United Airlines Chicago to Boston Flights

One way Round trip

Adults

Children under 12

Infants under 2 without place

Economy

Business

First

done

Return flight: Boston – Chicago

Page navigation

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 $106 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 - $106, two-way – $182.

Direct flights

Check to choose departure date Check to choose departure date

Check prices for return flight

Find flights

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 $106. The fastest nonstop flight takes 2h 26m. The fastest connecting flight — 4h 20m.

Price	Departure	Arrival	Flight Time	Airline	Flight
from $106 Find flight	6:30 am Chicago O'Hare International	9:56 am Boston Logan	2h 26m	United Airlines	UA2104
from $106 Find flight	7:45 pm Chicago O'Hare International	11:12 pm Boston Logan	2h 27m	United Airlines	UA1129
from $106 Find flight	7:49 am Chicago O'Hare International	11:16 am Boston Logan	2h 27m	United Airlines	UA2067
from $106 Find flight	9:32 pm Chicago O'Hare International	0:59 am+1 день Boston Logan	2h 27m	United Airlines	UA1779
from $106 Find flight	2:28 pm Chicago O'Hare International	6:06 pm Boston Logan	2h 38m	United Airlines	UA2370
from $107 Find flight	9:13 am Chicago O'Hare International	12:48 pm Boston Logan	2h 35m	United Airlines	UA536
from $109 Find flight	9:07 am Chicago O'Hare International	12:42 pm Boston Logan	2h 35m	United Airlines	UA1346
from $109 Find flight	1:30 pm Chicago O'Hare International	5:02 pm Boston Logan	2h 32m	United Airlines	UA1262
from $109 Find flight	6:04 pm Chicago O'Hare International	9:35 pm Boston Logan	2h 31m	United Airlines	UA1989
from $111 Find flight	2:15 pm Chicago O'Hare International	5:46 pm Boston Logan	2h 31m	United Airlines	UA1693
from $138 Find flight	5:57 pm Chicago O'Hare International	9:28 pm Boston Logan	2h 31m	United Airlines	UA1531
from $166 Find flight	2:28 pm Chicago O'Hare International	6:06 pm Boston Logan	2h 38m	United Airlines	UA2138
from $118 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 $141 Find flight	7:15 am Chicago O'Hare International	1:40 pm Boston Logan	5h 25m layover 1h 52m - Newark	United Airlines	UA563 UA593
from $141 Find flight	6:00 am Chicago O'Hare International	1:40 pm Boston Logan	6h 40m layover 3h 12m - Newark	United Airlines	UA1658 UA593
from $170 Find flight	10:40 am Chicago O'Hare International	5:49 pm Boston Logan	6h 9m layover 2h 30m - Newark	United Airlines	UA758 UA1429

Show All Flights

*Departure and arrival times are local. Prices are for one-way flights. Information refreshed on 07/12/2025

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$167
1:30 pm — 5:02 pm	1:30 pm — 5:02 pm UA1262 United Airlines Chicago — Boston	2h 32m	Find flight from$109
2:15 pm — 5:46 pm	2:15 pm — 5:46 pm UA1693 United Airlines Chicago — Boston	2h 31m	Find flight from$111
2:15 pm — 5:46 pm	2:15 pm — 5:46 pm UA664 United Airlines Chicago — Boston	2h 31m	Find flight from$167
2:28 pm — 6:06 pm	2:28 pm — 6:06 pm UA2370 United Airlines Chicago — Boston	2h 38m	Find flight from$106
2:28 pm — 6:06 pm	2:28 pm — 6:06 pm UA2138 United Airlines Chicago — Boston	2h 38m	Find flight from$166
5:57 pm — 9:28 pm	5:57 pm — 9:28 pm UA1531 United Airlines Chicago — Boston	2h 31m	Find flight from$138
6:04 pm — 9:35 pm	6:04 pm — 9:35 pm UA1989 United Airlines Chicago — Boston	2h 31m	Find flight from$109
6:30 am — 9:56 am	6:30 am — 9:56 am UA2104 United Airlines Chicago — Boston	2h 26m	Find flight from$106
7:45 pm — 11:12 pm	7:45 pm — 11:12 pm UA1129 United Airlines Chicago — Boston	2h 27m	Find flight from$106
7:49 am — 11:16 am	7:49 am — 11:16 am UA2067 United Airlines Chicago — Boston	2h 27m	Find flight from$106
9:07 am — 12:42 pm	9:07 am — 12:42 pm UA1346 United Airlines Chicago — Boston	2h 35m	Find flight from$109
9:13 am — 12:48 pm	9:13 am — 12:48 pm UA536 United Airlines Chicago — Boston	2h 35m	Find flight from$107
9:32 pm — 0:59 am +1 day	9:32 pm — 0:59 am UA1779 United Airlines Chicago — Boston	2h 27m	Find flight from$106
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$141
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$148
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$142
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$149
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$223
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$280
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$118
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$141
3:45 pm — 11:08 pm	3:45 pm — 7:12 pm UA362 United Airlines Chicago — Newark 2h 33m stop 9:45 pm — 11:08 pm UA1395 United Airlines Newark — Boston	6h 23m including layover	Find flight from$294
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$148
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$141
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$141
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 UA2703 United Airlines Newark — Boston	6h 42m including layover	Find flight from$141
8:47 am — 3:32 pm	8:47 am — 12:11 pm UA2691 United Airlines Chicago — Newark 2h 5m stop 2:16 pm — 3:32 pm UA2345 United Airlines Newark — Boston	5h 45m including layover	Find flight from$141

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

*Departure and arrival times are local. Last updated on 07/12/2025

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 $106. This airfare is economy class on one-way UA2104 flight for July 14, 2025 leaving O'Hare International in Chicago at 6:30 am, it includes all taxes and additional fees.

Find same flight?

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 7 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:

See more direct flights

Connecting Flights

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

NK - Spirit Airlines

from $71

Find
AS - Alaska Airlines

from $213

Find
F9 - Frontier Airlines

from $86

Find
SY - Sun Country Airlines

from $137

Find
AY - Finnair

from $1065

Find
HA - Hawaiian Airlines

from $246

Find
G4 - Allegiant Air

from $108

Find

See more connecting flights

How to book an air ticket yourself?

Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
Click «Buy» when you are ready — our system will redirect you to the site that sells the selected airfare.
Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.
To find a plane ticket, please select dates.