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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Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights from Chicago to Boston Logan International

(Round-trip)
Depart: Sat Oct 1 2016 Return: Sun Oct 2 2016 Trip spans 2 days
Depart: Sat Oct 22 2016 Return: Tue Oct 25 2016 Trip spans 4 days
Depart: Wed Nov 2 2016 Return: Sat Nov 5 2016 Trip spans 4 days
Depart: Tue Sep 20 2016 Return: Sat Sep 24 2016 Trip spans 5 days
Depart: Sat Dec 10 2016 Return: Tue Jan 3 2017 Trip spans 25 days
Depart: Tue Oct 18 2016 Return: Tue Oct 25 2016 Trip spans 8 days
Depart: Fri Oct 28 2016 Return: Wed Nov 9 2016 Trip spans 13 days
Depart: Thu Jan 12 2017 Return: Mon Jan 16 2017 Trip spans 5 days
Depart: Wed Nov 2 2016 Return: Mon Nov 7 2016 Trip spans 6 days
Depart: Thu Sep 22 2016 Return: Sat Sep 24 2016 Trip spans 3 days
Depart: Fri Sep 30 2016 Return: Sat Oct 15 2016 Trip spans 16 days
Depart: Wed Jan 11 2017 Return: Wed Jan 18 2017 Trip spans 8 days
Depart: Sat Oct 22 2016 Return: Wed Oct 26 2016 Trip spans 5 days
Depart: Tue Nov 1 2016 Return: Sun Nov 6 2016 Trip spans 6 days
Depart: Tue Dec 6 2016 Return: Thu Dec 8 2016 Trip spans 3 days
Depart: Fri Feb 3 2017 Return: Sun Feb 5 2017 Trip spans 3 days
Depart: Fri Sep 16 2016 Return: Thu Sep 22 2016 Trip spans 7 days
Depart: Fri Nov 11 2016 Return: Sun Nov 13 2016 Trip spans 3 days
Depart: Fri Sep 30 2016 Return: Fri Oct 14 2016 Trip spans 15 days
Depart: Fri Nov 11 2016 Return: Sun Nov 13 2016 Trip spans 3 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 9:13 am Sep 1 - Sep 15
1183 6:00 am 9:13 am Sep 16 - Oct 3
1183 6:05 am 9:18 am Oct 6 - Oct 28
1183 6:10 am 9:23 am Sep 18 - Oct 2
1183 6:10 am 9:23 am Sep 11 - Sep 11
1183 7:00 am 10:17 am Sep 3 - Sep 10
1183 7:00 am 10:17 am Sep 17 - Oct 1
1240 7:05 am 10:22 am Sep 16 - Oct 28
1240 7:05 am 10:22 am Sep 1 - Sep 15
2607 7:05 am 10:22 am Sep 11 - Sep 11
2607 7:05 am 10:22 am Sep 18 - Oct 30
1257 8:35 am 11:53 am Sep 1 - Sep 10
1257 8:35 am 11:53 am Sep 11 - Sep 15
1257 8:35 am 11:53 am Sep 16 - Nov 3
252 10:05 am 1:21 pm Sep 10 - Sep 15
252 10:05 am 1:21 pm Sep 16 - Oct 22
252 10:05 am 1:21 pm Sep 1 - Sep 9
2224 11:50 am 3:12 pm Sep 16 - Oct 28
2224 11:50 am 3:12 pm Sep 11 - Sep 15
2224 11:50 am 3:12 pm Sep 1 - Sep 9
197 12:05 pm 3:28 pm Sep 10 - Sep 10
197 12:05 pm 3:28 pm Sep 17 - Oct 29
1503 1:20 pm 4:41 pm Sep 22 - Oct 13
1503 1:20 pm 4:41 pm Sep 16 - Oct 17
1503 1:20 pm 4:41 pm Sep 5 - Sep 15
1503 1:21 pm 4:42 pm Sep 17 - Oct 22
1503 1:21 pm 4:42 pm Sep 10 - Sep 10
2387 3:05 pm 6:26 pm Sep 11 - Sep 15
2387 3:05 pm 6:26 pm Sep 17 - Oct 29
2387 3:05 pm 6:26 pm Sep 1 - Sep 9
2387 3:05 pm 6:26 pm Sep 3 - Sep 10
2387 3:05 pm 6:26 pm Sep 16 - Oct 7
1205 4:44 pm 8:02 pm Sep 1 - Sep 15
1205 4:44 pm 8:02 pm Sep 16 - Oct 28
1205 4:44 pm 8:02 pm Sep 17 - Oct 8
1205 4:44 pm 8:02 pm Sep 18 - Oct 2
1205 4:44 pm 8:02 pm Sep 3 - Sep 10
1205 4:44 pm 8:02 pm Sep 4 - Sep 11
366 6:35 pm 9:56 pm Oct 7 - Oct 17
366 6:35 pm 9:56 pm Oct 6 - Oct 13
366 6:36 pm 9:57 pm Sep 16 - Sep 21
366 6:36 pm 9:57 pm Sep 22 - Sep 22
366 6:36 pm 9:57 pm Sep 23 - Sep 23
366 6:36 pm 9:57 pm Sep 24 - Oct 5
366 6:36 pm 9:57 pm Sep 29 - Sep 29
366 6:36 pm 9:57 pm Sep 15 - Sep 15
366 6:36 pm 9:57 pm Sep 1 - Sep 14
1167 8:30 pm 11:49 pm Sep 16 - Oct 7
1167 8:30 pm 11:49 pm Sep 11 - Sep 15
1167 8:30 pm 11:49 pm Sep 1 - Sep 9
* 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,
please send us an email and someone from our team will get back to you promptly.

^ The fares displayed in KAYAK ads found on other sites include all taxes and fees for economy class travel and were found by KAYAK users in the last 72 hours. Seats are limited and may not be available on all flights and days. Fares are subject to change and may not be available on all flights or dates of travel. Some carriers charge additional fees for extra checked bags. Please check the carriers' sites.
Airports
Origin

Chicago
only $77
only $93
Destination

Boston
$77