Cheap flights from Hobby to Midway (HOU - MDW)

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How to find the cheapest flight from
Hobby (HOU) to Midway (MDW)

All the information you need to plan the best HOU to MDW flight in 2021: compare Hobby to Midway flight prices with the expected peak season, weather and rainfall in Midway.
HOU - MDW
Price
$150 - $310
MDW
Temperature
23 - 73.4 °F
MDW
Precipitation
1.7 - 4.9 inches

Popular in

September

High demand for flights, 24% potential price rise

Cheapest in

August

Best time to find cheap flights, 36% potential price drop

Round-trip from

$150

From Houston Hobby to Chicago Midway

One-way from

$81

One-way flight from Houston Hobby to Chicago Midway

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
When is the cheapest time to fly from Houston Hobby Airport to Chicago Midway Airport (HOU - MDW)?

When flying from Houston Hobby Airport to Chicago Midway Airport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

What is the cheapest month to fly from Houston Hobby Airport to Chicago Midway Airport?

Flights from Houston Hobby Airport to Chicago Midway Airport lean towards being more expensive in December. Prices are generally better when you fly from Houston Hobby Airport to Chicago Midway Airport in August, with the cheapest ticket starting at $48.

How far in advance should I book a flight from Houston Hobby Airport to Chicago Midway Airport?

To save up to 15% on this flight, we recommend booking at least 61 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Houston Hobby Airport to Chicago Midway Airport from $135 1-2 weeks out and tickets from $154 for flights departing within the next 72 hours.

Cheap flights from Hobby to Midway in October, November 2021

The best prices found for HOU to MDW flights for October, November
17 Nov - 15 Dec
$171pp
HOU
Houston Hobby
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
HOU
Houston Hobby
3 Nov - 10 Nov
$173pp
HOU
Houston Hobby
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
HOU
Houston Hobby
26 Oct - 27 Oct
$175pp
HOU
Houston Hobby
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
HOU
Houston Hobby

Houston Hobby to Midway 2021 flight deals

Cheap flights to Midway from Hobby found for this year
17 Nov - 15 Dec
$171pp
HOU
Houston Hobby
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
HOU
Houston Hobby
3 Nov - 10 Nov
$173pp
HOU
Houston Hobby
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
HOU
Houston Hobby
26 Oct - 27 Oct
$175pp
HOU
Houston Hobby
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
HOU
Houston Hobby

Last minute flights from Hobby to Midway

Late deals on round-trip flights to Midway from Hobby, departing today and this week
26 Oct - 27 Oct
$175pp
HOU
Houston Hobby
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
HOU
Houston Hobby
29 Oct - 1 Nov
$215pp
HOU
Houston Hobby
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
HOU
Houston Hobby
29 Oct - 1 Nov
$246pp
HOU
Houston Hobby
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
HOU
Houston Hobby

One-way flights to Midway from Houston Hobby

The cheapest one-way flights from Hobby to Midway
3:39 pm - 11:52 am
Allegiant Air
1 Stop
20h 13m
HOU - MDW
Allegiant Air
$81
FareScan
5:43 am - 10:47 am
Delta
1 Stop
5h 04m
HOU - MDW
Delta
$86
Delta
1:00 pm - 7:41 pm
Delta
1 Stop
6h 41m
HOU - MDW
Delta
$88
Delta

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Hobby</span> to <span class="emphasized">Midway</span> flights.

Flight FAQs

From Hobby to Midway

Which airlines flying from Houston Hobby to Chicago Midway have flexible cancellations due to COVID-19?

Some of our airline partners flying from Houston Hobby to Chicago Midway have new flexible policies in place due to COVID-19. Delta, United Airlines, and Southwest are some of the carriers where you may find flexible cancellation policies. You can use our site to filter for airlines like Delta with this kind of flexibility.

Can I find flights from Houston Hobby Airport to Chicago Midway Airport for under $200 on Cheapflights?

Yes, there are multiple flights from Houston Hobby Airport to Chicago Midway Airport for under $200. The cheapest flight booked recently is on Delta for just $171, but on average you can expect to pay $260.

Are there last-minute flights available from Houston Hobby Airport to Chicago Midway Airport for under $200?

