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Cheap flights from Houston to Chicago Midway Airport from $40

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Houston to Chicago Midway Airport departing on 12/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Houston to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Houston to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Houston to Chicago.

Cheap last minute flights

Planning a quick getaway from Houston to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Houston to Chicago

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

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
8:15 pm - 10:45 pmIAH-MDW
2h 30mnonstop
4:27 pm - 7:17 pmMDW-IAH
2h 50mnonstop
$94Frontier
Find Deal
Fri, Dec 6 - Mon, Dec 9
8:15 pm - 10:45 pmIAH-MDW
2h 30mnonstop
4:27 pm - 7:17 pmMDW-IAH
2h 50mnonstop
$95Frontier
Find Deal
Fri, Dec 6 - Mon, Dec 9
8:15 pm - 10:45 pmIAH-MDW
2h 30mnonstop
8:15 am - 12:10 pmMDW-IAH
27h 55m1 stop
$100Frontier
Find Deal
Mon, Dec 9 - Wed, Dec 11
1:14 pm - 12:13 amIAH-MDW
10h 59m1 stop
4:27 pm - 7:17 pmMDW-IAH
2h 50mnonstop
$105Frontier
Find Deal
Tue, Dec 10 - Fri, Dec 13
6:55 am - 9:15 amHOU-MDW
2h 20mnonstop
2:50 pm - 5:40 pmMDW-HOU
2h 50mnonstop
$158Southwest
Find Deal
Wed, Jan 22 - Sat, Jan 25
5:55 am - 8:20 amHOU-MDW
2h 25mnonstop
1:40 pm - 4:30 pmMDW-HOU
2h 50mnonstop
$178Southwest
Find Deal
Sun, Jan 12 - Tue, Jan 14
11:30 am - 1:55 pmHOU-MDW
2h 25mnonstop
7:15 pm - 10:05 pmMDW-HOU
2h 50mnonstop
$180Southwest
Find Deal
Sat, Jan 18 - Sat, Feb 8
5:00 pm - 10:20 pmHOU-MDW
5h 20m1 stop
3:41 pm - 9:25 pmMDW-HOU
5h 44m1 stop
$216Delta
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Sat, Jan 18 - Sat, Feb 8
11:54 am - 6:14 pmIAH-MDW
6h 20m1 stop
2:08 pm - 10:20 pmMDW-IAH
8h 12m1 stop
$216Delta
Find Deal
Fri, Jan 17 - Mon, Jan 20
6:00 am - 11:59 amHOU-MDW
5h 59m1 stop
3:41 pm - 9:25 pmMDW-HOU
5h 44m1 stop
$247Delta
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Thu, Jan 30 - Sat, Feb 1
8:15 pm - 10:45 pmIAH-MDW
2h 30mnonstop
$40Frontier
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Mon, Dec 9
6:16 pm - 12:13 amHOU-MDW
5h 57m1 stop
$48Frontier
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Wed, Dec 11
6:16 pm - 12:13 amHOU-MDW
5h 57m1 stop
$49Frontier
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Wed, Dec 11
6:55 am - 9:15 amHOU-MDW
2h 20mnonstop
$79Southwest
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Wed, Jan 8
6:55 am - 9:15 amHOU-MDW
2h 20mnonstop
$99Southwest
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Fri, Jan 10
4:48 pm - 10:06 pmHOU-MDW
5h 18m1 stop
$108Delta
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Tue, Dec 17
7:05 am - 11:59 amIAH-MDW
4h 54m1 stop
$108Delta
