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Cheap Flights from Boston to Chicago (BOS - ORD)

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.
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Best fares from BOS to ORD (Found by others)

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12 $268 13 $268
14 $318 15 $255 16 $255 17 $255 18 $255 19 $235 20 $175
21 $227 22 $165 23 $155 24 $155 25 $165 26 $186 27 $175
28 $197 29 $175 30 $155        
KAYAK searches hundreds of sites to find the best rate for your next flight from Boston to Chicago. Get the best flight deal for your Chicago trip!
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Direct flights BOS to ORD on American Airlines
Flight # Depart BOS Arrive ORD Sun Mon Tue Wed Thu Fri Sat Valid Between
1083 6:00 am 7:40 am Sep 19 - Oct 31
1247 7:10 am 9:00 am Oct 2 - Nov 1
1327 7:10 am 9:00 am Sep 18 - Oct 1
289 8:00 am 9:45 am Sep 18 - Oct 24
2376 9:05 am 10:55 am Sep 18 - Oct 24
2376 9:05 am 10:55 am Sep 20 - Oct 25
26 10:10 am 11:50 am Sep 18 - Oct 24
1551 11:55 am 1:35 pm Sep 18 - Sep 29
1551 11:55 am 1:35 pm Sep 23 - Sep 23
1551 11:55 am 1:35 pm Sep 20 - Sep 27
1551 11:55 am 1:35 pm Sep 30 - Oct 1
1551 12:05 pm 1:45 pm Oct 2 - Oct 24
1551 12:05 pm 1:45 pm Oct 4 - Oct 25
1661 2:00 pm 3:45 pm Sep 18 - Oct 1
187 2:00 pm 3:45 pm Oct 2 - Oct 21
187 2:00 pm 3:45 pm Oct 22 - Oct 22
1528 4:30 pm 6:15 pm Oct 2 - Oct 24
187 4:30 pm 6:15 pm Sep 18 - Oct 1
1299 5:25 pm 7:15 pm Sep 18 - Oct 24
1299 5:25 pm 7:15 pm Sep 23 - Oct 21
1624 6:15 pm 8:00 pm Oct 2 - Oct 24
1624 6:15 pm 8:00 pm Sep 18 - Sep 30
1624 6:35 pm 8:15 pm Sep 21 - Oct 19
1612 7:50 pm 9:30 pm Sep 21 - Oct 24
1612 7:50 pm 9:30 pm Sep 23 - Sep 23
1612 7:50 pm 9:30 pm Sep 25 - Oct 23