American Airlines Chicago to Boston Flights

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Best Airfare Price Calendar Flights Schedule

Cheapflightsplus.com will find cheap American Airlines flights from Chicago to Boston. Compare airline ticket prices and book air tickets starting from $65 from trusted online travel agencies, web sites and directly from airlines. Check flights schedule of American Airlines, arrivals and departure details below.

Find Cheap Airfare Chicago (IL) — Boston (MA) by American 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 september: one-way - $65, two-way – $111.

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Cheap Flights from Chicago to Boston by American Airlines

Look at the list of plane tickets for the most popular direct and connecting flights by American Airlines, their prices start from $65. The fastest nonstop flight takes 2h 16m. The fastest connecting flight — 3h 57m.

Price	Departure	Arrival	Flight Time	Airline	Flight
from $65 Find flight	7:10 am Chicago O'Hare International	10:31 am Boston Logan	2h 21m	American Airlines	AA2384
from $65 Find flight	9:55 pm Chicago O'Hare International	1:11 am+1 день Boston Logan	2h 16m	American Airlines	AA1399
from $69 Find flight	10:40 am Chicago O'Hare International	2:01 pm Boston Logan	2h 21m	American Airlines	AA841
from $69 Find flight	1:07 pm Chicago O'Hare International	4:29 pm Boston Logan	2h 22m	American Airlines	AA834
from $81 Find flight	6:00 am Chicago O'Hare International	9:18 am Boston Logan	2h 18m	American Airlines	AA140
from $98 Find flight	8:19 am Chicago O'Hare International	11:42 am Boston Logan	2h 23m	American Airlines	AA2723
from $98 Find flight	8:34 pm Chicago O'Hare International	11:56 pm Boston Logan	2h 22m	American Airlines	AA2682
from $109 Find flight	3:11 pm Chicago O'Hare International	6:36 pm Boston Logan	2h 25m	American Airlines	AA2321
from $122 Find flight	6:29 pm Chicago O'Hare International	9:58 pm Boston Logan	2h 29m	American Airlines	AA1172
from $140 Find flight	5:19 pm Chicago O'Hare International	8:45 pm Boston Logan	2h 26m	American Airlines	AA1251
from $85 Find flight	7:00 am Chicago O'Hare International	12:08 pm Boston Logan	4h 8m layover 0h 36m - Philadelphia	American Airlines	AA1854 AA1153
from $85 Find flight	6:00 am Chicago O'Hare International	11:25 am Boston Logan	4h 25m layover 0h 53m - New York	American Airlines	AA129 AA2136

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*Departure and arrival times are local. Prices are for one-way flights. Information refreshed on 09/08/2024