There are currently 20+ open flights from Houston Hobby Airport to Chicago Midway Airport within the next 7 days for less than $200.

What days are nonstop flights available from Houston Hobby Airport to Chicago Midway Airport?

Nonstop flights are available for this route on the following days: Friday.

How many flights depart from Houston Hobby Airport to Chicago Midway Airport on average per day?

Travelers can expect 1 flight from Houston Hobby Airport to Chicago Midway Airport on average per day.
Evening (6pm - Midnight) - 100% of flight departures

How long is the flight from Houston Hobby Airport to Chicago Midway Airport?

Airlines like Delta and Allegiant Air fly from Houston Hobby Airport to Chicago Midway Airport in about 7h 12m. The time it takes to get you to your destination can typically vary by up to 13h 01m. The distance between Houston Hobby Airport and Chicago Midway Airport is about 943 mi. This flight may include one or multiple stops.

What are the cheapest airlines flying from Houston Hobby Airport to Chicago Midway Airport round-trip?

Our cheapest airline available from Houston Hobby Airport to Chicago Midway Airport is Delta. Our recent data shows that you can find tickets from as low as $171 on this airline. An additional option worth looking into is Allegiant Air, starting at $248. You may be able to fly from Houston Hobby Airport to Chicago Midway Airport for 27% less than the average price by searching for these airlines.

What are the most popular airlines that fly from Houston Hobby Airport to Chicago Midway Airport?

The most popular airlines flying from Houston Hobby Airport to Chicago Midway Airport are American Airlines, Delta and Spirit Airlines. Something to consider prior to booking your flight.

What are the cheapest flights from Houston Hobby Airport to Chicago Midway Airport?

Looking for the cheapest flight from Houston Hobby Airport to Chicago Midway Airport? While on average our users pay $218, our data indicates the cheapest price to be $74. The most popular route (Houston Hobby - Chicago Midway), is priced around $171.

COVID Restrictions

View COVID Travel Restrictions for Midway (MDW)

Do I need a COVID test to fly to Midway from Hobby?

Information is based on travel restrictions for travel to Chicago Midway within the United States

Most visitors from Houston Hobby need to provide a negative COVID-19 test result and/or quarantine to enter Chicago Midway.

COVID-19 testing requirements
Visitors from Houston Hobby must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to Chicago Midway.

Quarantine requirements
Visitors from Houston Hobby are not required to quarantine after entering Chicago Midway.

Do I need a test to fly back to Hobby from Midway?

Returning to Houston Hobby from Chicago Midway

COVID-19 testing requirements
Visitors from Chicago Midway must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to Houston Hobby.

Quarantine requirements
Visitors from Chicago Midway are not required to quarantine after entering Houston Hobby.

Hide COVID Travel Restrictions for Midway (MDW)

Destination information for Midway

Things to know before you go - useful duration and weather info for your trip from Hobby to Midway.
Average temperature for October in Midway
64.4 °F
Avg rainfall for October in Midway
2.6 ″

Airports servicing Houston

Airports servicing Chicago

Top 4 airlines flying from Houston Hobby to Chicago Midway

The chart below displays the airlines Cheapflights users traveling from Hobby to Midway choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
Airline Cheapest Average Flexibility On-time COVID-19 safety
Spirit Airlines
$101 $258 No cancel fee 65%
Southwest
$134 $346 No cancel fee 63%
United Airlines
$152 $270 No cancel fee 69%
Delta
$179 $400 No cancel fee N/A

Hourly flight availability from Hobby to Midway

See what time of day planes typically take off from Hobby towards Midway.
Afternoon Noon to 6 PM 56% of HOU to MDW departures
Morning 6 AM to noon 33% of HOU to MDW departures
Early morning Midnight to 6 AM 11% of HOU to MDW departures
Evening 6 PM to midnight 0% of HOU to MDW departures
Midnight
6 AM
Noon
6 PM
Weekly flight availability
from Hobby to Midway
See how many times per day planes take to the skies headed from Hobby to Midway.
Sunday
0 flights
Monday
9 daily flights
Tuesday
10 daily flights
Wednesday
10 daily flights
Thursday
9 daily flights
Friday
9 daily flights
Saturday
0 flights