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

The nonstop is quickest: Southwest MDW → BZN (3h 10m), on time 7 times in 10. Delta via Minneapolis (5h 56m) is more reliable, 87%, but takes 2h 46m longer.

Nonstops (seasonal or thin)


Southwest	MDW	BZN	3h 10m	71%	0.0%	120	Flying now

Best connections, one ticket

Most reliable Quickest (80%+ on time)

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


Delta Details →	MDW 09:54 → MSP 11:35DL 5469 · flown by Endeavor	1h 42m Minneapolis	MSP 13:17 → BZN 14:48DL 2946	5h 56m	98%	87%
Southwest Details →	MDW 05:15 → DEN 06:50WN 2989	1h 00m Denver	DEN 07:50 → BZN 09:35WN 826	5h 20m	98%	81%
Delta Details →	MDW 06:00 → ATL 08:55DL 1285	2h 14m Atlanta	ATL 11:09 → BZN 13:11DL 406	8h 13m	95%	75%
Southwest Details →	MDW 16:55 → LAS 18:45WN 2797	3h 20m Las Vegas	LAS 22:05 → BZN 01:12 +1WN 992	9h 18m	96%	50%
Southwest Details →	MDW 16:15 → DEN 18:00WN 2769	3h 10m Denver	DEN 21:10 → BZN 22:58WN 1505	7h 40m	95%	42%
Tight connection: often missed
Delta Details →	MDW 19:06 → MSP 20:51DL 4713 · flown by Endeavor	1h 32m Minneapolis	MSP 22:23 → BZN 23:52DL 2954	5h 52m	72%	52%
Southwest Details →	MDW 18:00 → DEN 19:45WN 1497	1h 25m Denver	DEN 21:10 → BZN 22:58WN 1505	5h 55m	72%	32%
Southwest Details →	MDW 09:55 → DEN 11:30WN 2654	1h 00m Denver	DEN 12:30 → BZN 14:10WN 4219	5h 15m	68%	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

DEN · 1h 00m · leaves 05:15 2%

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 2765 MDW 06:50 → DEN United UA 1248 DEN 11:32 → BZN Connection details →	3h 12m	7h 30m	100%	86%
Southwest WN 2768 MDW 14:30 → DEN United UA 1347 DEN 19:25 → BZN Connection details →	3h 15m	7h 44m	92%	74%
Southwest WN 2654 MDW 09:55 → DEN United UA 513 DEN 13:44 → BZN Connection details →	2h 14m	6h 38m	90%	74%

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