53%
United Details →	MKE 10:53 → EWR 14:14UA 3609 · flown by Republic	46m Newark	EWR 15:00 → MCO 17:57UA 1213	6h 05m	56%	38%
American Details →	MKE 12:49 → DCA 15:59AA 5286 · flown by PSA	1h 01m Washington	DCA 17:00 → MCO 19:40AA 2139	5h 42m	61%	31%

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

BNA · 1h 05m · leaves 07:40 5%

CLT · 1h 06m · leaves 07:01 10%

STL · 53m · leaves 07:42 10%

Afternoon and evening

DTW · 1h 11m · leaves 13:22 30%

CLT · 1h 01m · leaves 18:17 33%

DCA · 1h 01m · leaves 12:49 39%

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.


Southwest WN 4598 MKE 07:40 → BNA Frontier F9 1286 BNA 11:12 → MCO Connection details →	2h 02m	5h 45m	95%	86%
American AA 6358 MKE 05:02 → ORD United UA 1643 ORD 09:12 → MCO Connection details →	2h 58m	7h 11m	96%	81%
American AA 2866 MKE 07:01 → CLT Frontier F9 1445 CLT 12:24 → MCO Connection details →	2h 17m	6h 17m	94%	77%

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