tailodds FORECAST
Tickets
Any day
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 3 in 4 on time.

Nonstops (seasonal or thin)

Nonstop details →
American MSN BOS 2h 33m 89% 2.2% 45 Flying now
Delta MSN BOS 2h 36m 62% 3.6% 55 Flying now

Best connections, any airlines

Most reliable Quickest (80%+ on time)

Ranked by chance you reach Boston on time. Total trip = scheduled departure to arrival, layover included (Boston is 1 h ahead of Madison). Layovers up to 4 hours. Pick a connection for the details.
AmericanDetails → MSN 05:00 → ORD 06:15AA 4322 · flown by Envoy 2h 15m Chicago ORD 08:30 → BOS 12:07AA 4106 · flown by Envoy 6h 07m 96% 88%
UnitedDetails → MSN 05:00 → DEN 06:42UA 5545 · flown by SkyWest 1h 03m Denver DEN 07:45 → BOS 13:49UA 558 7h 49m 97% 87%
UnitedDetails → MSN 05:00 → ORD 06:17UA 4707 · flown by SkyWest 1h 16m Chicago ORD 07:33 → BOS 11:05UA 1076 5h 05m 93% 85%
UnitedDetails → MSN 06:41 → ORD 07:54UA 5902 · flown by SkyWest 1h 21m Chicago ORD 09:15 → BOS 12:57UA 1117 5h 16m 98% 83%
AmericanDetails → MSN 07:00 → CLT 10:16AA 1002 1h 02m Charlotte CLT 11:18 → BOS 13:33AA 1611 5h 33m 93% 83%
DeltaDetails → MSN 05:48 → ATL 09:00DL 1160 1h 00m Atlanta ATL 10:00 → BOS 12:44DL 855 5h 56m 93% 78%
DeltaDetails → MSN 06:00 → MSP 07:09DL 1274 2h 56m Minneapolis MSP 10:05 → BOS 13:51DL 2655 6h 55m 97% 77%
UnitedDetails → MSN 06:29 → EWR 09:50UA 3482 · flown by Republic 2h 09m Newark EWR 11:59 → BOS 13:16UA 1669 5h 47m 96% 76%
Tight connection: often missed
DeltaDetails → MSN 18:32 → DTW 20:58DL 5214 · flown by Endeavor 55m Detroit DTW 21:53 → BOS 23:54DL 1187 4h 22m 72% 50%
UnitedDetails → MSN 15:18 → DEN 16:45UA 2338 55m Denver DEN 17:40 → BOS 23:44UA 1356 7h 26m 68% 48%
DeltaDetails → MSN 15:10 → LGA 18:29DL 5033 · flown by Endeavor 1h 31m New York LGA 20:00 → BOS 21:31DL 5850 · flown by Republic 5h 21m 73% 33%

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 03m · leaves 05:00 3%
CLT · 1h 02m · leaves 07:00 7%
ATL · 1h 00m · leaves 05:48 7%
Afternoon and evening
DEN · 55m · leaves 15:18 32%
PHL · 57m · leaves 13:17 37%
DCA · 51m · leaves 16:34 58%

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