Find Deals on Flights from Chicago to Boston Logan International (CHI - BOS)

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youths
12-17
Children
2-11
Seat Infants
under 2
Lap Infants
under 2
The price shown for each flight will be the average for all passengers including any infants.
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Book cheap flights from Chicago to Boston Logan International

(Round-trip)
Depart: Tue Aug 23 2016 Return: Wed Aug 31 2016 Trip spans 9 days
Depart: Sat Sep 10 2016 Return: Tue Sep 13 2016 Trip spans 4 days
Depart: Tue Sep 27 2016 Return: Tue Oct 4 2016 Trip spans 8 days
Depart: Tue Oct 18 2016 Return: Wed Oct 26 2016 Trip spans 9 days
Depart: Tue Oct 25 2016 Return: Wed Nov 2 2016 Trip spans 9 days
Depart: Tue Nov 1 2016 Return: Tue Nov 8 2016 Trip spans 8 days
Depart: Wed Nov 2 2016 Return: Tue Nov 8 2016 Trip spans 7 days
Depart: Sat Oct 1 2016 Return: Tue Oct 4 2016 Trip spans 4 days
Depart: Fri Nov 11 2016 Return: Mon Nov 14 2016 Trip spans 4 days
Depart: Fri Oct 21 2016 Return: Mon Oct 24 2016 Trip spans 4 days
Depart: Fri Jan 20 2017 Return: Sun Jan 22 2017 Trip spans 3 days
Depart: Sat Sep 10 2016 Return: Tue Sep 13 2016 Trip spans 4 days
Depart: Wed Aug 31 2016 Return: Mon Sep 5 2016 Trip spans 6 days
Depart: Thu Aug 18 2016 Return: Tue Aug 23 2016 Trip spans 6 days
Depart: Thu Jul 28 2016 Return: Wed Aug 31 2016 Trip spans 35 days
Depart: Sat Oct 1 2016 Return: Sun Oct 9 2016 Trip spans 9 days
Depart: Sun Sep 11 2016 Return: Sat Sep 17 2016 Trip spans 7 days
Depart: Fri Sep 30 2016 Return: Tue Oct 4 2016 Trip spans 5 days
Depart: Thu Aug 25 2016 Return: Wed Aug 31 2016 Trip spans 7 days
Depart: Thu Jul 28 2016 Return: Tue Aug 2 2016 Trip spans 6 days
Direct flights CHI to BOS on American Airlines
Flight # Depart ORD Arrive BOS Sun Mon Tue Wed Thu Fri Sat Valid Between
1183 6:00 am 9:11 am Jul 28 - Aug 22
1183 6:00 am 9:11 am Jul 30 - Aug 20
1183 6:00 am 9:13 am Aug 25 - Sep 2
1183 7:00 am 10:17 am Aug 27 - Sep 10
1240 7:00 am 10:14 am Aug 7 - Aug 21
1240 7:00 am 10:14 am Aug 6 - Aug 20
1240 7:05 am 10:19 am Jul 28 - Aug 22
1240 7:05 am 10:22 am Aug 23 - Sep 15
2607 7:05 am 10:22 am Aug 28 - Aug 28
1257 8:35 am 11:51 am Jul 28 - Aug 22
1257 8:35 am 11:53 am Aug 23 - Sep 3
252 10:05 am 1:21 pm Jul 28 - Sep 2
252 10:05 am 1:21 pm Sep 3 - Sep 3
2224 11:49 am 3:05 pm Jul 28 - Aug 22
2224 11:50 am 3:12 pm Aug 23 - Sep 2
197 12:05 pm 3:26 pm Jul 30 - Aug 20
197 12:05 pm 3:28 pm Aug 27 - Aug 27
197 12:05 pm 3:28 pm Sep 3 - Sep 3
1503 1:20 pm 4:38 pm Aug 9 - Aug 18
1503 1:20 pm 4:41 pm Aug 24 - Aug 31
1503 1:20 pm 4:41 pm Sep 1 - Sep 9
1503 1:20 pm 4:38 pm Aug 7 - Aug 22
1503 1:20 pm 4:41 pm Aug 23 - Aug 30
1503 1:20 pm 4:38 pm Jul 29 - Aug 5
1503 1:20 pm 4:38 pm Jul 28 - Aug 4
1503 1:21 pm 4:42 pm Sep 3 - Sep 3
1503 1:21 pm 4:39 pm Aug 6 - Aug 20
1503 1:21 pm 4:42 pm Aug 27 - Aug 27
2387 3:05 pm 6:26 pm Aug 27 - Sep 10
2387 3:05 pm 6:26 pm Aug 23 - Sep 2
2387 3:05 pm 6:25 pm Aug 8 - Aug 22
2387 3:05 pm 6:25 pm Aug 7 - Aug 21
2387 3:05 pm 6:25 pm Jul 30 - Aug 20
2387 3:05 pm 6:25 pm Jul 28 - Aug 5
1205 4:44 pm 8:02 pm Aug 23 - Sep 15
1205 4:44 pm 8:02 pm Aug 28 - Sep 11
1205 4:44 pm 8:02 pm Aug 27 - Sep 10
1205 4:55 pm 8:16 pm Jul 28 - Aug 22
1205 4:55 pm 8:16 pm Jul 30 - Aug 20
366 6:36 pm 9:59 pm Jul 28 - Aug 22
366 6:36 pm 9:57 pm Aug 23 - Sep 14
2326 8:25 pm 11:43 pm Aug 7 - Aug 22
2326 8:25 pm 11:43 pm Jul 28 - Aug 4
2326 8:25 pm 11:43 pm Jul 29 - Aug 5
2326 8:25 pm 11:43 pm Aug 9 - Aug 18
1167 8:30 pm 11:49 pm Sep 1 - Sep 9
1167 8:30 pm 11:49 pm Aug 24 - Aug 31
1167 8:30 pm 11:49 pm Aug 23 - Aug 30
1167 9:44 pm 12:59 am Jul 28 - Aug 22
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

We’re not the seller.
At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

We compile tonnes of data for you
Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

If you have more questions or if you have a bad price to report to us,
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Airports
Origin

Chicago
only $77
only $94
Destination

Boston
$77