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$39 Find cheap flights from Houston to Chicago Midway Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Houston to Midway departing on 6/8. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
vie. 6/28
vie. 7/5

Search hundreds of travel sites at once for deals on flights to Chicago Midway Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Houston to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Houston to Chicago, as well as popular online travel agencies
In the last 7 days travelers have searched 43,361,115 times on KAYAK, and here is why:

Save 21% or moreCompare multiple travel sites with one search.

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Cheap flight deals from Houston to Midway

 
These are the cheapest deals for flights from Houston to Midway currently on KAYAK along with options from the most popular airlines KAYAK users selected for this route. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Houston to Midway

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Houston to Midway.

Recent one-way flight deals from Houston to Midway

Only flying one-way? Below are some of the best one-way flight deals from Houston to Midway found on KAYAK recently.

Recent last minute flight deals from Houston to Midway

Leaving soon but still want a bargain? Check out these latest deals for last minute flights from Houston to Midway.

Recent direct flight deals from Houston to Midway

The latest deals for direct flights from Houston to Midway so you can sit back and relax without the need for a layover.

Cheap bus & train deals from Houston to Midway

Find recent round-trip train or bus tickets from Houston to Midway.

All round-trip flight deals to Midway

The cheapest plane tickets to Midway found on KAYAK recently.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
1:08 pm - 3:36 pmIAH-MDW
2h 28mnonstop
7:45 am - 10:26 amMDW-IAH
2h 41mnonstop
$67Frontier
Find Deal
mar., jun. 11 - mar., jun. 25
12:58 pm - 3:26 pmIAH-MDW
2h 28mnonstop
7:45 am - 10:20 amMDW-IAH
2h 35mnonstop
$70Frontier
Find Deal
mar., jul. 30 - mar., ago. 6
1:01 pm - 3:29 pmIAH-MDW
2h 28mnonstop
7:45 am - 10:20 amMDW-IAH
2h 35mnonstop
$72Frontier
Find Deal
mar., jul. 9 - mar., jul. 16
8:30 pm - 10:58 pmIAH-MDW
2h 28mnonstop
7:45 am - 10:26 amMDW-IAH
2h 41mnonstop
$73Frontier
Find Deal
sáb., jun. 8 - mar., jun. 11
1:08 pm - 3:36 pmIAH-MDW
2h 28mnonstop
7:45 am - 10:26 amMDW-IAH
2h 41mnonstop
$81Frontier
Find Deal
mar., jun. 11 - mar., jun. 18
8:30 pm - 10:58 pmIAH-MDW
2h 28mnonstop
7:45 am - 10:26 amMDW-IAH
2h 41mnonstop
$83Frontier
Find Deal
sáb., jun. 8 - mar., jun. 11
1:08 pm - 3:36 pmIAH-MDW
2h 28mnonstop
4:58 pm - 7:39 pmMDW-IAH
2h 41mnonstop
$84Frontier
Find Deal
mar., jun. 11 - sáb., jun. 29
1:08 pm - 3:36 pmIAH-MDW
2h 28mnonstop
4:58 pm - 7:39 pmMDW-IAH
2h 41mnonstop
$86Frontier
Find Deal
mar., jun. 11 - sáb., jun. 22
5:35 am - 12:43 pmIAH-MDW
7h 08m1 stop
1:24 pm - 6:04 pmMDW-IAH
4h 40m1 stop
$196Delta
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mar., jun. 18 - mié., jun. 19
1:00 pm - 5:59 pmHOU-MDW
4h 59m1 stop
3:45 pm - 10:15 pmMDW-HOU
6h 30m1 stop
$373Delta
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mar., oct. 22 - jue., oct. 24
8:30 pm - 10:58 pmIAH-MDW
2h 28mnonstop
$39Frontier
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sáb., jun. 8
8:30 pm - 10:58 pmIAH-MDW
2h 28mnonstop
$40Frontier
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sáb., jun. 8
10:30 am - 5:59 pmHOU-MDW
7h 29m1 stop
$98Delta
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mar., sep. 10
