⚡ Fare recorded April 25, 2026 · Prices change daily

Chicago to Houston flights

Chicago (MDW) to Houston (HOU): 938 miles (1,510 km) great-circle, about 2h 25m nonstop by our estimate. Cheapest fare observed: $253 round-trip on Southwest, with 1 stop, departing July 9, 2026.

WNSouthwestWN2757
Depart
MDW
Chicago, USA
12:20
2026-07-09
✈
Arrive
HOU
Houston, United States
Returns 05:10
2026-07-12
Stops
1 stop
Distance
938 mi
Est. nonstop time
2h 25m
Trip type
Round-trip
$253
Round-trip · per person
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About this flight

When did the cheapest Chicago to Houston fare fly?

$253 round-trip, Southwest WN2757, departing 2026-07-09 at 12:20, returning 2026-07-12. The recorded itinerary left on a Thursday, returning on a Sunday 3 nights later; the fare was observed 75 days before departure. "Book this flight" opens Kiwi.com with the same airline and dates.

Route facts

How far is Chicago from Houston?

  • Distance: 938 miles (1,510 km) great-circle, heading southwest.
  • Estimated nonstop flight time: about 2h 25m.
  • Departure airport: Chicago Midway International Airport (MDW), Chicago, United States, UTC-5 on July 9, 2026.
  • Arrival: William P Hobby Airport (HOU), United States, UTC-5 on July 9, 2026.
  • Time difference: none on the recorded date.
  • Route type: domestic, within United States.
  • Arrival airport elevation: 46 ft.
  • Recorded itinerary: Southwest WN2757, 1 stop, round-trip, 3 days between departure and return.
Fare comparison

How does the Chicago to Houston fare compare with other routes from MDW?

At $253, it ranked 14th of the 30 round-trip fares we recorded from MDW (median $316). That is 27.0 cents per great-circle mile (round-trip price over one-way distance), above the MDW median of 22.1 cents across 30 round-trip routes.

Routes from MDW of similar length: Orlando (983 mi) at $154 and Tampa (998 mi) at $178.

Southwest had the cheapest fare on 12 of 30 MDW routes. It is the 25th longest of the 30 routes we track from MDW.

Other ways in

What did other cities pay to fly to Houston?

Of 25 departure airports with a fare to Houston, Chicago (MDW) ranked 19th at $253. Lowest: $102 from Denver (DEN); highest: $535 from Santo Domingo (SDQ); 13 nonstop. Cheapest-fare airlines (routes): Frontier (15), Spirit (4), Arajet (1), JetBlue (1), Southwest (1) and United Airlines (1), plus 2 more.

Sources

Where do these numbers come from?

Travelpayouts fares (cheapest per route, observed April 25, 2026); OurAirports coordinates and elevations; IANA zones America/Chicago, America/Chicago; flight time is our estimate.

FAQ

Chicago to Houston flight questions

How far is Chicago from Houston by plane?

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Chicago is about 938 miles (1,510 km) from Houston on a great-circle line from Chicago Midway International Airport (MDW) to William P Hobby Airport (HOU), heading southwest. It is the 25th longest of the 30 routes we track from MDW. The recorded itinerary had 1 stop, so the distance flown was longer.

How long is the flight from Chicago to Houston?

+
About 2h 25m nonstop by our estimate for 938 miles (500 mph cruise plus 30 minutes, not a timetable). The recorded Southwest fare was with 1 stop. 25 airports in our feed had a fare to Houston; this one ranked 19th, and 13 of the 25 were nonstop.

What is the time difference between Chicago and Houston?

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On July 9, 2026, Chicago was on UTC-5 (America/Chicago) and Houston on UTC-5 (America/Chicago), so the two cities shared the same clock time: noon in Chicago was 12:00 in Houston. Both zones shift for daylight saving together, so the gap stays the same in January and July.

How much is a flight from Chicago to Houston?

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As observed on April 25, 2026: $253 per person round-trip on Southwest flight WN2757, departing July 9, 2026, returning July 12, 2026, with 1 stop. At $253, it ranked 14th of the 30 round-trip fares we recorded from MDW (median $316). That is 27.0 cents per great-circle mile (round-trip price over one-way distance), above the MDW median of 22.1 cents across 30 round-trip routes. Prices change daily, so check the live fare.

Is there a nonstop flight from Chicago to Houston?

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The cheapest recorded fare had 1 stop; our feed keeps only the cheapest fare per route, so a pricier nonstop may exist. Into Houston, 13 of the 25 recorded fares were nonstop. From MDW, 7 of 30 were. Routes from MDW of similar length: Orlando (983 mi) at $154 and Tampa (998 mi) at $178.

Which airports serve flights from Chicago to Houston?

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It departs Chicago Midway International Airport (MDW) in Chicago, United States, and arrives at William P Hobby Airport (HOU) in Houston, United States. A domestic United States flight. Southwest had the cheapest fare on 12 of 30 MDW routes. William P Hobby Airport (HOU) sits at 46 ft above sea level.

Where else near Houston can you fly from Chicago?

New Orleans (MSY) $282Atlanta (ATL) $105Mexico City (MEX) $252Tampa (TPA) $178Guadalajara (GDL) $394Orlando (ORL) $154All flights from Chicago →

Other cities with flights to Houston

From Denver (DEN) $102From Atlanta (ATL) $112From Orlando (MCO) $122From Los Angeles (LAX) $128From Las Vegas (LAS) $137From Fort Lauderdale (FLL) $149

Ready to fly?

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