Alaska Airlines Chicago to Boston Flights

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Cheapflightsplus.com will find cheap Alaska Airlines flights from Chicago to Boston. Compare airline ticket prices and book air tickets starting from $269 from trusted online travel agencies, web sites and directly from airlines. Check flights schedule of Alaska Airlines, arrivals and departure details below.

Find Cheap Airfare Chicago (IL) — Boston (MA) by Alaska 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 may: one-way - $269, two-way – $461.

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Cheap Flights from Chicago to Boston by Alaska Airlines

Look at the list of plane tickets for the most connecting flights by Alaska Airlines, their prices start from $269. There’re no direct flights. The fastest connecting flight – 11h 19m.

Price	Departure	Arrival	Flight Time	Airline	Flight
from $269 Find flight	8:00 am Chicago O'Hare International	5:48 am+1 день Boston Logan	20h 48m layover 10h 26m - San Francisco	Alaska Airlines	AS1201 AS1358
from $275 Find flight	6:00 am Chicago O'Hare International	0:09 am+1 день Boston Logan	17h 9m layover 7h 10m - Seattle	Alaska Airlines	AS27 AS736
from $283 Find flight	8:00 am Chicago O'Hare International	0:09 am+1 день Boston Logan	15h 9m layover 5h 7m - Seattle	Alaska Airlines	AS23 AS736
from $320 Find flight	2:05 pm Chicago O'Hare International	5:59 am+1 день Boston Logan	14h 54m layover 4h 52m - Seattle	Alaska Airlines	AS29 AS24
from $330 Find flight	5:40 pm Chicago O'Hare International	5:59 am+1 день Boston Logan	11h 19m layover 1h 17m - Seattle	Alaska Airlines	AS51 AS24
from $342 Find flight	9:15 am Chicago O'Hare International	11:15 pm Boston Logan	13h 0m layover 3h 11m - Portland	Alaska Airlines	AS635 AS172
from $351 Find flight	8:00 am Chicago O'Hare International	5:59 am+1 день Boston Logan	20h 59m layover 10h 57m - Seattle	Alaska Airlines	AS23 AS24
from $466 Find flight	7:40 pm Chicago O'Hare International	3:25 pm+1 день Boston Logan	18h 45m layover 8h 32m - Seattle	Alaska Airlines	AS21 AS12
from $493 Find flight	5:40 pm Chicago O'Hare International	3:25 pm+1 день Boston Logan	20h 45m layover 10h 32m - Seattle	Alaska Airlines	AS51 AS12

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*Departure and arrival times are local. Prices are for one-way flights. Information refreshed on 04/24/2024

Alaska 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
2:05 pm — 5:59 am +1 day	2:05 pm — 4:43 pm AS29 Alaska Airlines Chicago — Seattle 4h 52m stop 9:35 pm — 5:59 am AS24 Alaska Airlines Seattle — Boston	14h 54m including layover	Find flight from$320
5:40 pm — 5:59 am +1 day	5:40 pm — 8:18 pm AS51 Alaska Airlines Chicago — Seattle 1h 17m stop 9:35 pm — 5:59 am AS24 Alaska Airlines Seattle — Boston	11h 19m including layover	Find flight from$330
5:40 pm — 3:25 pm +1 day	5:40 pm — 8:18 pm AS51 Alaska Airlines Chicago — Seattle 10h 32m stop 6:50 am — 3:25 pm AS12 Alaska Airlines Seattle — Boston	20h 45m including layover	Find flight from$493
6:00 am — 0:09 am +1 day	6:00 am — 8:35 am AS27 Alaska Airlines Chicago — Seattle 7h 10m stop 3:45 pm — 0:09 am AS736 Alaska Airlines Seattle — Boston	17h 9m including layover	Find flight from$275
6:00 am — 5:59 am +1 day	6:00 am — 8:35 am AS27 Alaska Airlines Chicago — Seattle 13h stop 9:35 pm — 5:59 am AS24 Alaska Airlines Seattle — Boston	22h 59m including layover	Find flight from$337
7:40 pm — 3:25 pm +1 day	7:40 pm — 10:18 pm AS21 Alaska Airlines Chicago — Seattle 8h 32m stop 6:50 am — 3:25 pm AS12 Alaska Airlines Seattle — Boston	18h 45m including layover	Find flight from$466
8:00 am — 5:48 am +1 day	8:00 am — 10:46 am AS1201 Alaska Airlines Chicago — San Francisco 10h 26m stop 9:12 pm — 5:48 am AS1358 Alaska Airlines San Francisco — Boston	20h 48m including layover	Find flight from$269
8:00 am — 0:09 am +1 day	8:00 am — 10:38 am AS23 Alaska Airlines Chicago — Seattle 5h 7m stop 3:45 pm — 0:09 am AS736 Alaska Airlines Seattle — Boston	15h 9m including layover	Find flight from$283
8:00 am — 5:59 am +1 day	8:00 am — 10:38 am AS23 Alaska Airlines Chicago — Seattle 10h 57m stop 9:35 pm — 5:59 am AS24 Alaska Airlines Seattle — Boston	20h 59m including layover	Find flight from$351
9:15 am — 11:15 pm	9:15 am — 11:49 am AS635 Alaska Airlines Chicago — Portland 3h 11m stop 3:00 pm — 11:15 pm AS172 Alaska Airlines Portland — Boston	13h including layover	Find flight from$342

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

*Departure and arrival times are local. Last updated on 04/24/2024

Flight Information

There are 11 flights by Alaska 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 2:05 pm to 9:15 am. Nonstop flight is 11h 19m. The time difference between Chicago and Boston is 1h.

The fastest flight 11h 19m
Average flight time 17h 57m
The earliest flight 2:05 pm
The latest flight 9:15 am
Distance 852 ml

The cheapest flight by Alaska Airlines that our users were able to find is $269. This airfare is economy class on one-way AS1201 flight for October 3, 2018 leaving O'Hare International in Chicago at 8:00 am, it includes all taxes and additional fees.

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Alaska Airlines Airplanes on the Route

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

Boeing 737-900

from $342

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Other Popular Airlines on the Route

Besides Alaska Airlines there are other 2 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 3 direct flights every day from Chicago. Airlines and fares are below:

AA - American Airlines

from $143

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B6 - JetBlue

from $203

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Connecting Flights

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

AA - American Airlines

from $178

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How to book an air ticket yourself?

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