United Airlines Chicago to Boston Flights

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Cheapflightsplus.com will find cheap United Airlines flights from Chicago to Boston. Compare airline ticket prices and book air tickets starting from $122 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 march: one-way - $122, two-way – $209.

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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 $122. The fastest nonstop flight takes 2h 19m. The fastest connecting flight — 4h 35m.

Price	Departure	Arrival	Flight Time	Airline	Flight
from $122 Find flight	6:35 pm Chicago O'Hare International	9:59 pm Boston Logan	2h 24m	United Airlines	UA1989
from $244 Find flight	4:00 pm Chicago O'Hare International	7:19 pm Boston Logan	2h 19m	United Airlines	UA2475
from $244 Find flight	7:30 am Chicago O'Hare International	10:49 am Boston Logan	2h 19m	United Airlines	UA414
from $244 Find flight	9:15 am Chicago O'Hare International	12:38 pm Boston Logan	2h 23m	United Airlines	UA307
from $133 Find flight	6:14 pm Chicago O'Hare International	11:59 pm Boston Logan	4h 45m layover 1h 15m - Washington D.C.	United Airlines	UA444 UA755
from $253 Find flight	4:10 pm Chicago O'Hare International	11:59 pm Boston Logan	6h 49m layover 3h 23m - Washington D.C.	United Airlines	UA587 UA755
from $253 Find flight	11:53 am Chicago O'Hare International	5:28 pm Boston Logan	4h 35m layover 1h 7m - Newark	United Airlines	UA2488 UA1835
from $253 Find flight	11:53 am Chicago O'Hare International	6:31 pm Boston Logan	5h 38m layover 2h 7m - Newark	United Airlines	UA2488 UA2612
from $272 Find flight	8:15 pm Chicago O'Hare International	9:50 am+1 день Boston Logan	12h 35m layover 9h 4m - Newark	United Airlines	UA1655 UA559
from $272 Find flight	9:40 pm Chicago O'Hare International	9:50 am+1 день Boston Logan	11h 10m layover 7h 47m - Newark	United Airlines	UA1633 UA559
from $299 Find flight	6:00 am Chicago O'Hare International	4:33 pm Boston Logan	9h 33m layover 6h 15m - Newark	United Airlines	UA2343 UA2136
from $299 Find flight	9:40 pm Chicago O'Hare International	12:05 pm+1 день Boston Logan	13h 25m layover 10h 10m - Newark	United Airlines	UA1633 UA1864
from $299 Find flight	8:15 pm Chicago O'Hare International	12:05 pm+1 день Boston Logan	14h 50m layover 11h 27m - Newark	United Airlines	UA1655 UA1864
from $300 Find flight	6:09 pm Chicago O'Hare International	9:50 am+1 день Boston Logan	14h 41m layover 11h 7m - Newark	United Airlines	UA534 UA559
from $344 Find flight	10:53 am Chicago O'Hare International	4:33 pm Boston Logan	4h 40m layover 1h 15m - Newark	United Airlines	UA2091 UA2136
from $344 Find flight	9:03 am Chicago O'Hare International	4:33 pm Boston Logan	6h 30m layover 3h 2m - Newark	United Airlines	UA1213 UA2136

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*Departure and arrival times are local. Prices are for one-way flights. Information refreshed on 02/22/2025