American Airlines Flight Schedule Chicago to Boston

Below is a detailed 2024 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
10:40 am — 2:01 pm	10:40 am — 2:01 pm AA841 American Airlines Chicago — Boston	2h 21m	Find flight from$69
10:40 am — 1:56 pm	10:40 am — 1:56 pm AA2264 American Airlines Chicago — Boston	2h 16m	Find flight from$150
1:07 pm — 4:29 pm	1:07 pm — 4:29 pm AA834 American Airlines Chicago — Boston	2h 22m	Find flight from$69
3:11 pm — 6:36 pm	3:11 pm — 6:36 pm AA2321 American Airlines Chicago — Boston	2h 25m	Find flight from$109
5:19 pm — 8:45 pm	5:19 pm — 8:45 pm AA1251 American Airlines Chicago — Boston	2h 26m	Find flight from$140
6:00 am — 9:18 am	6:00 am — 9:18 am AA140 American Airlines Chicago — Boston	2h 18m	Find flight from$81
6:29 pm — 9:58 pm	6:29 pm — 9:58 pm AA1172 American Airlines Chicago — Boston	2h 29m	Find flight from$122
7:10 am — 10:31 am	7:10 am — 10:31 am AA2384 American Airlines Chicago — Boston	2h 21m	Find flight from$65
8:19 am — 11:42 am	8:19 am — 11:42 am AA2723 American Airlines Chicago — Boston	2h 23m	Find flight from$98
8:34 pm — 11:56 pm	8:34 pm — 11:56 pm AA2682 American Airlines Chicago — Boston	2h 22m	Find flight from$98
9:55 pm — 1:11 am +1 day	9:55 pm — 1:11 am AA1399 American Airlines Chicago — Boston	2h 16m	Find flight from$65
10:25 am — 5:26 pm	10:25 am — 1:29 pm AA1668 American Airlines Chicago — Charlotte 1h 38m stop 3:07 pm — 5:26 pm AA2687 American Airlines Charlotte — Boston	6h 1m including layover	Find flight from$87
11:44 am — 0:21 am +1 day	11:44 am — 2:59 pm AA18 American Airlines Chicago — New York 8h 1m stop 11:00 pm — 0:21 am AA1278 American Airlines New York — Boston	11h 37m including layover	Find flight from$139
11:44 am — 4:58 pm	11:44 am — 2:44 pm AA2095 American Airlines Chicago — Philadelphia 42m stop 3:26 pm — 4:58 pm AA2395 American Airlines Philadelphia — Boston	4h 14m including layover	Find flight from$156
12:30 pm — 8:21 pm	12:30 pm — 3:39 pm AA358 American Airlines Chicago — New York 3h 21m stop 7:00 pm — 8:21 pm AA2122 American Airlines New York — Boston	6h 51m including layover	Find flight from$150
12:30 pm — 6:20 pm	12:30 pm — 3:38 pm AA358 American Airlines Chicago — New York 1h 22m stop 5:00 pm — 6:20 pm AA2141 American Airlines New York — Boston	4h 50m including layover	Find flight from$150
1:45 pm — 10:12 pm	1:45 pm — 4:53 pm AA2817 American Airlines Chicago — Charlotte 3h 4m stop 7:57 pm — 10:12 pm AA1843 American Airlines Charlotte — Boston	7h 27m including layover	Find flight from$149
2:17 pm — 0:21 am +1 day	2:17 pm — 5:39 pm AA178 American Airlines Chicago — New York 5h 21m stop 11:00 pm — 0:21 am AA1278 American Airlines New York — Boston	9h 4m including layover	Find flight from$134
2:30 pm — 8:21 pm	2:30 pm — 5:40 pm AA380 American Airlines Chicago — New York 1h 20m stop 7:00 pm — 8:21 pm AA2122 American Airlines New York — Boston	4h 51m including layover	Find flight from$150
3:22 pm — 11:35 pm	3:22 pm — 6:18 pm AA1015 American Airlines Chicago — Washington D.C. 3h 42m stop 10:00 pm — 11:35 pm AA2138 American Airlines Washington D.C. — Boston	7h 13m including layover	Find flight from$156
4:11 pm — 0:28 am +1 day	4:11 pm — 7:09 pm AA583 American Airlines Chicago — Charlotte 3h 6m stop 10:15 pm — 0:28 am AA1937 American Airlines Charlotte — Boston	7h 17m including layover	Find flight from$149
4:11 pm — 10:11 pm	4:11 pm — 7:09 pm AA583 American Airlines Chicago — Charlotte 48m stop 7:57 pm — 10:11 pm AA1843 American Airlines Charlotte — Boston	5h including layover	Find flight from$155
5:25 am — 12:10 pm	5:25 am — 8:24 am AA1784 American Airlines Chicago — Charlotte 1h 21m stop 9:45 am — 12:10 pm AA1902 American Airlines Charlotte — Boston	5h 45m including layover	Find flight from$85
5:25 am — 1:50 pm	5:25 am — 8:24 am AA1784 American Airlines Chicago — Charlotte 3h 7m stop 11:31 am — 1:50 pm AA1320 American Airlines Charlotte — Boston	7h 25m including layover	Find flight from$112
6:00 am — 2:24 pm	6:00 am — 9:07 am AA129 American Airlines Chicago — New York 3h 53m stop 1:00 pm — 2:24 pm AA2131 American Airlines New York — Boston	7h 24m including layover	Find flight from$85
7:00 am — 12:08 pm	7:00 am — 9:59 am AA1854 American Airlines Chicago — Philadelphia 36m stop 10:35 am — 12:08 pm AA1153 American Airlines Philadelphia — Boston	4h 8m including layover	Find flight from$85
8:06 am — 3:10 pm	8:06 am — 11:00 am AA985 American Airlines Chicago — Washington D.C. 2h 30m stop 1:30 pm — 3:10 pm AA2119 American Airlines Washington D.C. — Boston	6h 4m including layover	Find flight from$85
8:06 am — 4:10 pm	8:06 am — 11:00 am AA985 American Airlines Chicago — Washington D.C. 3h 30m stop 2:30 pm — 4:10 pm AA2149 American Airlines Washington D.C. — Boston	7h 4m including layover	Find flight from$85
9:55 am — 6:20 pm	9:55 am — 11:06 am AA2913 American Airlines Chicago — Lake Saint Louis 1h 1m stop 12:07 pm — 3:31 pm AA4416 American Airlines Lake Saint Louis — New York 1h 29m stop 5:00 pm — 6:20 pm AA2141 American Airlines New York — Boston	7h 25m including layover	Find flight from$190

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

*Departure and arrival times are local. Last updated on 09/08/2024

Flight Information

There are 11 flights by American 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 10:00 pm to 9:55 pm. Nonstop flight is 2h 16m. The time difference between Chicago and Boston is 1h.

The fastest flight 2h 16m
Average flight time 2h 22m
The earliest flight 10:00 pm
The latest flight 9:55 pm
Distance 852 ml

The cheapest months for traveling to Boston are september (from 150 $).

The cheapest flight by American Airlines that our users were able to find is $65. This airfare is economy class on one-way AA2384 flight for October 2, 2019 leaving O'Hare International in Chicago at 7:10 am, it includes all taxes and additional fees.

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American Airlines Airplanes on the Route

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

Boeing 737-800

from $150

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Boeing 737

from $186

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Airbus A321

from $186

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Other Popular Airlines on the Route

Besides American Airlines there are other 1 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 13 direct flights every day from Chicago. Airlines and fares are below:

B6 - JetBlue

from $213

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See more direct flights

Connecting Flights

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

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How to book an air ticket yourself?

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