SEARCH ONE AND DONE. - Compare hundreds of travel sites at once.
Choose where to book.
Find deals from over 400 airlines worldwide.

Cheap Flights from Chicago to Boston (CHI - BOS)

DepartReturn
1 adult
Note: some airlines charge for infants in laps.
The price shown for each flight will be the average for all passengers including any infants.
Choose Sites to Compare vs. KAYAK

Best fares from CHI to BOS (Found by others)

Sun Mon Tue Wed Thu Fri Sat
            1 $201
2 $204 3 $201 4 $201 5 $201 6 $202 7 $201 8 $185
9 $181 10 $181 11 $161 12 $161 13 $181 14 $182 15 $155
16 $181 17 $181 18 $161 19 $159 20 $181 21 $181 22 $219
23 $185 24 $181 25 $181 26 $195 27 $181 28 $181 29 $382
30 $459            
KAYAK searches hundreds of sites to find the best rate for your next flight from Chicago to Boston. Get the best flight deal for your Boston trip!
Here's how it works. Search KAYAK for a flight ticket from Chicago to Boston. Sort, filter and compare results on one web page. Then book your plane ticket direct on the airline or travel agent site of your choice!
Direct flights CHI to BOS on American Airlines
Flight # Depart ORD Arrive BOS Sun Mon Tue Wed Thu Fri Sat Valid Between
26 6:15 am 9:25 am Nov 5 - Nov 5
26 6:15 am 9:20 am Nov 6 - Nov 24
26 6:15 am 9:20 am Nov 26 - Dec 1
26 6:15 am 9:20 am Nov 29 - Nov 29
26 6:15 am 9:25 am Oct 26 - Oct 31
26 6:15 am 9:25 am Nov 3 - Nov 3
26 6:15 am 9:25 am Nov 2 - Nov 4
26 6:15 am 9:20 am Nov 25 - Nov 27
1551 8:05 am 11:10 am Nov 28 - Nov 28
1551 8:05 am 11:10 am Nov 29 - Dec 1
1551 8:05 am 11:10 am Nov 6 - Nov 27
1551 8:10 am 11:20 am Oct 26 - Oct 31
1551 8:10 am 11:20 am Nov 1 - Nov 1
1551 8:10 am 11:20 am Nov 2 - Nov 4
1551 8:10 am 11:20 am Nov 5 - Nov 5
1516 9:55 am 1:00 pm Nov 11 - Nov 25
1516 9:55 am 1:00 pm Nov 6 - Nov 26
1516 9:55 am 1:00 pm Nov 27 - Nov 27
1516 9:55 am 1:00 pm Nov 28 - Dec 1
1661 10:00 am 1:15 pm Oct 23 - Oct 31
1661 10:00 am 1:15 pm Nov 5 - Nov 5
1661 10:00 am 1:15 pm Nov 2 - Nov 4
186 11:50 am 2:55 pm Nov 8 - Nov 22
186 11:50 am 2:55 pm Nov 6 - Dec 1
186 11:50 am 2:55 pm Nov 29 - Nov 29
186 12:05 pm 3:10 pm Nov 9 - Nov 23
186 12:05 pm 3:10 pm Nov 30 - Nov 30
186 12:30 pm 3:45 pm Oct 25 - Nov 1
186 12:30 pm 3:45 pm Oct 31 - Oct 31
