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

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 Boston Logan International to Chicago O'Hare International

(Round-trip)
Depart: Mon Sep 12 2016 Return: Wed Sep 14 2016 Trip spans 3 days
Depart: Tue Sep 13 2016 Return: Wed Sep 28 2016 Trip spans 16 days
Depart: Tue Nov 1 2016 Return: Sat Nov 5 2016 Trip spans 5 days
Depart: Wed Oct 12 2016 Return: Sat Oct 15 2016 Trip spans 4 days
Depart: Wed Sep 14 2016 Return: Wed Sep 28 2016 Trip spans 15 days
Depart: Sun Sep 18 2016 Return: Tue Sep 27 2016 Trip spans 10 days
Depart: Tue Sep 20 2016 Return: Sat Oct 1 2016 Trip spans 12 days
Depart: Wed Oct 19 2016 Return: Sun Oct 23 2016 Trip spans 5 days
Depart: Sat Sep 10 2016 Return: Tue Sep 13 2016 Trip spans 4 days
Depart: Wed Sep 21 2016 Return: Wed Sep 28 2016 Trip spans 8 days
Depart: Mon Oct 24 2016 Return: Tue Nov 1 2016 Trip spans 9 days
Depart: Sun Dec 4 2016 Return: Mon Dec 12 2016 Trip spans 9 days
Depart: Thu Sep 15 2016 Return: Sat Sep 17 2016 Trip spans 3 days
Depart: Thu Oct 27 2016 Return: Sat Oct 29 2016 Trip spans 3 days
Depart: Tue Sep 27 2016 Return: Wed Sep 28 2016 Trip spans 2 days
Depart: Sat Sep 17 2016 Return: Tue Sep 20 2016 Trip spans 4 days
Depart: Thu Nov 3 2016 Return: Sat Nov 5 2016 Trip spans 3 days
Depart: Fri Sep 23 2016 Return: Sat Oct 1 2016 Trip spans 9 days
Depart: Tue Oct 4 2016 Return: Wed Oct 5 2016 Trip spans 2 days
Depart: Thu Sep 22 2016 Return: Tue Sep 27 2016 Trip spans 6 days
Direct flights BOS to ORD on American Airlines
Flight # Depart BOS Arrive ORD Sun Mon Tue Wed Thu Fri Sat Valid Between
1155 6:00 am 7:50 am Aug 25 - Sep 15
1155 6:00 am 7:50 am Sep 16 - Oct 28
1404 7:00 am 8:58 am Aug 25 - Sep 15
1404 7:00 am 8:58 am Sep 16 - Nov 3
1435 9:00 am 10:51 am Sep 16 - Oct 29
1435 9:00 am 10:51 am Aug 25 - Sep 10
1435 9:00 am 10:51 am Sep 4 - Sep 4
1435 9:00 am 10:51 am Sep 11 - Sep 15
2253 10:05 am 11:57 am Aug 25 - Sep 2
2253 10:05 am 11:57 am Sep 17 - Oct 1
2253 10:05 am 11:57 am Sep 16 - Oct 5
2253 10:05 am 11:57 am Sep 10 - Sep 10
2253 10:05 am 11:57 am Sep 5 - Sep 15
2253 10:05 am 11:57 am Aug 27 - Sep 3
1240 11:00 am 12:51 pm Aug 28 - Sep 4
1240 12:15 pm 2:05 pm Aug 25 - Sep 15
1240 12:15 pm 2:05 pm Sep 11 - Sep 11
1240 12:15 pm 2:05 pm Sep 16 - Oct 28
1240 12:15 pm 2:05 pm Sep 18 - Oct 2
252 2:10 pm 4:01 pm Aug 25 - Sep 2
252 2:10 pm 4:01 pm Sep 3 - Sep 3
252 2:10 pm 4:01 pm Sep 4 - Sep 15
252 2:10 pm 4:01 pm Sep 16 - Oct 22
197 3:30 pm 5:24 pm Sep 16 - Oct 21
197 3:30 pm 5:24 pm Aug 25 - Sep 15
2591 4:30 pm 6:24 pm Sep 5 - Sep 15
2591 4:30 pm 6:24 pm Sep 17 - Oct 1
2591 4:30 pm 6:24 pm Sep 16 - Oct 5
2591 4:30 pm 6:24 pm Sep 4 - Sep 4
2591 4:30 pm 6:24 pm Aug 25 - Sep 2
2591 4:30 pm 6:24 pm Sep 10 - Sep 10
1503 5:26 pm 7:20 pm Sep 4 - Sep 4
1503 5:26 pm 7:20 pm Sep 22 - Oct 13
1503 5:26 pm 7:20 pm Sep 16 - Oct 17
1503 5:26 pm 7:20 pm Aug 26 - Sep 2
1503 5:26 pm 7:20 pm Sep 5 - Sep 15
1503 5:31 pm 7:25 pm Sep 17 - Oct 22
1503 5:31 pm 7:25 pm Sep 10 - Sep 10
40 7:11 pm 9:01 pm Sep 7 - Oct 5
40 7:11 pm 9:01 pm Sep 10 - Oct 29
40 7:12 pm 9:02 pm Aug 25 - Sep 2
40 7:12 pm 9:02 pm Sep 5 - Sep 6
* 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.

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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

Boston
$77
Destination

Chicago
$77
Airlines Airline reviews

166 travelers who booked a flight from Boston to Chicago rated their chosen airlines with an average of 5.9.

Overall
6.2
Boarding
6.3
Crew
7.0
Comfort
5.8
Food
4.6
Entertainment
4.7