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Cheap flights from Texas to Chicago from $74

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Texas to Chicago departing on 10/4. 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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Cheap round-trip flights

Frontier Logo
5:46 pm - 11:17 pmIAH-MDW
5h 31m1 stop
Frontier Logo
6:30 am - 9:18 amMDW-IAH
2h 48mnonstop
$142Frontier
Find Deal
Sat, Sep 20 - Sun, Sep 21
Frontier Logo
3:02 pm - 11:09 pmIAH-MDW
8h 07m1 stop
Frontier Logo
5:00 am - 7:49 amMDW-IAH
2h 49mnonstop
$149Frontier
Find Deal
Sat, Nov 1 - Sun, Nov 2
Frontier Logo
9:52 pm - 12:11 amDFW-MDW
2h 19mnonstop
Frontier Logo
8:00 am - 10:33 amMDW-DFW
2h 33mnonstop
$149Frontier
Find Deal
Wed, Oct 8 - Tue, Oct 14
Frontier Logo
9:52 pm - 12:11 amDFW-MDW
2h 19mnonstop
Frontier Logo
8:00 am - 10:33 amMDW-DFW
2h 33mnonstop
$150Frontier
Find Deal
Thu, Oct 9 - Tue, Oct 14
Southwest Logo
1:35 pm - 4:00 pmHOU-MDW
2h 25mnonstop
Southwest Logo
7:20 pm - 9:50 pmMDW-HOU
2h 30mnonstop
$157Southwest
Find Deal
Sat, Sep 6 - Sat, Sep 6
Southwest Logo
10:20 am - 12:35 pmDAL-MDW
2h 15mnonstop
Southwest Logo
5:30 am - 7:45 amMDW-DAL
2h 15mnonstop
$157Southwest
Find Deal
Wed, Oct 1 - Tue, Oct 7
Southwest Logo
2:25 pm - 4:40 pmDAL-MDW
2h 15mnonstop
Southwest Logo
5:25 am - 7:35 amMDW-DAL
2h 10mnonstop
$159Southwest
Find Deal
Sat, Sep 27 - Mon, Sep 29
Delta Logo
4:00 pm - 9:26 pmDFW-MDW
5h 26m1 stop
Delta Logo
9:30 am - 2:08 pmMDW-DFW
4h 38m1 stop
$197Delta
Find Deal
Tue, Sep 9 - Wed, Sep 10
Delta Logo
11:24 am - 6:37 pmDFW-MDW
7h 13m1 stop
Delta Logo
9:15 am - 5:17 pmMDW-DFW
8h 02m1 stop
$199Delta
Find Deal
Tue, Sep 2 - Thu, Sep 4
Delta Logo
5:45 am - 12:28 pmDFW-MDW
6h 43m1 stop
Delta Logo
9:30 am - 2:08 pmMDW-DFW
4h 38m1 stop
$200Delta
Find Deal
Sun, Aug 31 - Fri, Sep 5

Frontier flights from Texas to Chicago Midway Airport

Our best Frontier deals on Texas to Chicago Midway Airport flight tickets
Frontier
Sep 20
IAH5:46 pmHouston George Bush Intcntl
5h 31m
1 stop
MDW11:17 pmChicago Midway
Sep 21
MDW6:30 amChicago Midway
2h 48m
IAH9:18 amHouston George Bush Intcntl
$142
Find similar
Frontier
Oct 8
DFW9:52 pmDallas/Fort Worth
2h 19m
MDW12:11 amChicago Midway
Oct 14
MDW8:00 amChicago Midway
2h 33m
DFW10:33 amDallas/Fort Worth
$149
Find similar
Frontier
Oct 9
DFW9:52 pmDallas/Fort Worth
2h 19m
MDW12:11 amChicago Midway
Oct 14
MDW8:00 amChicago Midway
2h 33m
DFW10:33 amDallas/Fort Worth
$150
Find similar

Southwest flights from Texas to Chicago Midway Airport

Our best Southwest deals on Texas to Chicago Midway Airport flight tickets
Southwest
Sep 6
HOU1:35 pmHouston Hobby
2h 25m
MDW4:00 pmChicago Midway
Sep 6
MDW7:20 pmChicago Midway
2h 30m
HOU9:50 pmHouston Hobby
$157
Find similar
Southwest
Sep 27
DAL2:25 pmDallas Love Field
2h 15m
MDW4:40 pmChicago Midway
Sep 29
MDW5:25 amChicago Midway
2h 10m
DAL7:35 amDallas Love Field
$159
Find similar
Southwest
Sep 4
DAL6:35 pmDallas Love Field
2h 15m
MDW8:50 pmChicago Midway
Sep 8
MDW6:50 pmChicago Midway
2h 15m
DAL9:05 pmDallas Love Field
$161
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Texas to Chicago Midway Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated August 2, 2025.
Use the filters below to find and compare flights from Texas to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

