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Cheap flights from Texas to Chicago from $69

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 10/13. 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
2:25 pm - 4:42 pm
DFW
-
MDW
2h 17mnonstop
Frontier Logo
4:10 pm - 6:53 pm
MDW
-
DFW
2h 43mnonstop
$146Frontier
Sab, Jun 6 - Jum, Jun 12
Frontier Logo
11:55 am - 2:12 pm
DFW
-
MDW
2h 17mnonstop
Frontier Logo
4:10 pm - 6:53 pm
MDW
-
DFW
2h 43mnonstop
$147Frontier
Sen, Jun 8 - Kam, Jun 11
Frontier Logo
10:52 am - 10:02 pm
IAH
-
MDW
11h 10m
1 stop
Frontier Logo
6:00 am - 7:23 am
MDW
-
IAH
25h 23m
1 stop
$148Frontier
Sab, Jun 6 - Sel, Jun 9
Frontier Logo
11:55 am - 2:12 pm
DFW
-
MDW
2h 17mnonstop
Frontier Logo
3:07 pm - 5:50 pm
MDW
-
DFW
2h 43mnonstop
$148Frontier
Sen, Jun 1 - Kam, Jun 4
Southwest Logo
6:20 pm - 8:45 pm
HOU
-
MDW
2h 25mnonstop
Southwest Logo
9:00 pm - 11:35 pm
MDW
-
HOU
2h 35mnonstop
$169Southwest
Sel, Jun 9 - Sel, Jun 16
Southwest Logo
11:25 am - 3:30 pm
HOU
-
MDW
4h 05m
1 stop
Southwest Logo
8:25 pm - 10:50 pm
MDW
-
HOU
2h 25mnonstop
$175Southwest
Rab, Ags 12 - Sel, Ags 18
Southwest Logo
6:00 pm - 10:00 pm
HOU
-
MDW
4h 00m
1 stop
Southwest Logo
1:10 pm - 3:45 pm
MDW
-
HOU
2h 35mnonstop
$179Southwest
Sel, Jun 16 - Sel, Jun 23
Delta Logo
5:14 pm - 10:15 pm
HOU
-
MDW
5h 01m
1 stop
Delta Logo
6:05 am - 12:16 pm
MDW
-
HOU
6h 11m
1 stop
$197Delta
Rab, Jul 29 - Sel, Ags 4
Delta Logo
2:38 pm - 10:15 pm
IAH
-
MDW
7h 37m
1 stop
Delta Logo
12:46 pm - 5:40 pm
MDW
-
IAH
4h 54m
1 stop
$197Delta
Rab, Jul 29 - Rab, Ags 5
Delta Logo
2:38 pm - 10:15 pm
IAH
-
MDW
7h 37m
1 stop
Delta Logo
9:24 am - 5:40 pm
MDW
-
IAH
8h 16m
2 stops
$202Delta
Rab, Jul 29 - Sel, Ags 4

Frontier flights from Texas to Chicago Midway Airport

Our best Frontier deals on Texas to Chicago Midway Airport flight tickets
Frontier
Jun 6
DFW2:25 pmDallas/Fort Worth
2h 17m
MDW4:42 pmChicago Midway
Jun 12
MDW4:10 pmChicago Midway
2h 43m
DFW6:53 pmDallas/Fort Worth
$146
Frontier
Jun 8
DFW11:55 amDallas/Fort Worth
2h 17m
MDW2:12 pmChicago Midway
Jun 11
MDW4:10 pmChicago Midway
2h 43m
DFW6:53 pmDallas/Fort Worth
$147
Frontier
Jun 6
IAH10:52 amHouston George Bush Intcntl
11h 10m
1 stop
MDW10:02 pmChicago Midway
Jun 9
MDW6:00 amChicago Midway
25h 23m
1 stop
IAH7:23 amHouston George Bush Intcntl
$148

