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Alaska Airlines flights to Chicago

The best Alaska Airlines flight deals to Chicago

Looking for a last-minute deal or the best direct flight? Find the biggest savings on one-way and round-trip flights to Chicago with Alaska Airlines.
Chicago.$69 per passenger.Departing Sat, Nov 2.One-way flight with Alaska Airlines.Outbound direct flight with Alaska Airlines departing from Seattle / Tacoma International on Sat, Nov 2, arriving in Chicago O'Hare International.Price includes taxes and charges.From $69, select.
Chicago.$73 per passenger.Departing Tue, Sep 17.One-way flight with Alaska Airlines.Outbound direct flight with Alaska Airlines departing from Seattle / Tacoma International on Tue, Sep 17, arriving in Chicago O'Hare International.Price includes taxes and charges.From $73, select.
Chicago.$75 per passenger.Departing Tue, Aug 13.One-way flight with Alaska Airlines.Outbound direct flight with Alaska Airlines departing from San Francisco International on Tue, Aug 13, arriving in Chicago O'Hare International.Price includes taxes and charges.From $75, select.
Chicago.$77 per passenger.Departing Wed, Jul 10.One-way flight with Alaska Airlines.Outbound direct flight with Alaska Airlines departing from Seattle / Tacoma International on Wed, Jul 10, arriving in Chicago O'Hare International.Price includes taxes and charges.From $77, select.
Chicago.$87 per passenger.Departing Sat, Oct 5.One-way flight with Alaska Airlines.Outbound direct flight with Alaska Airlines departing from Portland on Sat, Oct 5, arriving in Chicago O'Hare International.Price includes taxes and charges.From $87, select.
Chicago.$100 per passenger.Departing Thu, Dec 5.One-way flight with Alaska Airlines.Outbound direct flight with Alaska Airlines departing from Seattle / Tacoma International on Thu, Dec 5, arriving in Chicago O'Hare International.Price includes taxes and charges.From $100, select.
Chicago.$102 per passenger.Departing Sat, Jun 15.One-way flight with Alaska Airlines.Outbound direct flight with Alaska Airlines departing from Seattle / Tacoma International on Sat, Jun 15, arriving in Chicago O'Hare International.Price includes taxes and charges.From $102, select.
Chicago.$129 per passenger.Departing Sun, Apr 6.One-way flight with Alaska Airlines.Outbound direct flight with Alaska Airlines departing from Seattle / Tacoma International on Sun, Apr 6, arriving in Chicago O'Hare International.Price includes taxes and charges.From $129, select.

Find the cheapest time to fly to Chicago with Alaska Airlines

Flexible on travel dates? Here's when plane tickets are cheapest.
May
from $165
Jun
from $102
Jul
from $77
Aug
from $75
Sep
from $73
Oct
from $87
Nov
from $69
Dec
from $100
Jan
from $146
Feb
from $216
Mar
from $144
Apr
from $129

Find which Chicago airports Alaska Airlines flies to

We were able to find fares for the following Chicago airports. Find the one that works for you.

Flying to Chicago with Alaska Airlines

The things to know before you go.
Cheapest flight found$69
Cheapest month to flyNovember

Flying to Chicago with Alaska Airlines: FAQs

The average Alaska Airlines flight time from United States to Chicago is 2 hours and 9 minutes.
At the moment, American Airlines, United, Southwest Airlines, Alaska Airlines and Qatar Airways all fly to Chicago too.
Alaska Airlines currently also flies to Seattle / Tacoma International, Los Angeles International and San Francisco International.
Although it's difficult to get an accurate idea of when Alaska Airlines flights to Chicago are cheapest, the lowest fares are currently for departures in August.