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 one-hour layover misses 1% of the time at 7 am and 29% of the time at 4 pm.

Nonstops


JetBlue	ORD	BOS	2h 31m	73%	3.3%	545	Flying now
Delta	ORD	BOS	2h 30m	71%	4.3%	1,313	Flying now
United	ORD	BOS	2h 31m	70%	2.0%	2,735	Flying now
American	ORD	BOS	2h 28m	66%	3.3%	3,162	Flying now

Best connections, one ticket

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 Chicago). Layovers up to 4 hours. Pick a connection for the details.


American Details →	ORD 06:46 → BUF 09:37AA 4413 · flown by Republic	1h 45m Buffalo	BUF 11:22 → BOS 12:55AA 4666 · flown by Republic	5h 11m	97%	89%
United Details →	ORD 05:00 → DEN 06:42UA 2666	1h 03m Denver	DEN 07:45 → BOS 13:49UA 558	7h 49m	99%	89%
American Details →	ORD 05:07 → CLT 08:10AA 2842	3h 08m Charlotte	CLT 11:18 → BOS 13:33AA 1611	7h 26m	98%	86%
American Details →	ORD 07:05 → STL 08:31AA 4104 · flown by Envoy	1h 08m St Louis	STL 09:39 → BOS 13:24AA 3814 · flown by Envoy	5h 19m	97%	84%
American Details →	ORD 07:00 → CMH 09:33AA 4953 · flown by SkyWest	1h 27m Columbus	CMH 11:00 → BOS 13:05AA 4399 · flown by Republic	5h 05m	93%	81%
United Details →	ORD 05:30 → IAH 08:18UA 2310	1h 32m Houston	IAH 09:50 → BOS 14:48UA 2393	8h 18m	99%	81%
United Details →	ORD 06:00 → EWR 09:12UA 2295	2h 47m Newark	EWR 11:59 → BOS 13:16UA 1669	6h 16m	99%	80%
Delta Details →	ORD 05:30 → ATL 08:33DL 1264	2h 37m Atlanta	ATL 11:10 → BOS 13:47DL 862	7h 17m	98%	80%
Tight connection: often missed
Delta Details →	ORD 13:00 → JFK 16:37DL 5035 · flown by Endeavor	53m New York	JFK 17:30 → BOS 19:14DL 5798 · flown by Republic	5h 14m	67%	36%
American Details →	ORD 13:25 → DFW 15:59AA 1120	1h 28m Dallas-Fort Worth	DFW 17:27 → BOS 22:17AA 2306	7h 52m	65%	34%
American Details →	ORD 16:05 → MIA 20:26AA 2910	1h 19m Miami	MIA 21:45 → BOS 00:59 +1AA 1054	7h 54m	59%	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 1%

STL · 1h 08m · leaves 07:05 3%

LGA · 1h 14m · leaves 06:00 4%

Afternoon and evening

MIA · 1h 19m · leaves 16:05 41%

LGA · 59m · leaves 17:35 50%

IAD · 48m · leaves 18:12 59%

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.


United UA 3425 ORD 06:45 → ROC American AA 4171 ROC 12:00 → BOS Connection details →	2h 23m	5h 41m	100%	86%
American AA 4439 ORD 06:45 → IND Delta DL 5628 IND 11:05 → BOS Connection details →	2h 04m	5h 47m	96%	85%
United UA 1077 ORD 06:00 → DCA Delta DL 5693 DCA 11:47 → BOS Connection details →	2h 53m	6h 30m	99%	80%

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