United Airlines Boston to Chicago Flights

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Cheapflightsplus.com will find cheap United Airlines flights from Boston to Chicago. 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 Boston (MA) — Chicago (IL) 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 january: one-way - $122, two-way – $209.

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Cheap Flights from Boston to Chicago 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 56m. The fastest connecting flight — 4h 59m.

Price	Departure	Arrival	Flight Time	Airline	Flight
from $122 Find flight	9:30 am Boston Logan	11:28 am Chicago O'Hare International	2h 58m	United Airlines	UA216
from $122 Find flight	12:12 pm Boston Logan	2:10 pm Chicago O'Hare International	2h 58m	United Airlines	UA222
from $122 Find flight	10:57 am Boston Logan	12:55 pm Chicago O'Hare International	2h 58m	United Airlines	UA267
from $124 Find flight	9:20 am Boston Logan	11:22 am Chicago O'Hare International	3h 2m	United Airlines	UA260
from $124 Find flight	10:52 am Boston Logan	12:54 pm Chicago O'Hare International	3h 2m	United Airlines	UA1823
from $242 Find flight	6:25 pm Boston Logan	8:25 pm Chicago O'Hare International	3h 0m	United Airlines	UA1015
from $132 Find flight	9:35 am Boston Logan	2:34 pm Chicago O'Hare International	5h 59m layover 1h 54m - Washington D.C.	United Airlines	UA2098 UA1193
from $132 Find flight	2:45 pm Boston Logan	6:55 pm Chicago O'Hare International	5h 10m layover 1h 8m - Washington D.C.	United Airlines	UA214 UA1117
from $132 Find flight	5:45 am Boston Logan	9:44 am Chicago O'Hare International	4h 59m layover 0h 54m - Washington D.C.	United Airlines	UA1734 UA2440
from $132 Find flight	10:25 am Boston Logan	2:46 pm Chicago O'Hare International	5h 21m layover 1h 15m - Newark	United Airlines	UA592 UA587
from $132 Find flight	10:25 am Boston Logan	4:26 pm Chicago O'Hare International	7h 1m layover 2h 55m - Newark	United Airlines	UA592 UA276
from $132 Find flight	5:50 pm Boston Logan	10:57 pm Chicago O'Hare International	6h 7m layover 2h 9m - Newark	United Airlines	UA1606 UA1308
from $132 Find flight	7:10 am Boston Logan	1:10 pm Chicago O'Hare International	7h 0m layover 2h 54m - Newark	United Airlines	UA570 UA510
from $133 Find flight	6:55 pm Boston Logan	10:57 pm Chicago O'Hare International	5h 2m layover 1h 0m - Newark	United Airlines	UA521 UA1308
from $182 Find flight	12:04 pm Boston Logan	5:02 pm Chicago O'Hare International	5h 58m layover 1h 48m - Newark	United Airlines	UA1603 UA1144
from $212 Find flight	6:35 pm Boston Logan	7:44 am+1 день Chicago O'Hare International	14h 9m layover 9h 51m - Newark	United Airlines	UA3433 UA2164

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*Departure and arrival times are local. Prices are for one-way flights. Information refreshed on 12/22/2024

