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Cheap Flights from Boston to Chicago (BOS - MDW)

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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 MDW (Found by others)

Sun Mon Tue Wed Thu Fri Sat
            1 $224
2 $224 3 $271 4 $224 5 $209 6 $209 7 $271 8 $209
9 $209 10 $209 11 $209 12 $194 13 $209 14 $209 15 $194
16 $194 17 $209 18 $194 19 $188 20 $209 21 $229 22 $244
23 $367 24 $261 25 $311 26 $442 27 $261 28 $209 29 $456
30 $566            
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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Select an airline:  AirTran
Direct flights BOS to MDW on AirTran
Flight # Depart BOS Arrive MDW Sun Mon Tue Wed Thu Fri Sat Valid Between
6579 5:55 am 7:55 am Nov 8 - Nov 8
3907 8:40 am 10:45 am Nov 8 - Nov 22
3978 11:45 am 1:40 pm Nov 2 - Nov 7
2408 1:20 pm 3:15 pm Nov 25 - Dec 1
5826 1:20 pm 3:15 pm Nov 30 - Nov 30
2937 7:05 pm 9:00 pm Nov 10 - Nov 10