App
Help
CAD
Search Bookings
Trip.com
>
Cheap Flights
>
Chicago
>
Houston to Chicago flight
>
William P. Hobby Airport to Midway International Airport flight
Worldwide Coverage
Worldwide Coverage
Flights to over 5,000 cities
One-stop Service Guarantee
One-stop Service Guarantee
Price guaranteed upon confirmed payment, booking guaranteed once tickets issued
Secure Payment
Secure Payment
Convenient & reliable booking and payment system

Cheap Flight Deals from William P. Hobby Airport to Midway International Airport

Search for flights from Houston to Chicago and check out affordable one-way and round-trip options.

  • One way
  • Round-trip
sortSort: Price (Lowest)
  • Sort: Price (Lowest)
  • Sort: Departure (Earliest)
      • HOU16:44
        20h 36m
        1 stop
        MDW13:20
        Houston - Chicago|Wed, May 15|Frontier Airlines
        CAD 66CAD 147
        55% OFF
        55% OFF
        CAD 147CAD 66
      • HOU09:40
        25h 33m
        1 stop
        MDW11:13
        Houston - Chicago|Fri, May 17|Frontier Airlines
        CAD 93CAD 147
        37% OFF
        37% OFF
        CAD 147CAD 93
      • HOU15:59
        6h 6m
        1 stop
        MDW22:05
        Houston - Chicago|Tue, May 14|Frontier Airlines
        CAD 94CAD 147
        36% OFF
        36% OFF
        CAD 147CAD 94
      • HOU14:24
        20h 56m
        1 stop
        MDW11:20
        Houston - Chicago|Wed, May 29|Frontier Airlines
        CAD 103
        CAD 103
      • HOU22:52
        12h 17m
        1 stop
        MDW11:09
        Houston - Chicago|Tue, May 21|Frontier Airlines
        CAD 104
        CAD 104
      • HOU22:52
        12h 17m
        1 stop
        MDW11:09
        Houston - Chicago|Tue, May 28|Frontier Airlines
        CAD 105
        CAD 105
      • HOU19:46
        11h 8m
        1 stop
        MDW06:54
        Houston - Chicago|Sat, Jun 1|Frontier Airlines
        CAD 109
        CAD 109
      • HOU22:24
        12h 55m
        1 stop
        MDW11:19
        Houston - Chicago|Sun, May 19|Frontier Airlines
        CAD 116
        CAD 116
      • HOU22:24
        12h 55m
        1 stop
        MDW11:19
        Houston - Chicago|Sun, May 26|Frontier Airlines
        CAD 119
        CAD 119
      • HOU20:03
        23h 24m
        1 stop
        MDW19:27
        Houston - Chicago|Fri, May 10|Frontier Airlines
        CAD 120
        CAD 120
      • HOU13:00
        3h 5m
        Direct
        MDW14:00
        Houston - Chicago|Sun, May 12|Frontier Airlines
        Find More Flights
        Find More Flights

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Selected Airlines from William P. Hobby Airport to Midway International Airport

See which airlines fly from Houston to Chicago. Find the airline that best meets your travel needs by comparing prices and treat yourself to an enjoyable journey.

Frontier Airlines
From CAD 66
American Airlines
From CAD 124
Southwest Airlines
From CAD 125
Delta Air Lines
From CAD 347
ANA airlines
Find more flights and airlines

Find Cheaper Flights from Houston to Chicago. Enjoy direct flights with 1 airline

Explore other flights from Houston to Chicago to find the best alternative options.