5:20 am - 12:43 pmIAH-MDW
7h 23m1 stop
$98Delta
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mar., jun. 25
2:04 pm - 7:44 pmHOU-MDW
5h 40m1 stop
$118Allegiant Air
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vie., jun. 7
2:16 pm - 7:43 pmHOU-MDW
5h 27m1 stop
$167Allegiant Air
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lun., jun. 3
8:45 am - 11:10 amIAH-MDW
2h 25mnonstop
$169Southwest
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jue., jun. 6
6:30 pm - 12:30 amIAH-MDW
6h 00m1 stop
$178Southwest
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jue., jun. 6
7:50 am - 9:37 pmIAH-MDW
13h 47m3 stops
$315
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mar., jul. 9
5:15 am - 7:00 pmIAH-MDW
13h 45m2 stops
$348
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vie., jul. 5
10:10 am - 4:46 pmIAH-MDW
6h 36m1 stop
7:45 am - 10:26 amMDW-IAH
2h 41mnonstop
$102Frontier
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lun., jun. 3 - mar., jun. 11
6:05 pm - 11:50 pmIAH-MDW
5h 45m1 stop
7:45 am - 10:26 amMDW-IAH
2h 41mnonstop
$103Frontier
Find Deal
lun., jun. 3 - mar., jun. 11
10:10 am - 4:46 pmIAH-MDW
6h 36m1 stop
4:58 pm - 7:39 pmMDW-IAH
2h 41mnonstop
$109Frontier
Find Deal
lun., jun. 3 - sáb., jun. 8
10:10 am - 4:46 pmIAH-MDW
6h 36m1 stop
4:58 pm - 7:39 pmMDW-IAH
2h 41mnonstop
$110Frontier
Find Deal
lun., jun. 3 - sáb., jun. 8
2:16 pm - 7:43 pmHOU-MDW
5h 27m1 stop
2:22 pm - 7:38 pmMDW-HOU
5h 16m1 stop
$377Allegiant Air
Find Deal
vie., may. 31 - lun., jun. 3
7:55 pm - 7:43 pmHOU-MDW
23h 48m2 stops
2:22 pm - 7:38 pmMDW-HOU
5h 16m1 stop
$558
Find Deal
jue., may. 30 - lun., jun. 3
11:56 am - 9:47 amIAH-MDW
21h 51m1 stop
8:34 pm - 11:45 pmMDW-IAH
27h 11m2 stops
$568
Find Deal
lun., jun. 3 - lun., jun. 10
12:49 pm - 10:06 amHOU-MDW
21h 17m1 stop
2:22 pm - 7:38 pmMDW-HOU
5h 16m1 stop
$574Allegiant Air
Find Deal
jue., may. 30 - lun., jun. 3
4:04 pm - 10:01 pmHOU-MDW
5h 57m1 stop
4:41 pm - 10:21 pmMDW-HOU
5h 40m1 stop
$632Delta
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vie., may. 31 - mar., jun. 4
10:47 am - 6:07 pmIAH-MDW
7h 20m1 stop
9:32 am - 2:58 pmMDW-IAH
5h 26m1 stop
$721Delta
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jue., may. 30 - mar., jun. 4
1:08 pm - 3:36 pmIAH-MDW
2h 28mnonstop
7:45 am - 10:26 amMDW-IAH
2h 41mnonstop
$81Frontier
Find Deal
mar., jun. 11 - mar., jun. 18
11:12 am - 1:40 pmIAH-MDW
2h 28mnonstop
7:45 am - 10:26 amMDW-IAH
2h 41mnonstop
$83Frontier
Find Deal
jue., jun. 6 - mar., jun. 11
1:08 pm - 3:36 pmIAH-MDW
2h 28mnonstop
4:58 pm - 7:39 pmMDW-IAH
2h 41mnonstop
$84Frontier
Find Deal
mar., jun. 11 - sáb., jun. 29
1:08 pm - 3:37 pmIAH-MDW
2h 29mnonstop
7:45 am - 10:26 amMDW-IAH
2h 41mnonstop
$86Frontier
Find Deal
mar., jun. 4 - mar., jun. 11
1:08 pm - 3:36 pmIAH-MDW
2h 28mnonstop
7:40 am - 10:21 amMDW-IAH
2h 41mnonstop
$87Frontier
Find Deal
mar., jun. 11 - jue., jun. 20
11:12 am - 1:40 pmIAH-MDW
2h 28mnonstop
7:45 am - 10:26 amMDW-IAH
2h 41mnonstop
$89Frontier
Find Deal
jue., jun. 20 - mar., jun. 25
8:30 pm - 10:58 pmIAH-MDW
2h 28mnonstop
7:40 am - 10:21 amMDW-IAH
2h 41mnonstop
$90Frontier
Find Deal
sáb., jun. 8 - jue., jun. 13
1:08 pm - 3:37 pmIAH-MDW
2h 29mnonstop
4:58 pm - 7:39 pmMDW-IAH
2h 41mnonstop
$91Frontier
Find Deal
mar., jun. 4 - sáb., jun. 8
8:30 pm - 10:58 pmIAH-MDW
2h 28mnonstop
7:45 am - 10:26 amMDW-IAH
2h 41mnonstop
$93Frontier
Find Deal
sáb., jun. 29 - mar., jul. 2
8:45 am - 11:10 amIAH-MDW
2h 25mnonstop
7:25 pm - 9:50 pmMDW-IAH
2h 25mnonstop
$356Southwest
Find Deal
vie., jun. 21 - vie., jun. 21