186 12:30 pm 3:45 pm Nov 5 - Nov 5
186 12:30 pm 3:45 pm Nov 2 - Nov 4
1299 1:00 pm 4:15 pm Nov 28 - Nov 28
1299 1:00 pm 4:15 pm Nov 22 - Nov 22
1299 1:00 pm 4:15 pm Nov 6 - Nov 20
1299 1:00 pm 4:15 pm Nov 27 - Nov 27
1299 1:00 pm 4:15 pm Nov 25 - Nov 29
1299 1:00 pm 4:15 pm Nov 30 - Dec 1
1299 1:00 pm 4:15 pm Nov 7 - Nov 26
1299 1:25 pm 4:40 pm Nov 2 - Nov 3
1299 1:25 pm 4:40 pm Oct 31 - Oct 31
1299 1:25 pm 4:40 pm Oct 25 - Nov 1
1299 1:25 pm 4:40 pm Nov 5 - Nov 5
1299 1:25 pm 4:40 pm Nov 4 - Nov 4
1624 2:00 pm 5:10 pm Nov 28 - Dec 1
1624 2:00 pm 5:10 pm Nov 27 - Nov 27
1624 2:00 pm 5:10 pm Nov 8 - Nov 29
1624 2:00 pm 5:10 pm Nov 6 - Nov 26
1624 2:15 pm 5:30 pm Nov 3 - Nov 4
1624 2:15 pm 5:30 pm Oct 25 - Nov 1
1624 2:15 pm 5:30 pm Nov 5 - Nov 5
1624 2:35 pm 5:50 pm Nov 2 - Nov 2
1612 3:50 pm 7:05 pm Oct 31 - Nov 1
1612 3:50 pm 7:05 pm Nov 2 - Nov 2
1612 3:50 pm 7:05 pm Nov 5 - Nov 5
1612 3:50 pm 7:05 pm Nov 4 - Nov 4
1612 3:50 pm 7:05 pm Nov 3 - Nov 3
1612 3:55 pm 7:05 pm Nov 9 - Nov 30
1612 3:55 pm 7:05 pm Nov 7 - Nov 21
1612 3:55 pm 7:05 pm Nov 6 - Nov 20
1612 3:55 pm 7:05 pm Nov 11 - Nov 18
1612 3:55 pm 7:05 pm Nov 26 - Dec 1
1612 3:55 pm 7:05 pm Nov 25 - Nov 25
1612 4:15 pm 7:25 pm Nov 8 - Nov 29
1014 6:30 pm 9:45 pm Oct 26 - Nov 1
1014 6:30 pm 9:45 pm Nov 2 - Nov 3
1014 6:30 pm 9:45 pm Nov 5 - Nov 5
1014 6:30 pm 9:45 pm Nov 4 - Nov 4
1440 6:35 pm 9:40 pm Nov 8 - Nov 29
1440 6:35 pm 9:40 pm Nov 9 - Nov 30
1440 6:35 pm 9:40 pm Nov 24 - Nov 24
1440 6:35 pm 9:40 pm Nov 26 - Dec 1
1440 6:35 pm 9:40 pm Nov 6 - Nov 25
1440 6:35 pm 9:40 pm Nov 7 - Nov 21
1407 8:00 pm 11:10 pm Nov 5 - Nov 5
1407 8:00 pm 11:10 pm Nov 2 - Nov 4
1407 8:00 pm 11:10 pm Nov 1 - Nov 1
288 8:05 pm 11:10 pm Nov 29 - Nov 29
288 8:05 pm 11:10 pm Nov 30 - Dec 1
288 8:05 pm 11:10 pm Nov 24 - Nov 28
288 8:05 pm 11:10 pm Nov 8 - Nov 22
288 8:05 pm 11:10 pm Nov 6 - Nov 23
288 8:50 pm 11:59 pm Nov 2 - Nov 4
288 8:50 pm 11:59 pm Nov 5 - Nov 5
288 8:50 pm 11:59 pm Oct 31 - Oct 31
1570 8:55 pm 11:59 pm Nov 6 - Nov 26
1570 8:55 pm 11:59 pm Nov 30 - Dec 1
1570 8:55 pm 11:59 pm Nov 28 - Nov 28
2221 10:05 pm 1:15 am Nov 2 - Nov 2
2221 10:05 pm 1:05 am Nov 9 - Nov 30
2221 10:05 pm 1:05 am Nov 6 - Nov 20