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Wed, Feb 12
6:02 pm - 11:29 pmIAH-MDW
29h 27m2 stops
Fri, Dec 6
10:57 am - 5:51 pmHOU-MDW
6h 54m1 stop
$192Avelo Airlines
Find Deal
Sun, Jan 5
5:55 am - 8:41 amIAH-MDW
26h 46m2 stops
Mon, Jan 6
5:25 am - 8:46 pmIAH-MDW
15h 21m1 stop
9:37 pm - 12:10 pmMDW-IAH
14h 33m1 stop
$298Frontier
Find Deal
Fri, Nov 29 - Mon, Dec 2
3:51 pm - 6:22 pmIAH-MDW
2h 31mnonstop
2:55 pm - 5:41 pmMDW-IAH
2h 46mnonstop
$299Frontier
Find Deal
Sat, Nov 30 - Mon, Dec 2
5:25 am - 1:10 pmIAH-MDW
7h 45m1 stop
2:55 pm - 5:41 pmMDW-IAH
2h 46mnonstop
$319Frontier
Find Deal
Fri, Nov 29 - Mon, Dec 2
2:43 pm - 9:59 pmIAH-MDW
7h 16m1 stop
2:55 pm - 5:41 pmMDW-IAH
2h 46mnonstop
$339Frontier
Find Deal
Thu, Nov 28 - Mon, Dec 2
3:40 pm - 6:05 pmHOU-MDW
2h 25mnonstop
7:55 pm - 10:40 pmMDW-HOU
2h 45mnonstop
$583Southwest
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Sat, Nov 30 - Sat, Dec 7
5:35 am - 10:00 amHOU-MDW
4h 25m1 stop
3:25 pm - 6:15 pmMDW-HOU
2h 50mnonstop
$588Southwest
Find Deal
Sat, Nov 30 - Sat, Dec 7
6:40 am - 1:37 pmIAH-MDW
6h 57m1 stop
4:58 pm - 11:59 pmMDW-IAH
7h 01m1 stop
$616Delta
Find Deal
Sat, Nov 30 - Sat, Dec 7
10:14 pm - 8:45 amIAH-MDW
10h 31m1 stop
7:55 pm - 10:35 amMDW-IAH
14h 40m1 stop
$741Volaris
Find Deal
Thu, Nov 28 - Sun, Dec 1
4:51 pm - 9:46 pmHOU-MDW
4h 55m1 stop
3:19 pm - 10:54 pmMDW-HOU
7h 35m1 stop
$792Delta
Find Deal
Fri, Nov 29 - Mon, Dec 2
6:15 pm - 6:32 pmIAH-MDW
24h 17m3 stops
9:30 am - 12:45 pmMDW-IAH
27h 15m3 stops
$1,422WestJet
Find Deal
Fri, Nov 29 - Wed, Dec 4
8:15 pm - 10:45 pmIAH-MDW
2h 30mnonstop
4:27 pm - 7:17 pmMDW-IAH
2h 50mnonstop
$94Frontier
Find Deal
Fri, Dec 6 - Mon, Dec 9
8:15 pm - 10:45 pmIAH-MDW
2h 30mnonstop
4:27 pm - 7:17 pmMDW-IAH
2h 50mnonstop
$95Frontier
Find Deal
Fri, Dec 6 - Mon, Dec 9
8:15 pm - 10:45 pmIAH-MDW
2h 30mnonstop
4:27 pm - 7:17 pmMDW-IAH
2h 50mnonstop
$100Frontier
Find Deal
Fri, Dec 6 - Mon, Dec 9
8:15 pm - 10:45 pmIAH-MDW
2h 30mnonstop
4:27 pm - 7:17 pmMDW-IAH
2h 50mnonstop
$106Frontier
Find Deal
Fri, Dec 6 - Mon, Dec 9
8:15 pm - 10:45 pmIAH-MDW
2h 30mnonstop
4:27 pm - 7:17 pmMDW-IAH
2h 50mnonstop
$108Frontier
Find Deal
Mon, Dec 9 - Mon, Dec 16
8:15 pm - 10:45 pmIAH-MDW
2h 30mnonstop
4:27 pm - 7:17 pmMDW-IAH
2h 50mnonstop
$109Frontier
Find Deal
Mon, Dec 9 - Mon, Dec 16
8:15 pm - 10:45 pmIAH-MDW
2h 30mnonstop
4:27 pm - 7:17 pmMDW-IAH
2h 50mnonstop
$120Frontier
Find Deal
Fri, Dec 6 - Sun, Dec 8
8:15 pm - 10:45 pmIAH-MDW
2h 30mnonstop
4:27 pm - 7:17 pmMDW-IAH
2h 50mnonstop
$121Frontier
Find Deal
Fri, Dec 13 - Mon, Dec 16
6:55 am - 9:15 amHOU-MDW
2h 20mnonstop
2:50 pm - 5:40 pmMDW-HOU
2h 50mnonstop
$158Southwest
Find Deal
Wed, Jan 22 - Sat, Jan 25
5:55 am - 8:20 amHOU-MDW
2h 25mnonstop
1:40 pm - 4:30 pmMDW-HOU
2h 50mnonstop
$178Southwest
Find Deal
Sun, Jan 12 - Tue, Jan 14

