United Airlines Chicago to Boston Flights

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Best Airfare Price Calendar Flights Schedule

Cheapflightsplus.com will find cheap United Airlines flights from Chicago to Boston. Compare airline ticket prices and book air tickets starting from $79 from trusted online travel agencies, web sites and directly from airlines. Check flights schedule of United Airlines, arrivals and departure details below.

Find Cheap Airfare Chicago (IL) — Boston (MA) by United Airlines

To find cheap tickets choose a day of your departure with attractive price on the graph below and click «Find flights». For round trip flights please click «Check prices for return flight». The cheapest airfare is in july: one-way - $79, two-way – $135.

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Cheap Flights from Chicago to Boston by United Airlines

Look at the list of plane tickets for the most popular direct and connecting flights by United Airlines, their prices start from $79. The fastest nonstop flight takes 2h 26m. The fastest connecting flight — 4h 20m.

Price	Departure	Arrival	Flight Time	Airline	Flight
from $79 Find flight	6:30 am Chicago O'Hare International	9:56 am Boston Logan	2h 26m	United Airlines	UA2104
from $79 Find flight	2:28 pm Chicago O'Hare International	6:06 pm Boston Logan	2h 38m	United Airlines	UA2138
from $79 Find flight	7:45 pm Chicago O'Hare International	11:12 pm Boston Logan	2h 27m	United Airlines	UA1129
from $79 Find flight	7:49 am Chicago O'Hare International	11:16 am Boston Logan	2h 27m	United Airlines	UA2067
from $79 Find flight	9:32 pm Chicago O'Hare International	0:59 am+1 день Boston Logan	2h 27m	United Airlines	UA1779
from $79 Find flight	2:28 pm Chicago O'Hare International	6:06 pm Boston Logan	2h 38m	United Airlines	UA2370
from $80 Find flight	9:13 am Chicago O'Hare International	12:48 pm Boston Logan	2h 35m	United Airlines	UA536
from $81 Find flight	9:07 am Chicago O'Hare International	12:42 pm Boston Logan	2h 35m	United Airlines	UA1346
from $81 Find flight	1:30 pm Chicago O'Hare International	5:02 pm Boston Logan	2h 32m	United Airlines	UA1262
from $81 Find flight	6:04 pm Chicago O'Hare International	9:35 pm Boston Logan	2h 31m	United Airlines	UA1989
from $83 Find flight	2:15 pm Chicago O'Hare International	5:46 pm Boston Logan	2h 31m	United Airlines	UA1693
from $103 Find flight	5:57 pm Chicago O'Hare International	9:28 pm Boston Logan	2h 31m	United Airlines	UA1531
from $125 Find flight	1:12 pm Chicago O'Hare International	4:43 pm Boston Logan	2h 31m	United Airlines	UA2022
from $88 Find flight	1:10 pm Chicago O'Hare International	7:53 pm Boston Logan	5h 43m layover 2h 2m - Newark	United Airlines	UA1332 UA1332
from $105 Find flight	5:55 pm Chicago O'Hare International	11:57 pm Boston Logan	5h 2m layover 1h 23m - Washington D.C.	United Airlines	UA2677 UA755
from $127 Find flight	2:20 pm Chicago O'Hare International	11:00 pm Boston Logan	7h 40m layover 3h 41m - Newark	United Airlines	UA2649 UA1045

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*Departure and arrival times are local. Prices are for one-way flights. Information refreshed on 07/01/2025

United Airlines Flight Schedule Chicago to Boston

Below is a detailed 2025 flight schedule for today, tomorrow and all other days. It may vary depending on season and a day of the week of your desired trip. We recommend booking your itinerary at least 2 weeks prior your travel to get the best price and availability by the airline.