Southwest flights from Texas to Chicago Midway Airport

Our best Southwest deals on Texas to Chicago Midway Airport flight tickets
Southwest
Jun 9
HOU6:20 pmHouston Hobby
2h 25m
MDW8:45 pmChicago Midway
Jun 16
MDW9:00 pmChicago Midway
2h 35m
HOU11:35 pmHouston Hobby
$169
Southwest
Aug 12
HOU11:25 amHouston Hobby
4h 05m
1 stop
MDW3:30 pmChicago Midway
Aug 18
MDW7:50 amChicago Midway
2h 35m
HOU10:25 amHouston Hobby
$175
Southwest
Jun 16
HOU6:00 pmHouston Hobby
4h 00m
1 stop
MDW10:00 pmChicago Midway
Jun 23
MDW1:10 pmChicago Midway
2h 35m
HOU3:45 pmHouston Hobby
$179

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 Mei 13, 2026.
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

Cheapest round-trip
Quickest round-trip

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Sab 6/6

2:25 pm-4:42 pm

Nonstop2h 17m

Chicago Midway

Jum 6/12

4:10 pm-6:53 pm

Nonstop2h 43m

$146

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Sen 6/8

11:55 am-2:12 pm

Nonstop2h 17m

Chicago Midway

Kam 6/11

4:10 pm-6:53 pm

Nonstop2h 43m

$147

HoustonChicago

IAH - MDW

IAHMDW

Houston George Bush Intcntl

Sab 6/6

10:52 am-10:02 pm

1 stop11h 10m

Chicago Midway

Sel 6/9

6:00 am-7:23 am

1 stop25h 23m

$148

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Sen 6/1

11:55 am-2:12 pm

Nonstop2h 17m

Chicago Midway

Kam 6/4

3:07 pm-5:50 pm

Nonstop2h 43m

$148

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

Sel 6/9

6:20 pm-8:45 pm

Nonstop2h 25m

Chicago Midway

Sel 6/16

9:00 pm-11:35 pm

Nonstop2h 35m

$169

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

Rab 8/12

11:25 am-3:30 pm

1 stop4h 05m

Chicago Midway

Sel 8/18

8:25 pm-10:50 pm

Nonstop2h 25m

$175

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

Sel 6/16

6:00 pm-10:00 pm

1 stop4h 00m

Chicago Midway

Sel 6/23

1:10 pm-3:45 pm

Nonstop2h 35m

$179

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

Rab 7/29

5:14 pm-10:15 pm

1 stop5h 01m

Chicago Midway

Sel 8/4

6:05 am-12:16 pm

1 stop6h 11m

$197

HoustonChicago

IAH - MDW

IAHMDW

Houston George Bush Intcntl

Rab 7/29

2:38 pm-10:15 pm

1 stop7h 37m

Chicago Midway

Rab 8/5

12:46 pm-5:40 pm

1 stop4h 54m

$197

HoustonChicago

IAH - MDW

IAHMDW

Houston George Bush Intcntl

Rab 7/29

2:38 pm-10:15 pm

1 stop7h 37m

Chicago Midway

Sel 8/4

9:24 am-5:40 pm

2 stops8h 16m

$202

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 October is, on average, the cheapest month to fly to Chicago Midway Airport from Texas, with most prices found around $39. If you are unable to visit Chicago Midway Airport during the month of October, then departing from Texas during the month May is also very affordable. Most momondo users find prices during this month for around $39.

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 Texas. The lowest ticket price found for a Sunday departure recently was $152. 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 $187.

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 $195 when looking at flights departing at noon. Try not to purchase tickets in the afternoon because they tend to be around $218. 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 from Texas 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 $209 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 $129 on momondo.

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

$70

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 $70. The best round-trip flight deal from Texas to Chicago Midway Airport found on momondo in the last 72 hours is $114.
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

Frequently asked questions about flying from Texas to Chicago Midway Airport

  • 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 $77Free CancellationRating
5.6
2,952 reviews
Search Frontier flights
SouthwestPriceFrom $145Free CancellationRating
7.9
4,296 reviews
Search Southwest flights
DeltaPriceFrom $216Free CancellationRating
7.9
8,452 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
Saint Joseph
Benton Harbor
Portage
Lansing
Valparaiso
Munster
Schererville
Crown Point
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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