Cheap flights from Hobby (HOU) to Midway (MDW)

HOU — MDW
Sep 27 — Oct 41

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 2022: compare Hobby to Midway flight prices with the expected peak season, weather and rainfall in Midway.

HOU - MDW

Price

$221 - $656

MDW

Temperature

23 - 73.4 °F

MDW

Rainfall

1.7 - 4.9 inches

Popular inDecemberHigh demand for flights, 47% potential price rise
Cheapest inOctoberBest time to find cheap flights, 36% potential price drop
Round-trip from$221From Houston Hobby to Chicago Midway
One-way from$89One-way flight from Houston Hobby to Chicago Midway

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

To save up to 46% on this flight, we recommend booking at least 42 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 $218 1-2 weeks out and tickets from $312 for flights departing within the next 72 hours.

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 June. Prices are generally better when you fly from Houston Hobby Airport to Chicago Midway Airport in October, with the cheapest ticket starting at $61.

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.

Cheap flights from Hobby to Midway in September, October 2022

The best prices found for HOU to MDW flights for September, October
Sep 29 - Oct 1
HOU

Houston Hobby

MDW

Chicago Midway

1 stop

6h 46m
MDW

Chicago Midway

HOU

Houston Hobby

1 stop

13h 52m
$165

Frontier

Pick Dates

Deal found 21/9/22

Oct 1 - Oct 3
HOU

Houston Hobby

MDW

Chicago Midway

1 stop

8h 38m
MDW

Chicago Midway

HOU

Houston Hobby

1 stop

19h 32m
$166

Frontier

Pick Dates

Deal found 19/9/22

Sep 21 - Sep 29
HOU

Houston Hobby

MDW

Chicago Midway

1 stop

21h 29m
MDW

Chicago Midway

HOU

Houston Hobby

1 stop

10h 10m
$167

Frontier

Pick Dates

Deal found 19/9/22

Hobby to Midway 2022 flight deals

Cheap flights to Midway from Hobby found for this year
Sep 29 - Oct 1
HOU

Houston Hobby

MDW

Chicago Midway

1 stop

6h 46m
MDW

Chicago Midway

HOU

Houston Hobby

1 stop

13h 52m
$165

Frontier

Pick Dates

Deal found 21/9/22

Oct 1 - Oct 3
HOU

Houston Hobby

MDW

Chicago Midway

1 stop

8h 38m
MDW

Chicago Midway

HOU

Houston Hobby

1 stop

19h 32m
$166

Frontier

Pick Dates

Deal found 19/9/22

Sep 21 - Sep 29
HOU

Houston Hobby

MDW

Chicago Midway

1 stop

21h 29m
MDW

Chicago Midway

HOU

Houston Hobby

1 stop

10h 10m
$167

Frontier

Pick Dates

Deal found 19/9/22

Cheap Frontier flights from Hobby to Midway

Oct 19 - Oct 25
HOU

Houston Hobby

MDW

Chicago Midway

1 stop

6h 16m
MDW

Chicago Midway

HOU

Houston Hobby

1 stop

13h 22m
$165

Frontier

Pick Dates

Deal found 21/9/22

Oct 5 - Oct 8
HOU

Houston Hobby

MDW

Chicago Midway

1 stop

6h 16m
MDW

Chicago Midway

HOU

Houston Hobby

1 stop

14h 07m
$166

Frontier

Pick Dates

Deal found 21/9/22

Oct 18 - Oct 19
HOU

Houston Hobby

MDW

Chicago Midway

1 stop

21h 16m
MDW

Chicago Midway

HOU

Houston Hobby

1 stop

9h 46m
$167

Frontier

Pick Dates

Deal found 21/9/22

Cheap Delta flights from Hobby to Midway

Nov 9 - Nov 15
HOU

Houston Hobby

MDW

Chicago Midway

1 stop

5h 09m
MDW

Chicago Midway

HOU

Houston Hobby

1 stop

5h 04m
$198

Delta

Pick Dates

Deal found 21/9/22

Nov 9 - Nov 15
HOU

Houston Hobby

MDW

Chicago Midway

1 stop

5h 09m
MDW

Chicago Midway

HOU

Houston Hobby

2 stops

7h 38m
$202

Delta

Pick Dates

Deal found 20/9/22

Oct 1 - Oct 4
HOU

Houston Hobby

MDW

Chicago Midway

1 stop

5h 27m
MDW

Chicago Midway

HOU

Houston Hobby

1 stop

5h 23m
$258

Delta

Pick Dates

Deal found 21/9/22

Last minute flights from Hobby to Midway

Late deals on return flights to Midway from Hobby, departing today and this week
Sep 29 - Oct 1
HOU

Houston Hobby

MDW

Chicago Midway

1 stop

6h 46m
MDW

Chicago Midway

HOU

Houston Hobby

1 stop

13h 52m
$165

Frontier

Pick Dates

Deal found 21/9/22

Oct 1 - Oct 3
HOU

Houston Hobby

MDW

Chicago Midway

1 stop

8h 38m
MDW

Chicago Midway

HOU

Houston Hobby

1 stop

19h 32m
$166

Frontier

Pick Dates

Deal found 19/9/22

Sep 27 - Sep 28
HOU

Houston Hobby

MDW

Chicago Midway

1 stop

21h 44m
MDW

Chicago Midway

HOU

Houston Hobby

1 stop

15h 40m
$168

Frontier

Pick Dates

Deal found 20/9/22

One-way flights to Midway from Hobby

The cheapest one-way flights from Hobby to Midway
Oct 5
HOU

Houston Hobby

MDW

Chicago Midway

1 stop

6h 16m
$80

Frontier

Pick Dates

Deal found 21/9/22

Nov 9
HOU

Houston Hobby

MDW

Chicago Midway

1 stop

7h 41m
$82

Frontier

Pick Dates

Deal found 22/9/22

Oct 26
HOU

Houston Hobby

MDW

Chicago Midway

1 stop

6h 16m
$84

Frontier

Pick Dates

Deal found 20/9/22

Related info for your journey

Useful info, stats and facts about Hobby to Midway flights.

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, Spirit 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 Frontier for just $165, but on average you can expect to pay $179.

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 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 Frontier. Our recent data shows that you can find tickets from as low as $165 on this airline. An additional option worth looking into is Delta, starting at $198. You may be able to fly from Houston Hobby Airport to Chicago Midway Airport for 52% 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 Delta, Frontier and Allegiant Air. Something to consider prior to booking your flight.

Alternative routes for Hobby to Midway

See prices for flight routes from nearby airports that may be better suited for you.

Top 3 airlines flying from Hobby to 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.
AirlineCheapestAverageFlexibilityOn-timeCOVID-19 safety
Spirit AirlinesCheapest$71Average$277FlexibilityNo cancel feeOn-time65%COVID-19 safety
Search Spirit Airlines flights
FrontierCheapest$166Average$215FlexibilityNo cancel feeOn-time62%COVID-19 safety
Search Frontier flights
DeltaCheapest$194Average$591FlexibilityNo cancel feeOn-timeN/ACOVID-19 safety
Search Delta flights

Hourly flight availability from Hobby to Midway

See what time of day planes typically take off from Hobby to Midway
5%of flight departuresEarly morningMidnight to 6 am
43%of flight departuresMorning6 am to noon
40%of flight departuresAfternoonNoon to 6 pm
12%of flight departuresEvening6 pm to midnight
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
Sunday0daily flights
Monday8daily flights
Tuesday8daily flights
Wednesday8daily flights
Thursday9daily flights
Friday9daily flights
Saturday0daily flights