Departure	Flight Details	Flight Time	Price
1:12 pm — 4:43 pm	1:12 pm — 4:43 pm UA2022 United Airlines Chicago — Boston	2h 31m	Find flight from$125
1:30 pm — 5:02 pm	1:30 pm — 5:02 pm UA1262 United Airlines Chicago — Boston	2h 32m	Find flight from$81
2:15 pm — 5:46 pm	2:15 pm — 5:46 pm UA1693 United Airlines Chicago — Boston	2h 31m	Find flight from$83
2:15 pm — 5:46 pm	2:15 pm — 5:46 pm UA664 United Airlines Chicago — Boston	2h 31m	Find flight from$125
2:28 pm — 6:06 pm	2:28 pm — 6:06 pm UA2138 United Airlines Chicago — Boston	2h 38m	Find flight from$79
2:28 pm — 6:06 pm	2:28 pm — 6:06 pm UA2370 United Airlines Chicago — Boston	2h 38m	Find flight from$79
5:57 pm — 9:28 pm	5:57 pm — 9:28 pm UA1531 United Airlines Chicago — Boston	2h 31m	Find flight from$103
6:04 pm — 9:35 pm	6:04 pm — 9:35 pm UA1989 United Airlines Chicago — Boston	2h 31m	Find flight from$81
6:30 am — 9:56 am	6:30 am — 9:56 am UA2104 United Airlines Chicago — Boston	2h 26m	Find flight from$79
7:45 pm — 11:12 pm	7:45 pm — 11:12 pm UA1129 United Airlines Chicago — Boston	2h 27m	Find flight from$79
7:49 am — 11:16 am	7:49 am — 11:16 am UA2067 United Airlines Chicago — Boston	2h 27m	Find flight from$79
9:07 am — 12:42 pm	9:07 am — 12:42 pm UA1346 United Airlines Chicago — Boston	2h 35m	Find flight from$81
9:13 am — 12:48 pm	9:13 am — 12:48 pm UA536 United Airlines Chicago — Boston	2h 35m	Find flight from$80
9:32 pm — 0:59 am +1 day	9:32 pm — 0:59 am UA1779 United Airlines Chicago — Boston	2h 27m	Find flight from$79
10:50 am — 6:56 pm	10:50 am — 1:49 pm UA2862 United Airlines Chicago — Washington D.C. 3h 21m stop 5:10 pm — 6:56 pm UA688 United Airlines Washington D.C. — Boston	7h 6m including layover	Find flight from$105
10:55 am — 5:58 pm	10:35 am — 1:52 pm UA1126 United Airlines Chicago — Newark 2h 27m stop 4:30 pm — 5:48 pm UA1701 United Airlines Newark — Boston	6h 3m including layover	Find flight from$111
11:46 am — 5:48 pm	11:46 am — 3:03 pm UA1205 United Airlines Chicago — Newark 1h 27m stop 4:30 pm — 5:48 pm UA1701 United Airlines Newark — Boston	5h 2m including layover	Find flight from$106
11:55 am — 7:53 pm	11:55 am — 3:12 pm UA1205 United Airlines Chicago — Newark 3h 18m stop 6:30 pm — 7:53 pm UA1880 United Airlines Newark — Boston	6h 58m including layover	Find flight from$111
12:50 pm — 6:55 pm	12:50 pm — 3:52 pm UA1377 United Airlines Chicago — Washington D.C. 1h 24m stop 5:16 pm — 6:55 pm UA688 United Airlines Washington D.C. — Boston	5h 5m including layover	Find flight from$167
12:50 pm — 11:57 pm	12:50 pm — 3:52 pm UA1377 United Airlines Chicago — Washington D.C. 6h 26m stop 10:18 pm — 11:57 pm UA755 United Airlines Washington D.C. — Boston	10h 7m including layover	Find flight from$210
1:10 pm — 7:53 pm	1:10 pm — 4:28 pm UA1332 United Airlines Chicago — Newark 2h 2m stop 7:15 pm — 8:38 pm UA1332 United Airlines Newark — Boston	5h 43m including layover	Find flight from$88
3:40 pm — 11:00 pm	3:40 pm — 7:14 pm UA2133 United Airlines Chicago — Newark 2h 21m stop 9:45 pm — 11:10 pm UA472 United Airlines Newark — Boston	6h 20m including layover	Find flight from$105
3:40 pm — 11:00 pm	3:40 pm — 7:14 pm UA2133 United Airlines Chicago — Newark 2h 21m stop 9:45 pm — 11:10 pm UA1045 United Airlines Newark — Boston	6h 20m including layover	Find flight from$127
4:00 pm — 10:53 pm	4:00 pm — 7:27 pm UA2133 United Airlines Chicago — Newark 2h 3m stop 9:30 pm — 10:53 pm UA1386 United Airlines Newark — Boston	5h 53m including layover	Find flight from$111
4:50 pm — 11:00 pm	4:46 pm — 8:20 pm UA1785 United Airlines Chicago — Newark 1h 11m stop 9:45 pm — 11:10 pm UA472 United Airlines Newark — Boston	5h 10m including layover	Find flight from$105
5:55 pm — 11:57 pm	5:56 pm — 8:55 pm UA2677 United Airlines Chicago — Washington D.C. 1h 23m stop 10:18 pm — 11:59 pm UA755 United Airlines Washington D.C. — Boston	5h 2m including layover	Find flight from$105
8:47 am — 3:32 pm	8:45 am — 12:09 pm UA2691 United Airlines Chicago — Newark 2h 5m stop 3:00 pm — 4:19 pm UA577 United Airlines Newark — Boston	5h 45m including layover	Find flight from$99
8:47 am — 4:29 pm	8:47 am — 12:11 pm UA2691 United Airlines Chicago — Newark 2h 59m stop 3:10 pm — 4:29 pm UA2359 United Airlines Newark — Boston	6h 42m including layover	Find flight from$99

