Best Flights starting from $235
from$235economy
Chicago (MDW)
Sun, May 24
Roundtrip
Houston (HOU)
Wed, May 27
from$312economy
Chicago (MDW)
Mon, May 25
Roundtrip
Houston (HOU)
Thu, May 28
from$340economy
Chicago (MDW)
Wed, May 20
Roundtrip
Houston (HOU)
Sat, May 23
from$342economy
Chicago (MDW)
Sat, May 23
Roundtrip
Houston (HOU)
Tue, May 26
from$353economy
Chicago (MDW)
Thu, May 21
Roundtrip
Houston (HOU)
Sun, May 24
from$383economy
Chicago (MDW)
Tue, May 19
Roundtrip
Houston (HOU)
Fri, May 22
from$405economy
Chicago (MDW)
Fri, May 22
Roundtrip
Houston (HOU)
Mon, May 25
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Other Options for This Route
Other Destinations
Chicago (MDW) to Miami (MIA) in May from $80
From $80
Chicago (MDW) to Washington, D.C. (DCA) in May from $104
From $104
Chicago (MDW) to Pensacola (PNS) in May from $136
From $136
Chicago (MDW) to Dallas (DAL) in May from $160
From $160
Chicago (MDW) to New York (Any) in May from $177
From $177
Chicago (MDW) to Detroit (DTW) in May from $191
From $191
Flights from Other Cities
Reno (RNO) to Houston (HOU) in May from $124
From $124
Atlanta (ATL) to Houston (HOU) in May from $163
From $163
Kansas City (MCI) to Houston (HOU) in May from $197
From $197
Los Angeles (LAX) to Houston (HOU) in May from $228
From $228
St Louis (STL) to Houston (HOU) in May from $231
From $231
Wilmington (ILM) to Houston (HOU) in May from $245
From $245