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Cheap Flights from Chicago to Boston (MDW - 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.
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Best fares from MDW to BOS (Found by others)

Sun Mon Tue Wed Thu Fri Sat
            1 $271
2 $271 3 $224 4 $224 5 $224 6 $352 7 $209 8 $224
9 $209 10 $209 11 $194 12 $194 13 $209 14 $209 15 $194
16 $194 17 $209 18 $194 19 $188 20 $209 21 $229 22 $352
23 $407 24 $245 25 $311 26 $352 27 $209 28 $352 29 $590
30 $632            
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!
Select an airline:  AirTran
Direct flights MDW to BOS on AirTran
Flight # Depart MDW Arrive BOS Sun Mon Tue Wed Thu Fri Sat Valid Between
5059 7:50 am 11:00 am Oct 27 - Oct 30
4848 10:55 am 2:05 pm Nov 15 - Nov 22
4848 10:55 am 2:05 pm Nov 8 - Nov 8
2579 3:25 pm 6:35 pm Nov 2 - Nov 10
2607 3:30 pm 6:45 pm Oct 26 - Oct 31
3831 6:10 pm 9:20 pm Nov 25 - Dec 1
2391 6:30 pm 9:45 pm Oct 31 - Oct 31
4780 7:35 pm 10:50 pm Oct 26 - Oct 30
6352 8:40 pm 11:55 pm Nov 1 - Nov 1