Departure	Arrival	Flight Details	Flight Time	Price
		stop stop	including layover	Find flight from$

*Departure and arrival times are local. Last updated on 07/01/2025

Flight Information

There are 14 flights by United Airlines from Chicago to Boston every week with departures from Chicago FSS, Midway, O'Hare International, Chicago NAS, Merrill C Meigs (closed), Dupage County, Pal-Waukee. All flights arrive at Logan, Boston City Heliport, Boston RT128 Rail, Boston South Rail.

Departures start from 10:35 am to 9:50 pm. Nonstop flight is 2h 26m. The time difference between Chicago and Boston is 1h.

The fastest flight 2h 26m
Average flight time 2h 31m
The earliest flight 10:35 am
The latest flight 9:50 pm
Distance 852 ml

The cheapest months for traveling to Boston are may (from 95 $), july (from 106 $), august (from 106 $).

The most expensive and popular months are november (from 262 $), september (from 109 $), october (from 109 $).

The cheapest flight by United Airlines that our users were able to find is $79. This airfare is economy class on one-way UA2104 flight for July 5, 2025 leaving O'Hare International in Chicago at 6:30 am, it includes all taxes and additional fees.

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United Airlines Airplanes on the Route

List of the most popular United Airlines airplanes flying from Chicago to Boston:

Other Popular Airlines on the Route

Besides United Airlines there are other 8 airline carriers between Chicago and Boston. Please review schedules and prices from the most popular airlines to find the best airfare deals from Chicago to Boston.

Nonstop flights

There are 14 direct flights every day from Chicago. Airlines and fares are below:

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Connecting Flights

List of flights with layovers (1 and more stops):

NK - Spirit Airlines

from $54

Find
AS - Alaska Airlines

from $159

Find
F9 - Frontier Airlines

from $64

Find
SY - Sun Country Airlines

from $102

Find
TK - Turkish Airlines

from $2019

Find
AY - Finnair

from $798

Find
HA - Hawaiian Airlines

from $184

Find
G4 - Allegiant Air

from $81

Find

See more connecting flights

How to book an air ticket yourself?

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