Find Deals on Flights from Chicago O'Hare International to Boston Logan International (ORD - 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 O'Hare International to Boston Logan International

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

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

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Why aren’t prices accurate 100% of the time?
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Airports
Origin

Chicago
$77
Destination

Boston
$77
Airlines Airline reviews

136 travelers who booked a flight from Chicago to Boston rated their chosen airlines with an average of 6.2.

Overall
6.3
Boarding
6.5
Crew
7.0
Comfort
6.0
Food
5.0
Entertainment
4.7