  • Cheapest
    Spirit Airlines
    IAH
    21:56
    2h 36m
    Direct
    ORD
    00:32
    George Bush Intercontinental Airport - O'Hare International Airport
    Sat, May 18Spirit Airlines
    CAD 42
  • Spirit Airlines
    IAH
    21:56
    2h 36m
    Direct
    ORD
    00:32
    George Bush Intercontinental Airport - O'Hare International Airport
    Sat, May 18Spirit Airlines
    CAD 42
    Find More Flights
Flight Schedule from William P. Hobby Airport to 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. WN5487

    Southwest Airlines

    05:25

    HOU

    2.4h

    Direct

    07:50

    MDW

    S--WTFS
    Search

  2. WN5791

    Southwest Airlines

    06:30

    HOU

    2.5h

    Direct

    09:00

    MDW

    -MT----
    Search

  3. F91680

    Frontier Airlines

    09:23

    HOU

    2.5h

    12:51

    MCO

    S-T-T--
    Search

  4. F93853

    Frontier Airlines

    15:44

    MCO

    2.9h

    17:40

    MDW

    ---W-FS

  5. F91680

    Frontier Airlines

    09:23

    HOU

    2.5h

    12:51

    MCO

    S-T-T--
    Search

  6. F91457

    Frontier Airlines

    10:35

    MCO

    2.8h

    12:23

    MDW

    ---W--S

  7. DL2694

    Delta Air Lines

    16:04

    HOU

    2.1h

    19:08

    ATL

    -MTWTF-
    Search

  8. DL1076

    Delta Air Lines

    20:45

    ATL

    1.9h

    21:41

    MDW

    SMTWTFS

  9. F92037

    Frontier Airlines

    16:21

    HOU

    2.4h

    17:43

    DEN

    SMT-T-S
    Search

  10. F92210

    Frontier Airlines

    07:58

    DEN

    2.4h

    11:20

    MDW

    SMTWTFS

  11. F92037

    Frontier Airlines

    16:21

    HOU

    2.4h

    17:43

    DEN

    SMT-T-S
    Search

  12. F92946

    Frontier Airlines

    13:52

    DEN

    2.4h

    17:14

    MDW

    -M-W--S

  13. WN3115

    Southwest Airlines

    21:35

    HOU

    2.5h

    Direct

    00:05

    MDW

    SMTWTFS
    Search
Find more flights and airlines

William P. Hobby Airport to Midway International Airport Flights Info

Flight distance1,511.17km
Cheapest one-way ticket priceCAD 65
Cheapest return ticket priceCAD 108

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

  • How long does it take to fly from William P. Hobby Airport (HOU) to Midway International Airport (MDW)?

    It takes around 2 hours 30 minutes to fly from William P. Hobby Airport (HOU) to William P. Hobby Airport(MDW).

  • How many daily flights are there from William P. Hobby Airport (HOU) to Midway International Airport (MDW)?

    There are around 2 daily flights from William P. Hobby Airport (HOU) to Midway International Airport (MDW).

  • When are flight tickets from William P. Hobby Airport (HOU) to Midway International Airport (MDW) the cheapest?

    Tickets cost around CAD 279 in May, making it the cheapest month to book. William P. Hobby Airport (HOU) to Midway International Airport (MDW) is a popular route, so don't forget to book your tickets in advance.

  • When are flight tickets from William P. Hobby Airport (HOU) to Midway International Airport (MDW) most expensive?

    The route from William P. Hobby Airport (HOU) to Midway International Airport (MDW) is quite popular. Without considering departure times or holidays, tickets cost around CAD 279 in May, the most expensive month to book this route.

  • What is the transportation method from the main airport to downtown in Chicago?

    • The distance from O'Hare International Airport to downtown is about 25km, by taxi about 40 minutes.
    • The distance from Midway International Airport to downtown is about 14km, by taxi about 30 minutes.

  • What's the closest airport to Midway International Airport (MDW)?

    The closest airport to Midway International Airport (MDW) is O'Hare International Airport. The distance is around 25km.

  • Which airline operates the most direct flights from William P. Hobby Airport (HOU) to Midway International Airport (MDW)?

    Southwest Airlines is a very popular airline operating an average of 1690 flights per month.

Contact Us

About

Other Services

Payment Methods
Our Partners
Copyright © 2024 Trip.com Travel Singapore Pte. Ltd. All rights reserved
Site Operator: Trip.com Travel Singapore Pte. Ltd.