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Cheap Flights from Chicago to Boston (CHI - BOS)

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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 CHI to BOS (Found by others)

Sun Mon Tue Wed Thu Fri Sat
  1 $286 2 $215 3 $155 4 $165 5 $165 6 $155
7 $219 8 $165 9 $155 10 $155 11 $163 12 $163 13 $155
14 $163 15 $163 16 $155 17 $131 18 $165 19 $177 20 $131
21 $163 22 $163 23 $131 24 $125 25 $163 26 $163 27 $148
28 $163 29 $165 30 $151        
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!
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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 Sep 1 - Oct 24
1551 8:00 am 11:10 am Sep 10 - Sep 29
1551 8:00 am 11:10 am Sep 6 - Sep 27
1551 8:00 am 11:10 am Sep 30 - Oct 1
1551 8:00 am 11:10 am Sep 1 - Sep 8
1551 8:00 am 11:10 am Sep 9 - Sep 23
1551 8:10 am 11:20 am Oct 2 - Oct 24
1551 8:10 am 11:20 am Oct 4 - Oct 25
1661 10:00 am 1:15 pm Oct 2 - Oct 31
1661 10:00 am 1:15 pm Sep 1 - Oct 1
186 12:30 pm 3:45 pm Sep 1 - Oct 23
186 12:30 pm 3:45 pm Sep 6 - Nov 1
1299 1:25 pm 4:40 pm Sep 1 - Sep 15
1299 1:25 pm 4:40 pm Sep 16 - Oct 21
1299 1:25 pm 4:40 pm Sep 17 - Oct 24
1624 2:15 pm 5:30 pm Sep 1 - Oct 24
1624 2:35 pm 5:50 pm Sep 7 - Oct 19
1612 3:50 pm 7:05 pm Sep 6 - Oct 25
1612 3:50 pm 7:05 pm Sep 21 - Oct 24
1612 3:50 pm 7:05 pm Sep 2 - Sep 4
1612 3:50 pm 7:05 pm Sep 11 - Sep 18
1612 3:50 pm 7:05 pm Sep 9 - Sep 16
1612 3:50 pm 7:05 pm Sep 1 - Sep 19
1612 3:50 pm 7:05 pm Sep 25 - Oct 23
1612 3:50 pm 7:05 pm Sep 23 - Sep 23
1407 6:30 pm 9:45 pm Oct 2 - Oct 23
1407 6:30 pm 9:45 pm Oct 3 - Oct 25
288 6:30 pm 9:45 pm Aug 22 - Oct 1
288 6:30 pm 9:45 pm Sep 18 - Sep 25
288 6:30 pm 9:45 pm Aug 21 - Sep 11
288 6:30 pm 9:45 pm Sep 16 - Sep 30
1407 7:55 pm 11:05 pm Aug 21 - Oct 1
1407 7:55 pm 11:05 pm Aug 23 - Sep 27
1410 8:00 pm 11:10 pm Oct 2 - Oct 24
1410 8:00 pm 11:10 pm Oct 4 - Oct 25
1494 8:50 pm 11:59 pm Aug 21 - Oct 1
288 8:50 pm 11:59 pm Oct 2 - Oct 24
2221 10:05 pm 1:15 am Aug 21 - Oct 5