Flights from Houston to Midway - Travel Insights & Trends

Get data-powered insights and trends into flights from Houston to Midway to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Houston to Chicago Midway Airport flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for one-way flights from Houston to Chicago Midway Airport.
Our data shows that the cheapest route for a one-way flight from Houston to Chicago Midway Airport cost $29 and was between Houston George Bush Intcntl Airport and Chicago Midway Airport. On average, the best prices are found if you fly this route. The average price for a return flight for this route is $54.

What’s the cheapest day of the week to fly from Houston to Chicago Midway Airport?

The average price of all flights from Houston to Chicago Midway Airport clicked on KAYAK for each day over the last 12 months.
If your flying dates are flexible, you should consider flying to Chicago Midway Airport on a Sunday, as we generally find the cheapest rates on that day for this route. On the other hand, Friday is the most expensive day to fly from Houston to Chicago Midway Airport. For your return ticket, we recommend flying on a Saturday and avoiding Fridays for the best deals.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Houston to Chicago Midway Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Houston to Chicago Midway Airport is June, where tickets cost $127 on average. On the other hand, the most expensive months are November and March, where the average cost of tickets is $575 and $376 respectively.

Which airlines provide the cheapest flights from Houston to Chicago Midway Airport?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
The best deals for a one-way ticket found by KAYAK users over the last 3 days were on Frontier ($39) and Delta ($98). The cheapest round-trip tickets were found on Frontier ($67) and Delta ($196).

Which airlines fly non-stop between Houston and Chicago Midway Airport?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for flights from Houston to Chicago Midway Airport.
There are 2 airlines that fly nonstop from Houston to Chicago Midway Airport. They are Frontier and Southwest. The cheapest airline for this route is Frontier, with the best one-way deal found costing $60. On average, the best prices for this route can be found at Frontier.

How many flights are there between Houston and Chicago Midway Airport per day?

Each day, there are between 6 and 9 nonstop flights that take off from Houston and land in Chicago Midway Airport, with an average flight time of 2h 29m. The most common departure time is 1:00 pm and most flights take off in the morning. Each week, there are 54 flights. The most frequent day of departure is Thursday, when 17% of all weekly flights depart. The fewest flights depart on a Saturday.

Which cabin class options are there for flights between Houston and Chicago Midway Airport?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There is only one cabin class option available for the route, which is Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

How long does a flight from Houston to Chicago Midway Airport take?

There are no direct flights from Houston to Chicago Midway Airport. The quickest journey takes 2h 25m.

Good to know

Cheapest flight

$39
Flight from Houston George Bush Airport to Chicago Midway Airport

When to book flights from Houston to Midway

Are your dates flexible? Find out the best times to travel from Houston to Midway based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Houston to Chicago Midway Airport flights

  • What is the cheapest flight from Houston to Chicago Midway Airport?

    In the last 3 days, the lowest price for a flight from Houston to Chicago Midway Airport was $39 for a one-way ticket and $67 for a round-trip.

  • Do I need a passport to fly between Houston and Chicago Midway Airport?

    Yes, you'll most likely have to show a valid passport before boarding the plane in Houston and on arrival in Chicago Midway Airport.

  • Which airports will I be using when flying from Houston to Chicago Midway Airport?

    On your way to Chicago Midway Airport, you’ll fly out from one of these Houston airports: Houston Hobby or Houston George Bush Intcntl. You’ll be landing at Chicago Midway.

