Trip.com
>
Cheap Flights
>
United States
>
Illinois
>
Chicago
>
Houston to Chicago flight
>
William P. Hobby Airport to Chicago Midway International Airport flight

Explore the cheapest one-way and round-trip flights from William P. Hobby Airport to Chicago Midway International Airport over the next 90 days, with one-way fares from CAD 155 and round-trip from CAD 211. Based on Trip.com's latest 7-day flight data.

      • HOU 17:28
        5h 5m
        1 stop
        MDW 22:33
        Houston - Chicago | Sat, Nov 7 | Delta Air Lines
        ORD 14:46
        3h 1m
        Direct
        IAH 17:47
        Chicago - Houston | Sat, Nov 14 | Frontier Airlines
        CAD 211 CAD 807
        74% off
        74% off
        CAD 807 CAD 211
      • HOU 13:00
        17h 25m
        1 stop
        CHI 14:00
        Houston - Chicago | Fri, Oct 16 | Normal Airline
        CHI 15:00
        6h
        Direct
        HOU 16:00
        Chicago - Houston | Sun, Oct 18 | Normal Airline
        Find more flights
        Find more flights
      • HOU 15:09
        7h 24m
        1 stop
        MDW 22:33
        Houston - Chicago | Sat, Oct 24 | Delta Air Lines
        CAD 155 CAD 271
        43% off
        43% off
        CAD 271 CAD 155
      • HOU 06:09
        5h 45m
        1 stop
        MDW 11:54
        Houston - Chicago | Sat, Oct 31 | Delta Air Lines
        CAD 158 CAD 271
        42% off
        42% off
        CAD 271 CAD 158
      • HOU 17:28
        5h 5m
        1 stop
        MDW 22:33
        Houston - Chicago | Wed, Nov 4 | Delta Air Lines
        CAD 174 CAD 271
        36% off
        36% off
        CAD 271 CAD 174
      • HOU 09:55
        7h
        1 stop
        MDW 16:55
        Houston - Chicago | Wed, Nov 4 | Hahn Air
        CAD 179
        34% off
        CAD 271 CAD 179
      • HOU 17:24
        18h 57m
        1 stop
        MDW 12:21
        Houston - Chicago | Sun, Nov 29 | Delta Air Lines
        CAD 197
        27% off
        CAD 271 CAD 197
      • HOU 13:00
        17h 25m
        1 stop
        CHI 14:00
        Houston - Chicago | Fri, Oct 16 | Normal Airline
        Find more flights
        Find more flights

Flight fares from William P. Hobby Airport to Chicago Midway International Airport are based on average airline prices for the next 3 months, according to Trip.com’s latest data.

Which airline offers the cheapest flights from William P. Hobby Airport to Chicago Midway International Airport?

The cheapest airline flying from William P. Hobby Airport to Chicago Midway International Airport is Delta Air Lines (from CAD 155) among 2 carriers operating this route. Based on Trip.com's latest 7-day flight data.

Delta Air Lines
From CAD 155
Hahn Air
From CAD 179

Find more flights and airlines

What is the flight schedule from William P. Hobby Airport to Chicago Midway International Airport?

Check the schedule for flights from Houston to Chicago and find the flight that best matches your travel plans.

Flight info.
Departure
Arrival
Weekly Schedule

  1. DL2381

    William P. Hobby Airport

    17:35

    HOU

    2h

    Direct

    20:35

    ATL

    S M T W T F S
    Search

  2. DL1076

    Hartsfield–Jackson Atlanta International Airport

    21:15

    ATL

    1h 55m

    Direct

    22:10

    MDW

    S M T W T F S

  3. DL1195

    William P. Hobby Airport

    15:09

    HOU

    2h 2m

    Direct

    18:11

    ATL

    S M T W T - S
    Search

  4. DL1076

    Hartsfield–Jackson Atlanta International Airport

    21:15

    ATL

    1h 55m

    Direct

    22:10

    MDW

    S M T W T F S
Find more flights and airlines

About William P. Hobby Airport and Chicago Midway International Airport

Learn about William P. Hobby Airport (HOU) and Chicago Midway International Airport (MDW) — including location, terminals, transportation, and travel tips.

Flight distance 1,511.17km
Cheapest one-way ticket price CAD 155
Cheapest return ticket price CAD 211

FAQs for William P. Hobby Airport to Chicago Midway International Airport Flights

  • How long is the flight from William P. Hobby Airport to Chicago Midway International Airport?

    William P. Hobby Airport to Chicago Midway International Airport takes about 2 hours 26 minutes on average. Actual flight time may vary depending on route, weather and air traffic.
  • There are around 5 daily flights from William P. Hobby Airport (HOU) to Chicago Midway International Airport (MDW).
  • The earliest flight from William P. Hobby Airport to Chicago Midway International Airport departs at 05:00, and the last departs at 22:30, with about 23 flights per day. Flight times may change, so please check the latest departure and arrival times before you travel.
  • The route from William P. Hobby Airport (HOU) to Chicago Midway International Airport (MDW) is quite popular. Without considering departure times or holidays, tickets cost around CAD 215 in November, the most expensive month to book this route.
    • The distance from O'Hare International Airport to downtown is about 25km, by taxi about 40 minutes.
    • The distance from Chicago Midway International Airport to downtown is about 14km, by taxi about 30 minutes.
  • The closest airport to Chicago Midway International Airport (MDW) is O'Hare International Airport. The distance is around 25km.
  • One-way flights from William P. Hobby Airport to Chicago Midway International Airport currently start from CAD 155, and round-trip fares start from CAD 211. The current lowest fare is a Delta Air Lines flight departing on Sat, Oct 24; prices may vary depending on availability.
  • Based on Trip.com flight data for departures within the next 30 days with at most one stop, the average one-way price from William P. Hobby Airport to Chicago Midway International Airport is CAD 294. Prices may vary depending on the departure date, airline, and availability.
  • Enter William P. Hobby Airport and Chicago Midway International Airport, select your departure date and number of passengers, then compare flights by price, flight duration, and baggage allowance. Once you've chosen a fare, review the change and refund rules, fill in passenger details, and pay to receive your booking confirmation.

Find Cheap Flights with Trip.com

Note: Prices shown on this page are estimated lowest price and include all taxes and fees found in the last 24 hours.

Book with no extra fees

Prices displayed on this page are all-inclusive prices (incl. taxes, fuel surcharge, civil aviation development fund, etc) with all fees confirmed before payment. Fees for luggage, meals, Wi-Fi, or other additional services are also included as shown in the flight cards.

Real-time pricing updates

Prices, availability, and travel information on this page were updated within the last 24 hours—even in real-time. The more popular the route, the more precise the data.

Change & Cancellation Policy

Trip.com displays flight cancellation and change policies for each flight ticket during the booking process, including fees and applicable conditions. Please check the following scenarios:
Voluntary cancellation/change:
To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy.
Cancellation/change due to a flight schedule change:
If the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.