HoustonChicago

IAH - MDW

IAHMDW

Houston George Bush Intcntl

Sat 9/20

5:46 pm-11:17 pm

1 stop5h 31m

Chicago Midway

Sun 9/21

6:30 am-9:18 am

Nonstop2h 48m

$142

HoustonChicago

IAH - MDW

IAHMDW

Houston George Bush Intcntl

Sat 11/1

3:02 pm-11:09 pm

1 stop8h 07m

Chicago Midway

Sun 11/2

5:00 am-7:49 am

Nonstop2h 49m

$149

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Wed 10/8

9:52 pm-12:11 am

Nonstop2h 19m

Chicago Midway

Tue 10/14

8:00 am-10:33 am

Nonstop2h 33m

$149

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Thu 10/9

9:52 pm-12:11 am

Nonstop2h 19m

Chicago Midway

Tue 10/14

8:00 am-10:33 am

Nonstop2h 33m

$150

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

Sat 9/6

1:35 pm-4:00 pm

Nonstop2h 25m

Chicago Midway

Sat 9/6

7:20 pm-9:50 pm

Nonstop2h 30m

$157

DallasChicago

DAL - MDW

DALMDW

Dallas Love Field

Wed 10/1

10:20 am-12:35 pm

Nonstop2h 15m

Chicago Midway

Tue 10/7

5:30 am-7:45 am

Nonstop2h 15m

$157

DallasChicago

DAL - MDW

DALMDW

Dallas Love Field

Sat 9/27

2:25 pm-4:40 pm

Nonstop2h 15m

Chicago Midway

Mon 9/29

5:25 am-7:35 am

Nonstop2h 10m

$159

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Tue 9/9

4:00 pm-9:26 pm

1 stop5h 26m

Chicago Midway

Wed 9/10

9:30 am-2:08 pm

1 stop4h 38m

$197

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Tue 9/2

11:24 am-6:37 pm

1 stop7h 13m

Chicago Midway

Thu 9/4

9:15 am-5:17 pm

1 stop8h 02m

$199

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Sun 8/31

5:45 am-12:28 pm

1 stop6h 43m

Chicago Midway

Fri 9/5

9:30 am-2:08 pm

1 stop4h 38m

$200

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Texas 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 September is, on average, the cheapest month to fly to Chicago Midway Airport from Texas, with most prices found around $158. If you are unable to visit Chicago Midway Airport during the month of September, then departing from Texas during the month October is also very affordable. Most momondo users find prices during this month for around $161.

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

According to our data, Saturday is the cheapest day to fly to Chicago Midway Airport from Texas. The lowest ticket price found for a Saturday departure recently was $132. 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 Texas because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $177.

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

Flying to Chicago Midway Airport from Texas at noon is the least expensive time of day to depart. momondo users have found prices as low as $182 when looking at flights departing at noon. Try not to purchase tickets in the afternoon because they tend to be around $224. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Texas to Chicago Midway flight route?

Fly from Dallas Love Field to Chicago Midway for the best Texas - Chicago Midway flight prices

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

You are more likely to see cheaper flights to Chicago Midway Airport from Texas when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago Midway Airport for around $196 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago Midway Airport from Texas for as low as $110 on momondo.

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

There are 1 cabin classes available to choose from on Texas 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 Texas to Chicago Midway Airport flights?

No. A direct flight is the cheapest option for a flight between Texas to Chicago Midway Airport.

Cheap Texas to Chicago Midway Airport flight deals and tips

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

Best Price Found

$74

Fastest flight time

2h 10m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Texas in the past 72 hours is $74. The best round-trip flight deal from Texas to Chicago Midway Airport found on momondo in the last 72 hours is $142.
The fastest flight from Texas to Chicago Midway Airport takes 2h 10m
Direct flights go from Texas to Chicago Midway Airport every day.
Search flight deals

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

    Prices for flights from Texas to Chicago Midway Airport refresh daily.

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

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Texas 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 Texas to Chicago Midway Airport?

Best airlines flying from Texas to Chicago Midway Airport

Compare and see reviews for airlines that fly from Texas to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $65Free CancellationRating
5.8
3,241 reviews
Search Frontier flights
SouthwestPriceFrom $147Free CancellationRating
8.0
4,246 reviews
Search Southwest flights
DeltaPriceFrom $196Free CancellationRating
8.0
7,983 reviews
Search Delta flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Texas.

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

Flights from Texas to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Texas.

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

Price alerts on flights to Chicago from Texas are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

An easier way to manage your Chicago Midway Airport trip

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