Alaska Airlines Chicago to Boston Flights

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Best Airfare Price Calendar Flights Schedule

Cheapflightsplus.com will find cheap Alaska Airlines flights from Chicago to Boston. Compare airline ticket prices and book air tickets starting from $219 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 december: one-way - $219, two-way – $376.

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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 $219. There’re no direct flights. The fastest connecting flight – 10h 59m.

Price	Departure	Arrival	Flight Time	Airline	Flight
from $219 Find flight	6:55 pm Chicago O'Hare International	4:55 pm+1 день Boston Logan	21h 0m layover 10h 40m - Seattle	Alaska Airlines	AS421 AS306
from $227 Find flight	7:00 am Chicago O'Hare International	6:59 pm Boston Logan	10h 59m layover 1h 1m - Seattle	Alaska Airlines	AS333 AS424
from $273 Find flight	3:03 pm Chicago O'Hare International	4:55 pm+1 день Boston Logan	24h 52m layover 14h 35m - Seattle	Alaska Airlines	AS335 AS306
from $310 Find flight	10:00 am Chicago O'Hare International	11:59 pm Boston Logan	12h 59m layover 3h 2m - Seattle	Alaska Airlines	AS462 AS460
from $318 Find flight	5:54 pm Chicago O'Hare International	7:44 am+1 день Boston Logan	12h 50m layover 2h 55m - Seattle	Alaska Airlines	AS353 AS536

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*Departure and arrival times are local. Prices are for one-way flights. Information refreshed on 11/21/2024

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
10:00 am — 11:59 pm	10:00 am — 12:43 pm AS462 Alaska Airlines Chicago — Seattle 3h 2m stop 3:45 pm — 11:59 pm AS460 Alaska Airlines Seattle — Boston	12h 59m including layover	Find flight from$310
3:03 pm — 4:55 pm +1 day	1:05 pm — 3:45 pm AS335 Alaska Airlines Chicago — Seattle 14h 35m stop 7:15 am — 3:35 pm AS306 Alaska Airlines Seattle — Boston	24h 52m including layover	Find flight from$273
5:54 pm — 7:44 am +1 day	5:54 pm — 8:35 pm AS353 Alaska Airlines Chicago — Seattle 2h 55m stop 11:30 pm — 7:44 am AS536 Alaska Airlines Seattle — Boston	12h 50m including layover	Find flight from$318
6:55 pm — 4:55 pm +1 day	6:55 pm — 9:46 pm AS421 Alaska Airlines Chicago — Seattle 10h 40m stop 8:26 am — 4:55 pm AS306 Alaska Airlines Seattle — Boston	21h including layover	Find flight from$219
6:55 pm — 11:59 pm +1 day	6:55 pm — 9:46 pm AS421 Alaska Airlines Chicago — Seattle 17h 59m stop 3:45 pm — 11:59 pm AS460 Alaska Airlines Seattle — Boston	28h 4m including layover	Find flight from$219
7:00 am — 6:59 pm	6:32 am — 9:20 am AS333 Alaska Airlines Chicago — Seattle 1h 1m stop 10:41 am — 6:59 pm AS424 Alaska Airlines Seattle — Boston	10h 59m including layover	Find flight from$227

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

*Departure and arrival times are local. Last updated on 11/21/2024

Flight Information

There are 7 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 10:00 am to 7:00 am. Nonstop flight is 10h 59m. The time difference between Chicago and Boston is 1h.

The fastest flight 10h 59m
Average flight time 17h
The earliest flight 10:00 am
The latest flight 7:00 am
Distance 852 ml

The cheapest months for traveling to Boston are february (from 219 $), december (from 227 $), november (from 252 $).

The cheapest flight by Alaska Airlines that our users were able to find is $219. This airfare is economy class on one-way AS421 flight for February 1, 2025 leaving O'Hare International in Chicago at 6:55 pm, 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:

Other Popular Airlines on the Route

Besides Alaska Airlines there are other 10 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:

UA - United Airlines

from $99

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Connecting Flights

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

F9 - Frontier Airlines

from $64

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PD - Porter Airlines

from $280

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UA - United Airlines

from $132

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NK - Spirit Airlines

from $62

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SY - Sun Country Airlines

from $294

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TK - Turkish Airlines

from $1135

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KG - Aerogaviota

from $220

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TP - TAP Portugal

from $999

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LX - SWISS International Air Lines

from $5899

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TS - Air Transat

from $312

Find

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How to book an air ticket yourself?

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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.
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