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Cheap flights from Houston George Bush Intcntl Airport to Chicago Midway Airport from $49

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 George Bush Intcntl Airport to Chicago Midway Airport departing on 4/23. 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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0 bags

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Find the cheapest flights from Houston George Bush Intcntl Airport to Chicago

Cheap round-trip flights

KAYAK's recommended round-trip deals from the most popular airlines that fly from Houston George Bush Intcntl Airport to Chicago.
Frontier Logo
10:40 am - 1:17 pmIAH-MDW
2h 37mnonstop
Frontier Logo
12:21 pm - 3:18 pmMDW-IAH
2h 57mnonstop
$96Frontier
Find Deal
Wed, May 7 - Wed, May 21
Frontier Logo
12:44 pm - 3:13 pmIAH-MDW
2h 29mnonstop
Frontier Logo
11:00 am - 1:51 pmMDW-IAH
2h 51mnonstop
$100Frontier
Find Deal
Wed, Apr 23 - Wed, Apr 30
Frontier Logo
12:44 pm - 3:13 pmIAH-MDW
2h 29mnonstop
Frontier Logo
3:49 pm - 6:50 pmMDW-IAH
3h 01mnonstop
$102Frontier
Find Deal
Wed, Apr 30 - Mon, May 5
Frontier Logo
7:40 pm - 10:13 pmIAH-MDW
2h 33mnonstop
Frontier Logo
3:49 pm - 6:50 pmMDW-IAH
3h 01mnonstop
$106Frontier
Find Deal
Fri, May 9 - Mon, May 12
Frontier Logo
7:40 pm - 10:09 pmIAH-MDW
2h 29mnonstop
Frontier Logo
11:00 am - 1:51 pmMDW-IAH
2h 51mnonstop
$119Frontier
Find Deal
Fri, Apr 25 - Wed, Apr 30
Frontier Logo
7:40 pm - 10:13 pmIAH-MDW
2h 33mnonstop
Frontier Logo
3:49 pm - 6:50 pmMDW-IAH
3h 01mnonstop
$121Frontier
Find Deal
Fri, May 16 - Mon, May 19
Delta Logo
12:39 pm - 6:45 pmIAH-MDW
6h 06m1 stop
Delta Logo
6:00 am - 10:50 amMDW-IAH
4h 50m1 stop
$217Delta
Find Deal
Wed, May 7 - Sun, May 11
Delta Logo
5:30 am - 12:28 pmIAH-MDW
6h 58m1 stop
Delta Logo
6:00 am - 10:50 amMDW-IAH
4h 50m1 stop
$227Delta
Find Deal
Thu, May 8 - Sun, May 11
Delta Logo
12:39 pm - 6:45 pmIAH-MDW
6h 06m1 stop
Delta Logo
9:20 am - 5:46 pmMDW-IAH
8h 26m1 stop
$237Delta
Find Deal
Thu, May 22 - Wed, May 28
 Logo
5:45 am - 10:09 amIAH-MDW
28h 24m3 stops
 Logo
10:58 am - 4:55 amMDW-IAH
41h 57m3 stops
Thu, May 1 - Thu, May 8

Frontier flights from Houston George Bush Intcntl Airport to Chicago Midway Airport

Our best Frontier deals on Houston George Bush Intcntl Airport to Chicago Midway Airport flight tickets
Frontier
May 7
IAH10:40 amHouston George Bush Intcntl
2h 37m
MDW1:17 pmChicago Midway
May 21
MDW12:21 pmChicago Midway
2h 57m
IAH3:18 pmHouston George Bush Intcntl
Frontier
Apr 23
IAH12:44 pmHouston George Bush Intcntl
2h 29m
MDW3:13 pmChicago Midway
Apr 30
MDW11:00 amChicago Midway
2h 51m
IAH1:51 pmHouston George Bush Intcntl
Frontier
Apr 30
IAH12:44 pmHouston George Bush Intcntl
2h 29m
MDW3:13 pmChicago Midway
May 5
MDW3:49 pmChicago Midway
3h 01m
IAH6:50 pmHouston George Bush Intcntl

