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Cheap Flights from Boston to Chicago (BOS - CHI)

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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 CHI (Found by others)

Sun Mon Tue Wed Thu Fri Sat
  1 $258 2 $255 3 $255 4 $255 5 $255 6 $255
7 $235 8 $165 9 $155 10 $155 11 $165 12 $192 13 $155
14 $197 15 $165 16 $155 17 $155 18 $175 19 $192 20 $155
21 $197 22 $175 23 $151 24 $155 25 $175 26 $177 27 $151
28 $177 29 $175 30 $151        
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 CHI 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 1 - Oct 31
1247 7:10 am 9:00 am Oct 2 - Nov 1
1327 7:10 am 9:00 am Sep 1 - Oct 1
289 8:00 am 9:45 am Sep 1 - Oct 24
2376 9:05 am 10:55 am Sep 1 - Oct 24
2376 9:05 am 10:55 am Sep 6 - Oct 25
26 10:10 am 11:50 am Sep 1 - Oct 24
1551 11:55 am 1:35 pm Sep 30 - Oct 1
1551 11:55 am 1:35 pm Sep 9 - Sep 23
1551 11:55 am 1:35 pm Sep 6 - Sep 27
1551 11:55 am 1:35 pm Sep 10 - Sep 29
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 1 - Oct 1
187 2:00 pm 3:45 pm Oct 2 - Oct 21
1528 4:30 pm 6:15 pm Oct 2 - Oct 24
187 4:30 pm 6:15 pm Aug 28 - Oct 1
1299 5:25 pm 7:15 pm Sep 17 - Oct 24
1299 5:25 pm 7:15 pm Sep 16 - Oct 21
1299 5:25 pm 7:15 pm Sep 1 - Sep 15
1624 6:15 pm 8:00 pm Sep 1 - Oct 24
1624 6:35 pm 8:15 pm Sep 7 - Oct 19
1612 7:50 pm 9:30 pm Sep 11 - Sep 18
1612 7:50 pm 9:30 pm Sep 1 - Sep 19
1612 7:50 pm 9:30 pm Sep 9 - Sep 16
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