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 (ORD - 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.

Best fares from ORD to BOS (Found by others)

Sun Mon Tue Wed Thu Fri Sat
          1 $274 2 $265
3 $220 4 $230 5 $220 6 $220 7 $225 8 $230 9 $245
10 $255 11 $213 12 $188 13 $173 14 $188 15 $207 16 $215
17 $247 18 $208 19 $190 20 $190 21 $192 22 $222 23 $180
24 $213 25 $173 26 $173 27 $168 28 $192 29 $227 30 $193
31 $213            
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 ORD 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 Jul 24 - Aug 29
26 6:15 am 9:25 am Jul 26 - Aug 16
1551 7:55 am 11:10 am Jul 25 - Aug 18
1551 7:55 am 11:10 am Aug 3 - Aug 17
1551 7:55 am 11:10 am Jul 31 - Jul 31
1551 8:00 am 11:10 am Aug 21 - Aug 31
1551 8:00 am 11:10 am Aug 23 - Aug 30
1551 8:00 am 11:10 am Aug 19 - Aug 29
1661 10:00 am 1:15 pm Aug 19 - Aug 31
1661 10:00 am 1:10 pm Jul 24 - Aug 18
186 12:30 pm 3:45 pm Aug 19 - Aug 31
186 12:30 pm 3:45 pm Aug 23 - Aug 30
186 12:35 pm 3:55 pm Jul 24 - Aug 18
1299 1:25 pm 4:40 pm Aug 19 - Aug 31
1299 1:45 pm 5:05 pm Jul 24 - Aug 18
1624 2:15 pm 5:30 pm Aug 19 - Aug 29
1624 2:15 pm 5:30 pm Aug 21 - Aug 30
1624 2:35 pm 5:50 pm Aug 24 - Aug 31
1624 2:40 pm 6:00 pm Jul 25 - Aug 18
1624 2:40 pm 6:00 pm Jul 24 - Aug 17
1612 3:45 pm 7:10 pm Aug 2 - Aug 16
1612 3:45 pm 7:10 pm Jul 24 - Aug 1
1612 3:45 pm 7:10 pm Aug 3 - Aug 18
1612 3:50 pm 7:05 pm Aug 20 - Aug 29
1612 3:50 pm 7:05 pm Aug 19 - Aug 28
1612 3:50 pm 7:05 pm Aug 23 - Aug 30
288 6:30 pm 9:45 pm Aug 19 - Aug 28
288 6:30 pm 9:45 pm Aug 20 - Aug 31
288 6:45 pm 10:00 pm Jul 24 - Aug 14
288 6:45 pm 10:00 pm Jul 25 - Aug 17
1407 7:45 pm 10:55 pm Aug 18 - Aug 18
1407 7:45 pm 10:55 pm Jul 24 - Aug 17
1407 7:45 pm 10:55 pm Jul 26 - Aug 16
1407 7:55 pm 11:05 pm Aug 23 - Aug 30
1407 7:55 pm 11:05 pm Aug 19 - Aug 31
1494 8:40 pm 11:50 pm Jul 24 - Aug 17
1494 8:50 pm 11:59 pm Aug 19 - Oct 1
2221 10:05 pm 1:15 am Aug 21 - Oct 23
2221 10:25 pm 1:30 am Jul 24 - Aug 1
2221 10:25 pm 1:30 am Aug 2 - Aug 16
2221 10:25 pm 1:30 am Aug 18 - Aug 18
2221 10:25 pm 1:30 am Aug 3 - Aug 17