Delta flights from Houston George Bush Intcntl Airport to Chicago Midway Airport

Our best Delta deals on Houston George Bush Intcntl Airport to Chicago Midway Airport flight tickets
Delta
May 7
IAH12:39 pmHouston George Bush Intcntl
6h 06m
1 stop
MDW6:45 pmChicago Midway
May 11
MDW6:00 amChicago Midway
4h 50m
1 stop
IAH10:50 amHouston George Bush Intcntl
Delta
May 8
IAH5:30 amHouston George Bush Intcntl
6h 58m
1 stop
MDW12:28 pmChicago Midway
May 11
MDW6:00 amChicago Midway
4h 50m
1 stop
IAH10:50 amHouston George Bush Intcntl
Delta
May 22
IAH12:39 pmHouston George Bush Intcntl
6h 06m
1 stop
MDW6:45 pmChicago Midway
May 28
MDW9:20 amChicago Midway
8h 26m
1 stop
IAH5:46 pmHouston George Bush Intcntl

See travel insights to Chicago from

How to get the cheapest flight ticket from Houston George Bush Intcntl Airport 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 October is, on average, the cheapest month to fly to Chicago Midway Airport from Houston George Bush Intcntl Airport, with most prices found around $125. If you are unable to visit Chicago Midway Airport during the month of October, then departing from Houston George Bush Intcntl Airport during the month September 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, Wednesday is the cheapest day to fly to Chicago Midway Airport from Houston George Bush Intcntl Airport. The lowest ticket price found for a Wednesday departure recently was $297. 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, Sunday is the most expensive day to depart from Houston George Bush Intcntl Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $456.

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

Flying to Chicago Midway Airport from Houston George Bush Intcntl Airport at noon is the least expensive time of day to depart. momondo users have found prices as low as $123 when looking at flights departing at noon. Try not to purchase tickets in the afternoon because they tend to be around $204. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Houston George Bush Intcntl to Chicago Midway flight route?

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

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

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

How have Houston George Bush Intcntl Airport to Chicago Midway Airport flight prices changed over time?

As of April 2025, prices for Houston George Bush Intcntl Airport to Chicago Midway Airport flights are approximately 1% cheaper when compared to flights at the same time last year.

When to book flights from Houston George Bush Intcntl Airport to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Houston George Bush Intcntl Airport to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Houston George Bush Intcntl Airport to Chicago Midway Airport (IAH to MDW) flight deals and tips

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

Best Price Found

$49

Fastest flight time

2h 29m

Direct flights

Tue, Thu and Sat
The best one-way flight to Chicago Midway Airport from Houston George Bush Intcntl Airport in the past 72 hours is $49. The best round-trip flight deal from Houston George Bush Intcntl Airport to Chicago Midway Airport found on momondo in the last 72 hours is $96.
The fastest flight from Houston George Bush Intcntl Airport to Chicago Midway Airport takes 2h 29m
Direct flights go from Houston George Bush Intcntl Airport to Chicago Midway Airport on Tuesday, Thursday and Saturday. The only airline offering direct flights is Frontier.

  • How far is Houston George Bush Intcntl to Chicago Midway by plane?

    Houston George Bush Intcntl and Chicago Midway are 917.9 mi apart from one another. A reasonable flight in good conditions will take 2h 29m.

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

    Prices for flights from Houston George Bush Intcntl Airport to Chicago Midway Airport are refreshed on a daily basis.

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

  • How old do you have to be to fly from Houston George Bush Intcntl Airport 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 George Bush Intcntl Airport to Chicago Midway Airport.

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

    The required travel and health documents for your Chicago Midway Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago Midway Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Houston George Bush Intcntl Airport to Chicago Midway Airport?

  • What is the most popular airline from Houston George Bush Intcntl Airport to Chicago Midway Airport?


Best airlines flying from Houston George Bush Intcntl Airport to Chicago Midway Airport

Compare and see reviews for airlines that fly from Houston George Bush Intcntl Airport to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $74Free CancellationRating
5.9
3,276 reviews
Search Frontier flights
DeltaPriceFrom $196Free CancellationRating
8.0
7,897 reviews
Search Delta flights
  • Frontier Flights From Houston George Bush Intcntl Airport to Chicago Midway Airport

    Frontier is one of the most popular airlines flying from Houston George Bush Intcntl Airport to Chicago Midway Airport, operating 3 flights/week on average for this route. A good Frontier flight deal for Houston George Bush Intcntl Airport to Chicago Midway Airport starts from $74 round-trip, up to an average price of $161. Our users have rated Frontier at 5.9/10.


Traveling to a place near Chicago?

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

It is quick and easy to find Houston to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

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

Yes. momondo allows you to filter the results for Houston to Chicago flights to just show those with flexible booking policies.

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

momondo helps you find the best flight between Houston and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Houston and alert you when they change.


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