$291 Economy Roundtrip to Chicago (HOU-MDW) in May from Houston

Cheap economy Flights: HOU to MDW in May - Route 3

Starting from $331

Flight Options & Prices:

Direct Flights: From $339 - Fastest option with no layovers
One-Stop Flights: From $331 - Good value with one connection
Multi-Stop Flights: From $331 - Cheapest option with multiple connections

Book your economy class flight from Houston (HOU) to Chicago (MDW)and save money on your travel. Compare all flight options to find the best deal for your may trip.

Cheap economy Flights: HOU to MDW in May - Route 4

Starting from $347

Flight Options & Prices:

Direct Flights: From $347 - Fastest option with no layovers
One-Stop Flights: From $347 - Good value with one connection
Multi-Stop Flights: From $347 - Cheapest option with multiple connections

Book your economy class flight from Houston (HOU) to Chicago (MDW)and save money on your travel. Compare all flight options to find the best deal for your may trip.

Cheap economy Flights: HOU to MDW in May - Route 5

Starting from $383

Flight Options & Prices:

Direct Flights: From $529 - Fastest option with no layovers
One-Stop Flights: From $383 - Good value with one connection
Multi-Stop Flights: From $383 - Cheapest option with multiple connections

Book your economy class flight from Houston (HOU) to Chicago (MDW)and save money on your travel. Compare all flight options to find the best deal for your may trip.

Cheap economy Flights: HOU to MDW in May - Route 6

Starting from $405

Flight Options & Prices:

Direct Flights: From $405 - Fastest option with no layovers
One-Stop Flights: From $405 - Good value with one connection
Multi-Stop Flights: From $405 - Cheapest option with multiple connections

Book your economy class flight from Houston (HOU) to Chicago (MDW)and save money on your travel. Compare all flight options to find the best deal for your may trip.

Cheap economy Flights: HOU to MDW in May - Route 7

Starting from $411

Flight Options & Prices:

Direct Flights: From $411 - Fastest option with no layovers
One-Stop Flights: From $411 - Good value with one connection
Multi-Stop Flights: From $411 - Cheapest option with multiple connections

Book your economy class flight from Houston (HOU) to Chicago (MDW)and save money on your travel. Compare all flight options to find the best deal for your may trip.

Best Flights starting from $291

Sun, May 24

Roundtrip

Thu, May 28

Sat, May 23

Roundtrip

Wed, May 27

Wed, May 20

Roundtrip

Sun, May 24

Tue, May 19

Roundtrip

Sat, May 23

Fri, May 22

Roundtrip

Tue, May 26

Mon, May 18

Roundtrip

Fri, May 22

Thu, May 21

Roundtrip

Mon, May 25

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Flight Options & Prices:

Cheap economy Flights: HOU to MDW in May - Route 3

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Cheap economy Flights: HOU to MDW in May - Route 4

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Cheap economy Flights: HOU to MDW in May - Route 5

Flight Options & Prices:

Cheap economy Flights: HOU to MDW in May - Route 6

Flight Options & Prices:

Cheap economy Flights: HOU to MDW in May - Route 7

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Why Choose Economy Class Flights from Houston (HOU) to Chicago (MDW)?