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Cheap Flights from Denver to Chicago (DEN - MDW)

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 DEN to MDW (Found by others)

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KAYAK searches hundreds of sites to find the best rate for your next flight from Denver to Chicago. Get the best flight deal for your Chicago trip!
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Direct flights DEN - MDW on Southwest
Flight No. Departure DEN Arrival MDW Sun Mon Tue Wed Thu Fri Sat Valid between
4397 06:25 09:50 4 Oct - 1 Nov
747 06:45 10:00 30 Sep - 30 Oct
4588 07:25 10:45 31 Oct - 31 Oct
202 08:05 11:25 21 Sep - 30 Oct
2730 09:10 12:35 12 Oct - 26 Oct
2730 09:10 12:35 5 Oct - 5 Oct
626 09:10 12:35 22 Sep - 31 Oct
1222 09:20 12:45 11 Oct - 25 Oct
1222 09:20 12:45 4 Oct - 4 Oct
2873 10:35 13:50 4 Oct - 4 Oct
2873 10:35 13:50 11 Oct - 1 Nov
467 11:05 14:20 30 Sep - 31 Oct
350 12:30 15:45 18 Oct - 25 Oct
350 12:30 15:45 4 Oct - 11 Oct
597 12:55 16:15 27 Oct - 30 Oct
597 12:55 16:15 31 Oct - 31 Oct
597 12:55 16:15 21 Sep - 26 Oct
597 12:55 16:15 22 Sep - 17 Oct
597 12:55 16:15 20 Oct - 24 Oct
1303 14:00 17:20 11 Oct - 25 Oct
1303 14:00 17:20 4 Oct - 4 Oct
323 15:55 19:15 31 Oct - 31 Oct
790 15:55 19:15 21 Sep - 30 Oct
4352 16:25 19:45 18 Oct - 25 Oct
4352 16:25 19:45 4 Oct - 4 Oct
4352 16:25 19:45 11 Oct - 11 Oct
3761 16:55 20:15 12 Oct - 19 Oct
3761 16:55 20:15 5 Oct - 5 Oct
3761 16:55 20:15 30 Sep - 6 Oct
3761 16:55 20:15 31 Oct - 31 Oct
3761 16:55 20:15 26 Oct - 26 Oct
3761 16:55 20:15 27 Oct - 30 Oct
3761 16:55 20:15 7 Oct - 24 Oct
2075 18:55 22:10 5 Oct - 31 Oct
2075 18:55 22:10 22 Sep - 3 Oct
2243 20:10 23:25 21 Sep - 2 Oct
2243 20:10 23:25 3 Oct - 27 Oct