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 (seasonal or thin)


United	RSW	CLE	2h 45m	92%	0.6%	344	Flying now
Frontier	RSW	CLE	2h 53m	72%	1.9%	585	Flying now
Southwest	RSW	CLE	–	40%few flights	0.0%	5	Not flying now

Best connections, any airlines

Most reliable Quickest (80%+ on time)

Ranked by chance you reach Cleveland on time. Total trip = scheduled departure to arrival, layover included. Layovers up to 4 hours. Pick a connection for the details.


Southwest Details →	RSW 05:10 → MDW 07:00WN 1243	55m Chicago	MDW 07:55 → CLE 10:10WN 4088	5h 00m	96%	90%
Delta Details →	RSW 08:03 → ATL 09:52DL 1395	3h 44m Atlanta	ATL 13:36 → CLE 15:23DL 2545	7h 20m	99%	85%
Delta Details →	RSW 06:45 → ATL 08:33DL 1361	1h 10m Atlanta	ATL 09:43 → CLE 11:32DL 2978	4h 48m	96%	84%
Southwest Details →	RSW 06:15 → MCO 07:15WN 4872	1h 45m Orlando	MCO 09:00 → CLE 11:25WN 2278	5h 10m	100%	84%
United + Southwesttwo ticketsDetails →	RSW 08:01 → DEN 10:30UA 318	1h 50m Denver	DEN 12:20 → CLE 17:10WN 1506	9h 09m	98%	84%
United + Americantwo ticketsDetails →	RSW 07:00 → ORD 09:23UA 1554	2h 07m Chicago	ORD 11:30 → CLE 14:02AA 4949 · flown by SkyWest	7h 02m	98%	81%
Delta Details →	RSW 10:48 → ATL 12:27DL 1089	2h 59m Atlanta	ATL 15:26 → CLE 17:17DL 880	6h 29m	98%	79%
American + Unitedtwo ticketsDetails →	RSW 06:15 → ORD 08:33AA 803	1h 56m Chicago	ORD 10:29 → CLE 12:58UA 2389	6h 43m	100%	78%
Tight connection: often missed
Delta Details →	RSW 10:50 → BOS 14:07DL 2373	47m Boston	BOS 14:54 → CLE 17:06DL 5641 · flown by Republic	6h 16m	73%	62%
Southwest Details →	RSW 18:55 → BWI 21:30WN 4294	1h 05m Baltimore	BWI 22:35 → CLE 22:35WN 909	5h 00m	64%	32%
American Details →	RSW 18:24 → DCA 20:59AA 2454	1h 31m Washington	DCA 22:30 → CLE 23:59AA 5079 · flown by PSA	5h 35m	74%	24%

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

ORD · 1h 06m · leaves 07:00 3%

CLT · 1h 17m · leaves 06:22 3%

ATL · 1h 10m · leaves 06:45 4%

Afternoon and evening

CLT · 1h 05m · leaves 19:41 23%

ATL · 1h 06m · leaves 18:34 28%

BWI · 1h 05m · leaves 18:55 36%

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