  • Which aircraft models fly most regularly from Houston to Chicago Midway Airport?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Houston to Chicago Midway Airport?

    SkyTeam is the only airline alliance operating flights between Houston and Chicago Midway Airport.

  • How does KAYAK find such low prices on flights from Houston to Chicago Midway Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Houston to Chicago Midway Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Houston to Chicago Midway Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from Houston is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Houston to Chicago Midway Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago Midway Airport with an airline and back to Houston with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Houston to Chicago Midway Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago Midway Airport from Houston up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Prefer to fly non-stop from Houston to Chicago Midway Airport?

Find which airlines fly direct from Houston to Midway, which days they fly and book direct flights.

Nonstop departures

Houston to Chicago Midway

Monday

Southwest

Southwest

Tuesday

Frontier, Southwest

Frontier, Southwest

Wednesday

Southwest

Southwest

Thursday

Frontier, Southwest

Frontier, Southwest

Friday

Southwest

Southwest

Saturday

Frontier, Southwest

Frontier, Southwest

Sunday

Frontier, Southwest

Frontier, Southwest

See more direct flights

Nonstop returns

Chicago Midway to Houston

Monday

Southwest

Southwest

Tuesday

Frontier, Southwest

Frontier, Southwest

Wednesday

Southwest

Southwest

Thursday

Frontier, Southwest

Frontier, Southwest

Friday

Southwest

Southwest

Saturday

Frontier, Southwest

Frontier, Southwest

Sunday

Frontier, Southwest

Frontier, Southwest

See more direct flights
See more direct flights

Book cheap flights from Houston to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Houston to Chicago found on KAYAK in the last 72 hours.
6/8sáb.
nonstopFrontier
2h 28mIAH-MDW
$39
6/8sáb.
nonstopFrontier
2h 28mIAH-MDW
$40
9/10mar.
1 stopDelta
7h 29mHOU-MDW
$98
6/25mar.
1 stopDelta
7h 23mIAH-MDW
$98
6/7vie.
1 stopAllegiant Air
5h 40mHOU-MDW
$118
6/3lun.
1 stopAllegiant Air
5h 27mHOU-MDW
$167
6/6jue.
nonstopSouthwest
2h 25mIAH-MDW
$169
6/6jue.
1 stopSouthwest
6h 00mIAH-MDW
$178
7/9mar.
3 stops
13h 47mIAH-MDW
$315
7/5vie.
2 stops
13h 45mIAH-MDW
$348

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Last minute flights from Houston to Midway

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Houston to Chicago that are departing in the next 10 days.
6/3lun.
multi-stopFrontier
6h 36mIAH-MDW
6/11mar.
nonstopFrontier
2h 41mMDW-IAH
$102
6/3lun.
multi-stopFrontier
5h 45mIAH-MDW
6/11mar.
nonstopFrontier
2h 41mMDW-IAH
$103
6/3lun.
multi-stopFrontier
6h 36mIAH-MDW
6/8sáb.
nonstopFrontier
2h 41mMDW-IAH
$109
6/3lun.
multi-stopFrontier
6h 36mIAH-MDW
6/8sáb.
nonstopFrontier
2h 41mMDW-IAH
$110
5/31vie.
multi-stopAllegiant Air
5h 27mHOU-MDW
6/3lun.
multi-stopAllegiant Air
5h 16mMDW-HOU
$377
5/30jue.
multi-stop
23h 48mHOU-MDW
6/3lun.
multi-stop
5h 16mMDW-HOU
$558
6/3lun.
multi-stop
21h 51mIAH-MDW
6/10lun.
multi-stop
27h 11mMDW-IAH
$568
5/30jue.
multi-stopAllegiant Air
21h 17mHOU-MDW
6/3lun.
multi-stopAllegiant Air
5h 16mMDW-HOU
$574
5/31vie.
multi-stopDelta
5h 57mHOU-MDW
6/4mar.
multi-stopDelta
5h 40mMDW-HOU
$632
5/30jue.
multi-stopDelta
7h 20mIAH-MDW
6/4mar.
multi-stopDelta
5h 26mMDW-IAH
$721

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Flights to Chicago Midway Airport

Destination:

Chicago Midway Airport (MDW)United States

Return flight deals:

Chicago Midway Airport - Houston

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