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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 $321
2 $318 3 $271 4 $268 5 $268 6 $268 7 $318 8 $294
9 $268 10 $268 11 $218 12 $218 13 $212 14 $218 15 $212
16 $218 17 $212 18 $212 19 $212 20 $212 21 $238 22 $222
23 $250 24 $334 25 $321 26 $408 27 $296 28 $271 29 $449
30 $597            
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
3907 8:40 am 10:45 am Dec 6 - Dec 13
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