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
10:53 am — 4:33 pm	10:53 am — 2:05 pm UA2091 United Airlines Chicago — Newark 1h 15m stop 3:20 pm — 4:33 pm UA2136 United Airlines Newark — Boston	4h 40m including layover	Find flight from$344
11:53 am — 5:28 pm	11:53 am — 3:08 pm UA2488 United Airlines Chicago — Newark 1h 7m stop 4:15 pm — 5:28 pm UA1835 United Airlines Newark — Boston	4h 35m including layover	Find flight from$253
11:53 am — 6:31 pm	11:53 am — 3:08 pm UA2488 United Airlines Chicago — Newark 2h 7m stop 5:15 pm — 6:31 pm UA2612 United Airlines Newark — Boston	5h 38m including layover	Find flight from$253
4:00 pm — 7:19 pm	4:00 pm — 7:19 pm UA2475 United Airlines Chicago — Boston	2h 19m	Find flight from$244
4:10 pm — 11:59 pm	4:10 pm — 7:01 pm UA587 United Airlines Chicago — Washington D.C. 3h 23m stop 10:24 pm — 11:59 pm UA755 United Airlines Washington D.C. — Boston	6h 49m including layover	Find flight from$253
6:00 am — 12:05 pm	6:00 am — 9:11 am UA2343 United Airlines Chicago — Newark 1h 50m stop 10:55 am — 12:07 pm UA1864 United Airlines Newark — Boston	5h 5m including layover	Find flight from$133
6:00 am — 4:33 pm	6:00 am — 9:05 am UA2343 United Airlines Chicago — Newark 6h 15m stop 3:20 pm — 4:33 pm UA2136 United Airlines Newark — Boston	9h 33m including layover	Find flight from$299
6:00 am — 3:09 pm	6:00 am — 9:05 am UA2343 United Airlines Chicago — Newark 4h 54m stop 1:59 pm — 3:09 pm UA782 United Airlines Newark — Boston	8h 9m including layover	Find flight from$331
6:09 pm — 9:50 am +1 day	6:09 pm — 9:25 pm UA534 United Airlines Chicago — Newark 11h 7m stop 8:32 am — 9:50 am UA559 United Airlines Newark — Boston	14h 41m including layover	Find flight from$300
6:14 pm — 11:59 pm	6:08 pm — 9:00 pm UA444 United Airlines Chicago — Washington D.C. 1h 15m stop 10:24 pm — 11:59 pm UA755 United Airlines Washington D.C. — Boston	4h 45m including layover	Find flight from$133
6:35 pm — 9:59 pm	6:35 pm — 9:59 pm UA1989 United Airlines Chicago — Boston	2h 24m	Find flight from$122
7:30 am — 10:49 am	7:30 am — 10:49 am UA414 United Airlines Chicago — Boston	2h 19m	Find flight from$244
8:15 pm — 9:50 am +1 day	8:15 pm — 11:28 pm UA1655 United Airlines Chicago — Newark 9h 4m stop 8:32 am — 9:50 am UA559 United Airlines Newark — Boston	12h 35m including layover	Find flight from$272
8:15 pm — 12:05 pm +1 day	8:15 pm — 11:28 pm UA1655 United Airlines Chicago — Newark 11h 27m stop 10:55 am — 12:05 pm UA1864 United Airlines Newark — Boston	14h 50m including layover	Find flight from$299
9:03 am — 4:33 pm	9:03 am — 12:18 pm UA1213 United Airlines Chicago — Newark 3h 2m stop 3:20 pm — 4:33 pm UA2136 United Airlines Newark — Boston	6h 30m including layover	Find flight from$344
9:15 am — 12:38 pm	9:15 am — 12:38 pm UA307 United Airlines Chicago — Boston	2h 23m	Find flight from$244
9:40 pm — 9:50 am +1 day	9:40 pm — 0:45 am UA1633 United Airlines Chicago — Newark 7h 47m stop 8:32 am — 9:50 am UA559 United Airlines Newark — Boston	11h 10m including layover	Find flight from$272
9:40 pm — 12:05 pm +1 day	9:40 pm — 0:45 am UA1633 United Airlines Chicago — Newark 10h 10m stop 10:55 am — 12:05 pm UA1864 United Airlines Newark — Boston	13h 25m including layover	Find flight from$299

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

*Departure and arrival times are local. Last updated on 02/22/2025

Flight Information

There are 4 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 10:53 am to 9:40 pm. Nonstop flight is 2h 19m. The time difference between Chicago and Boston is 1h.

The fastest flight 2h 19m
Average flight time 2h 21m
The earliest flight 10:53 am
The latest flight 9:40 pm
Distance 852 ml

The cheapest months for traveling to Boston are january (from 122 $), february (from 125 $), december (from 303 $).

The cheapest flight by United Airlines that our users were able to find is $122. This airfare is economy class on one-way UA1989 flight for February 21, 2025 leaving O'Hare International in Chicago at 6:35 pm, 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 3 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 4 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):

AS - Alaska Airlines

from $312

Find
F9 - Frontier Airlines

from $92

Find
NK - Spirit Airlines

from $112

Find

See more connecting flights

How to book an air ticket yourself?

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