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Cheap flights from Texas to Chicago from $41

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 1/15. 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

Enter your travel dates to find the best prices.
Frontier Logo
1:15 pm - 3:33 pm
DFW
-
MDW
2h 18mnonstop
Frontier Logo
11:05 am - 1:48 pm
MDW
-
DFW
2h 43mnonstop
$83Frontier
Fri, Jan 9 - Thu, Jan 15
Frontier Logo
1:15 pm - 3:33 pm
DFW
-
MDW
2h 18mnonstop
Frontier Logo
9:15 am - 12:05 pm
MDW
-
DFW
2h 50mnonstop
$84Frontier
Fri, Jan 9 - Mon, Jan 12
Frontier Logo
11:37 am - 1:53 pm
DFW
-
MDW
2h 16mnonstop
Frontier Logo
8:15 am - 11:05 am
MDW
-
DFW
2h 50mnonstop
$85Frontier
Fri, Feb 27 - Mon, Mar 2
Frontier Logo
1:15 pm - 3:33 pm
DFW
-
MDW
2h 18mnonstop
Frontier Logo
9:15 am - 12:05 pm
MDW
-
DFW
2h 50mnonstop
$87Frontier
Fri, Jan 9 - Sun, Jan 11
Multiple Airlines Logo
4:59 pm - 7:52 pm
AUS
-
MDW
26h 53m1 stop
Multiple Airlines Logo
1:20 pm - 10:21 am
MDW
-
AUS
21h 01m2 stops
$152Multiple Airlines
Thu, Jan 22 - Wed, Jan 28
Southwest Logo
6:40 am - 9:05 am
HOU
-
MDW
2h 25mnonstop
Southwest Logo
8:55 am - 11:50 am
MDW
-
HOU
2h 55mnonstop
$157Southwest
Wed, Jan 14 - Sun, Jan 18
Southwest Logo
10:25 am - 12:35 pm
DAL
-
MDW
2h 10mnonstop
Southwest Logo
7:30 pm - 9:55 pm
MDW
-
DAL
2h 25mnonstop
$157Southwest
Wed, Feb 11 - Sat, Feb 14
Multiple Airlines Logo
6:05 pm - 2:06 pm
AUS
-
MDW
20h 01m2 stops
Multiple Airlines Logo
4:31 pm - 4:04 pm
MDW
-
AUS
23h 33m1 stop
$164Multiple Airlines
Thu, Jan 8 - Mon, Jan 12
Delta Logo
5:45 am - 10:32 am
HOU
-
MDW
4h 47m1 stop
Delta Logo
11:21 am - 4:10 pm
MDW
-
HOU
4h 49m1 stop
$197Delta
Sat, Jan 10 - Sat, Jan 17
Delta Logo
5:45 am - 10:27 am
HOU
-
MDW
4h 42m1 stop
Delta Logo
11:21 am - 4:10 pm
MDW
-
HOU
4h 49m1 stop
$207Delta
Wed, Jan 7 - Wed, Jan 14

Southwest flights from Texas to Chicago Midway Airport

Our best Southwest deals on Texas to Chicago Midway Airport flight tickets
Southwest
Jan 14
HOU6:40 amHouston Hobby
2h 25m
MDW9:05 amChicago Midway
Jan 18
MDW8:55 amChicago Midway
2h 55m
HOU11:50 amHouston Hobby
$157
Find similar
Southwest
Dec 25
HOU5:40 amHouston Hobby
5h 45m
1 stop
MDW11:25 amChicago Midway
Dec 31
MDW8:35 pmChicago Midway
2h 45m
HOU11:20 pmHouston Hobby
$167
Find similar
Southwest
Jan 7
DAL1:45 pmDallas Love Field
5h 20m
2 stops
MDW7:05 pmChicago Midway
Jan 10
MDW12:00 pmChicago Midway
2h 30m
DAL2:30 pmDallas Love Field
$172
Find similar