United Airlines Flight Schedule Boston to Chicago

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
10:52 am — 12:54 pm	10:52 am — 12:54 pm UA1823 United Airlines Boston — Chicago	3h 2m	Find flight from$124
10:57 am — 12:55 pm	10:57 am — 12:55 pm UA267 United Airlines Boston — Chicago	2h 58m	Find flight from$122
12:12 pm — 2:10 pm	12:12 pm — 2:10 pm UA222 United Airlines Boston — Chicago	2h 58m	Find flight from$122
6:25 pm — 8:25 pm	6:25 pm — 8:25 pm UA1015 United Airlines Boston — Chicago	3h	Find flight from$242
7:59 pm — 9:55 pm	7:59 pm — 9:55 pm UA1783 United Airlines Boston — Chicago	2h 56m	Find flight from$139
9:20 am — 11:22 am	9:20 am — 11:22 am UA260 United Airlines Boston — Chicago	3h 2m	Find flight from$124
9:30 am — 11:28 am	9:30 am — 11:28 am UA216 United Airlines Boston — Chicago	2h 58m	Find flight from$122
12:04 pm — 5:02 pm	12:04 pm — 1:30 pm UA1603 United Airlines Boston — Newark 1h 48m stop 3:18 pm — 5:02 pm UA1144 United Airlines Newark — Chicago	5h 58m including layover	Find flight from$182
2:00 pm — 10:57 pm	1:53 pm — 3:30 pm UA2454 United Airlines Boston — Newark 6h stop 9:29 pm — 11:00 pm UA1308 United Airlines Newark — Chicago	9h 57m including layover	Find flight from$212
2:45 pm — 6:55 pm	2:45 pm — 4:28 pm UA214 United Airlines Boston — Washington D.C. 1h 8m stop 5:36 pm — 6:55 pm UA1117 United Airlines Washington D.C. — Chicago	5h 10m including layover	Find flight from$132
4:09 pm — 10:03 pm	4:09 pm — 5:47 pm UA1296 United Airlines Boston — Newark 2h 33m stop 8:20 pm — 10:03 pm UA546 United Airlines Newark — Chicago	6h 54m including layover	Find flight from$255
5:45 am — 9:44 am	5:45 am — 7:31 am UA1734 United Airlines Boston — Washington D.C. 54m stop 8:25 am — 9:44 am UA2440 United Airlines Washington D.C. — Chicago	4h 59m including layover	Find flight from$132
5:50 pm — 10:57 pm	5:25 pm — 7:00 pm UA1606 United Airlines Boston — Newark 2h 9m stop 9:29 pm — 11:00 pm UA1308 United Airlines Newark — Chicago	6h 7m including layover	Find flight from$132
6:00 am — 11:38 am	6:00 am — 7:29 am UA1833 United Airlines Boston — Newark 2h 31m stop 10:30 am — 12:04 pm UA1525 United Airlines Newark — Chicago	6h 38m including layover	Find flight from$133
6:55 pm — 10:57 pm	6:55 pm — 8:30 pm UA521 United Airlines Boston — Newark 1h stop 9:29 pm — 11:00 pm UA1308 United Airlines Newark — Chicago	5h 2m including layover	Find flight from$133
7:10 am — 1:10 pm	7:10 am — 8:38 am UA570 United Airlines Boston — Newark 2h 54m stop 11:32 am — 1:10 pm UA510 United Airlines Newark — Chicago	7h including layover	Find flight from$132
7:10 am — 11:38 am	7:30 am — 8:58 am UA570 United Airlines Boston — Newark 1h 23m stop 10:30 am — 12:04 pm UA1525 United Airlines Newark — Chicago	5h 28m including layover	Find flight from$133
8:36 am — 2:40 pm	8:36 am — 10:00 am UA515 United Airlines Boston — Newark 2h 58m stop 12:58 pm — 2:40 pm UA1946 United Airlines Newark — Chicago	7h 4m including layover	Find flight from$182

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

*Departure and arrival times are local. Last updated on 12/22/2024

Flight Information

There are 7 flights by United Airlines from Boston to Chicago every week with departures from Logan, Boston City Heliport, Boston RT128 Rail, Boston South Rail. All flights arrive at Chicago FSS, Midway, O'Hare International, Chicago NAS, Merrill C Meigs (closed), Dupage County, Pal-Waukee.

Departures start from 10:03 am to 9:35 am. Nonstop flight is 2h 56m. The time difference between Boston and Chicago is 1h.

The fastest flight 2h 56m
Average flight time 2h 58m
The earliest flight 10:03 am
The latest flight 9:35 am
Distance 852 ml

The cheapest months for traveling to Chicago are november (from 100 $), january (from 122 $), february (from 122 $).

The most expensive and popular months are december (from 137 $), february (from 122 $), january (from 122 $).

The cheapest flight by United Airlines that our users were able to find is $122. This airfare is economy class on one-way UA216 flight for January 12, 2025 leaving Logan in Boston at 9:30 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 Boston to Chicago:

Boeing 737-900

from $139

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Other Popular Airlines on the Route

Besides United Airlines there are other 6 airline carriers between Boston and Chicago. Please review schedules and prices from the most popular airlines to find the best airfare deals from Boston to Chicago.

Nonstop flights

There are 7 direct flights every day from Boston. Airlines and fares are below:

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Connecting Flights

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

PD - Porter Airlines

from $317

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NK - Spirit Airlines

from $62

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F9 - Frontier Airlines

from $67

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OS - Austrian Airlines

from $6303

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LX - SWISS International Air Lines

from $6019

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TS - Air Transat

from $338

Find

See more connecting flights

How to book an air ticket yourself?

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