Frontier flights from Houston to Chicago Midway Airport

Our best Frontier deals on Houston to Chicago Midway Airport flight tickets
Frontier
Dec 6
IAH8:15 pmHouston George Bush Intcntl
2h 30m
MDW10:45 pmChicago Midway
Dec 9
MDW4:27 pmChicago Midway
2h 50m
IAH7:17 pmHouston George Bush Intcntl
Frontier
Dec 6
IAH8:15 pmHouston George Bush Intcntl
2h 30m
MDW10:45 pmChicago Midway
Dec 9
MDW4:27 pmChicago Midway
2h 50m
IAH7:17 pmHouston George Bush Intcntl
Frontier
Dec 9
IAH8:15 pmHouston George Bush Intcntl
2h 30m
MDW10:45 pmChicago Midway
Dec 11
MDW8:15 amChicago Midway
27h 55m
1 stop
IAH12:10 pmHouston George Bush Intcntl

Delta flights from Houston to Chicago Midway Airport

Our best Delta deals on Houston to Chicago Midway Airport flight tickets
Delta
Jan 18
HOU5:00 pmHouston Hobby
5h 20m
1 stop
MDW10:20 pmChicago Midway
Feb 8
MDW3:41 pmChicago Midway
5h 44m
1 stop
HOU9:25 pmHouston Hobby
Delta
Jan 30
HOU6:00 amHouston Hobby
5h 59m
1 stop
MDW11:59 amChicago Midway
Feb 1
MDW3:41 pmChicago Midway
5h 44m
1 stop
HOU9:25 pmHouston Hobby
Delta
Dec 7
IAH5:00 pmHouston George Bush Intcntl
5h 06m
1 stop
MDW10:06 pmChicago Midway
Dec 11
MDW9:30 amChicago Midway
5h 05m
1 stop
IAH2:35 pmHouston George Bush Intcntl

See travel insights to Chicago from

How to get the cheapest flight ticket from Houston to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

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

The month of August is, on average, the cheapest month to fly to Chicago Midway Airport from Houston, with most prices found around $123. If you are unable to visit Chicago Midway Airport during the month of August, then departing from Houston during the month June is also very affordable. Most momondo users find prices during this month for around $127.

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Sunday is the cheapest day to fly to Chicago Midway Airport from Houston. The lowest ticket price found for a Sunday departure recently was $121. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Monday is the most expensive day to depart from Houston because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $293.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from Houston in the evening is the least expensive time of day to depart. momondo users have found prices as low as $145 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $199. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Houston to Chicago Midway flight route?

Fly from Houston George Bush Intcntl to Chicago Midway for the best Houston - Chicago Midway flight prices

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

We recommend purchasing flights from Houston to Chicago Midway Airport 60 days ahead of your departure date because this is when momondo users tend to see the best flight rates. On average, our users have found flights to Chicago Midway Airport for $218. In the past 72 hours, momondo users found flights from Houston to Chicago Midway Airport for as low as $48.

What cabin class options are available on Houston to Chicago Midway flights?

There are 1 cabin classes available to choose from on Houston to Chicago Midway flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Houston to Chicago Midway Airport flights?

You could potentially save up to 20% on your flight if you consider stops on a Houston to Chicago Midway Airport flight.

Cheap Houston to Chicago Midway Airport flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Houston to Chicago Midway Airport

Best Price Found

$40

Fastest flight time

2h 20m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Houston in the past 72 hours is $40. The best round-trip flight deal from Houston to Chicago Midway Airport found on momondo in the last 72 hours is $94.
The fastest flight from Houston to Chicago Midway Airport takes 2h 20m
Direct flights go from Houston to Chicago Midway Airport every day.

  • How far is Houston to Chicago Midway by plane?

    Chicago Midway is 932.9 mi away from Houston. Typically, this will take 2h 20m by plane in normal conditions.

  • When did momondo last update prices for flights from Houston to Chicago Midway Airport?

    Prices for flights from Houston to Chicago Midway Airport were last updated today.

  • How many operators does momondo search for flights from Houston to Chicago Midway Airport?

  • How old do you have to be to fly from Houston to Chicago Midway Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Houston to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The necessary travel and health documents for your Chicago Midway Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.


Best airlines flying from Houston to Chicago Midway Airport

Compare and see reviews for airlines that fly from Houston to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $67Free CancellationRating
6.1
3,524 reviews
Search Frontier flights
SouthwestPriceFrom $190Free CancellationRating
8.1
4,982 reviews
Search Southwest flights
DeltaPriceFrom $196Free CancellationRating
8.0
8,736 reviews
Search Delta flights

Why use momondo?

Why should I use momondo to find a flight deal from Houston to Chicago?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Houston to Chicago. momondo saves you time and could save you money on your trip.

Can I find flights from Houston to Chicago with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Chicago from Houston with this policy.

How can momondo help me find flights from Houston to Chicago?

Once all potential Houston to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Houston to Chicago right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Houston to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.


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