Frontier flights from Texas to Chicago Midway Airport

Our best Frontier deals on Texas to Chicago Midway Airport flight tickets
Frontier
Jan 9
DFW1:15 pmDallas/Fort Worth
2h 18m
MDW3:33 pmChicago Midway
Jan 15
MDW11:05 amChicago Midway
2h 43m
DFW1:48 pmDallas/Fort Worth
$83
Find similar
Frontier
Jan 9
DFW1:15 pmDallas/Fort Worth
2h 18m
MDW3:33 pmChicago Midway
Jan 12
MDW9:15 amChicago Midway
2h 50m
DFW12:05 pmDallas/Fort Worth
$84
Find similar
Frontier
Feb 27
DFW11:37 amDallas/Fort Worth
2h 16m
MDW1:53 pmChicago Midway
Mar 2
MDW8:15 amChicago Midway
2h 50m
DFW11:05 amDallas/Fort Worth
$85
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 December 11, 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

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Fri 1/9

1:15 pm-3:33 pm

Nonstop2h 18m

Chicago Midway

Thu 1/15

11:05 am-1:48 pm

Nonstop2h 43m

$83

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Fri 1/9

1:15 pm-3:33 pm

Nonstop2h 18m

Chicago Midway

Mon 1/12

9:15 am-12:05 pm

Nonstop2h 50m

$84

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Fri 2/27

11:37 am-1:53 pm

Nonstop2h 16m

Chicago Midway

Mon 3/2

8:15 am-11:05 am

Nonstop2h 50m

$85

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Fri 1/9

1:15 pm-3:33 pm

Nonstop2h 18m

Chicago Midway

Sun 1/11

9:15 am-12:05 pm

Nonstop2h 50m

$87

AustinChicago

AUS - MDW

AUSMDW

Austin Bergstrom

Thu 1/22

4:59 pm-7:52 pm

1 stop26h 53m

Chicago Midway

Wed 1/28

1:20 pm-10:21 am

2 stops21h 01m

$152

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

Wed 1/14

6:40 am-9:05 am

Nonstop2h 25m

Chicago Midway

Sun 1/18

8:55 am-11:50 am

Nonstop2h 55m

$157

DallasChicago

DAL - MDW

DALMDW

Dallas Love Field

Wed 2/11

10:25 am-12:35 pm

Nonstop2h 10m

Chicago Midway

Sat 2/14

7:30 pm-9:55 pm

Nonstop2h 25m

$157

AustinChicago

AUS - MDW

AUSMDW

Austin Bergstrom

Thu 1/8

6:05 pm-2:06 pm

2 stops20h 01m

Chicago Midway

Mon 1/12

4:31 pm-4:04 pm

1 stop23h 33m

$164

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

Sat 1/10

5:45 am-10:32 am

1 stop4h 47m

Chicago Midway

Sat 1/17

11:21 am-4:10 pm

1 stop4h 49m

$197

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

Wed 1/7

5:45 am-10:27 am

1 stop4h 42m

Chicago Midway

Wed 1/14

11:21 am-4:10 pm

1 stop4h 49m

$207

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 February is, on average, the cheapest month to fly to Chicago Midway Airport from Texas, with most prices found around $168. If you are unable to visit Chicago Midway Airport during the month of February, then departing from Texas during the month September is also very affordable. Most momondo users find prices during this month for around $177.

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 $150. 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, Friday 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 $183.

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 $190 when looking at flights departing at noon. Try not to purchase tickets in the afternoon because they tend to be around $222. 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/Fort Worth 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 $200 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 $99 on momondo.

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

There is only 1 cabin class 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

$95

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 $95. The best round-trip flight deal from Texas to Chicago Midway Airport found on momondo in the last 72 hours is $120.
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 $76Free CancellationRating
5.8
3,084 reviews
Search Frontier flights
SouthwestPriceFrom $146Free CancellationRating
7.9
4,253 reviews
Search Southwest flights
DeltaPriceFrom $216Free CancellationRating
7.9
8,007 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

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
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