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Cheap flights from Texas to Chicago from $90

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 10/7. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Texas to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
4:32 pm - 10:47 pmIAH  Houston George Bush Intcntl-MDW Chicago Midway
6h 15m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
11:50 am - 10:14 pmMDW  Chicago Midway-IAH Houston George Bush Intcntl
10h 24m1 stop Atlanta Hartsfield-Jackson
$169Frontier
Wed, Aug 26 - Tue, Sep 1
Frontier Logo
4:32 pm - 10:47 pmIAH  Houston George Bush Intcntl-MDW Chicago Midway
6h 15m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
11:45 am - 10:14 pmMDW  Chicago Midway-IAH Houston George Bush Intcntl
10h 29m1 stop Atlanta Hartsfield-Jackson
$170Frontier
Sat, Aug 29 - Sat, Sep 5
Frontier Logo
6:28 am - 5:51 pmIAH  Houston George Bush Intcntl-MDW Chicago Midway
11h 23m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
6:40 am - 3:05 pmMDW  Chicago Midway-IAH Houston George Bush Intcntl
8h 25m1 stop Atlanta Hartsfield-Jackson
$175Frontier
Wed, Oct 7 - Sat, Oct 10
Southwest Logo
8:50 pm - 11:15 pmHOU  Houston Hobby-MDW Chicago Midway
2h 25mnonstop
Southwest Logo
4:05 pm - 6:40 pmMDW  Chicago Midway-HOU Houston Hobby
2h 35mnonstop
$186Southwest
Tue, Sep 8 - Tue, Sep 15
Southwest Logo
8:50 pm - 11:15 pmHOU  Houston Hobby-MDW Chicago Midway
2h 25mnonstop
Southwest Logo
8:20 am - 1:40 pmMDW  Chicago Midway-HOU Houston Hobby
5h 20m1 stop Dallas Love Field
$196Southwest
Tue, Sep 8 - Tue, Sep 15
Southwest Logo
8:50 pm - 11:15 pmHOU  Houston Hobby-MDW Chicago Midway
2h 25mnonstop
Southwest Logo
7:40 am - 1:45 pmMDW  Chicago Midway-HOU Houston Hobby
6h 05m2 stops Nashville Intl Birmingham
$201Southwest
Tue, Sep 8 - Tue, Sep 15
Delta Logo
5:20 pm - 10:36 pmHOU  Houston Hobby-MDW Chicago Midway
5h 16m1 stop Atlanta Hartsfield-Jackson
Delta Logo
4:30 pm - 10:39 pmMDW  Chicago Midway-HOU Houston Hobby
6h 09m1 stop Atlanta Hartsfield-Jackson
$229Delta
Sat, Sep 5 - Fri, Sep 11
Delta Logo
2:44 pm - 10:44 pmIAH  Houston George Bush Intcntl-MDW Chicago Midway
8h 00m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:05 am - 11:05 amMDW  Chicago Midway-IAH Houston George Bush Intcntl
5h 00m1 stop Atlanta Hartsfield-Jackson
$242Delta
Fri, Sep 11 - Mon, Sep 14
Delta Logo
11:28 am - 4:59 pmIAH  Houston George Bush Intcntl-MDW Chicago Midway
5h 31m1 stop Detroit Metropolitan Wayne County
Delta Logo
4:30 pm - 10:33 pmMDW  Chicago Midway-IAH Houston George Bush Intcntl
6h 03m1 stop Atlanta Hartsfield-Jackson
$242Delta
Sat, Sep 5 - Sat, Sep 12
Multiple Airlines Logo
9:18 am - 7:19 pmAUS  Austin Bergstrom-MDW Chicago Midway
10h 01m1 stop Knoxville McGhee Tyson
Multiple Airlines Logo
7:25 am - 11:59 pmMDW  Chicago Midway-AUS Austin Bergstrom
16h 34m2 stops Atlanta Hartsfield-Jackson Denver Intl
$280Multiple Airlines
Fri, Nov 6 - Mon, Nov 9

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Frontier flights from Texas to Chicago Midway Airport

Our best Frontier deals on Texas to Chicago Midway Airport flight tickets
Frontier
Aug 26
IAH4:32 pmHouston George Bush Intcntl
6h 15m
1 stop
MDW10:47 pmChicago Midway
Sep 1
MDW11:50 amChicago Midway
10h 24m
1 stop
IAH10:14 pmHouston George Bush Intcntl
$169
Frontier
Aug 29
IAH4:32 pmHouston George Bush Intcntl
6h 15m
1 stop
MDW10:47 pmChicago Midway
Sep 5
MDW11:45 amChicago Midway
10h 29m
1 stop
IAH10:14 pmHouston George Bush Intcntl
$170
Frontier
Oct 7
IAH6:28 amHouston George Bush Intcntl
11h 23m
1 stop
MDW5:51 pmChicago Midway
Oct 10
MDW6:40 amChicago Midway
8h 25m
1 stop
IAH3:05 pmHouston George Bush Intcntl
$175

Southwest flights from Texas to Chicago Midway Airport

Our best Southwest deals on Texas to Chicago Midway Airport flight tickets
Southwest
Sep 6
HOU8:35 pmHouston Hobby
2h 20m
MDW10:55 pmChicago Midway
Sep 11
MDW7:25 amChicago Midway
2h 30m
HOU9:55 amHouston Hobby
$209
Southwest
Sep 6
HOU8:35 pmHouston Hobby
2h 20m
MDW10:55 pmChicago Midway
Sep 11
MDW1:05 pmChicago Midway
5h 20m
1 stop
HOU6:25 pmHouston Hobby
$215
Southwest
Sep 11
HOU7:55 pmHouston Hobby
2h 25m
MDW10:20 pmChicago Midway
Sep 16
MDW5:15 pmChicago Midway
2h 35m
HOU7:50 pmHouston Hobby
$222

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 9, 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

HoustonChicago

IAH Houston George Bush Intcntl - MDW Chicago Midway

IAHMDW

Houston George Bush Intcntl

Wed 8/26

4:32 pm-10:47 pm

1 stop6h 15m

Chicago Midway

Tue 9/1

11:50 am-10:14 pm

1 stop10h 24m

$169

HoustonChicago

IAH Houston George Bush Intcntl - MDW Chicago Midway

IAHMDW

Houston George Bush Intcntl

Sat 8/29

4:32 pm-10:47 pm

1 stop6h 15m

Chicago Midway

Sat 9/5

11:45 am-10:14 pm

1 stop10h 29m

$170

HoustonChicago

IAH Houston George Bush Intcntl - MDW Chicago Midway

IAHMDW

Houston George Bush Intcntl

Wed 10/7

6:28 am-5:51 pm

1 stop11h 23m

Chicago Midway

Sat 10/10

6:40 am-3:05 pm

1 stop8h 25m

$175
Quickest round-trip

HoustonChicago

HOU Houston Hobby - MDW Chicago Midway

HOUMDW

Houston Hobby

Tue 9/8

8:50 pm-11:15 pm

Nonstop2h 25m

Chicago Midway

Tue 9/15

4:05 pm-6:40 pm

Nonstop2h 35m

$186

HoustonChicago

HOU Houston Hobby - MDW Chicago Midway

HOUMDW

Houston Hobby

Tue 9/8

8:50 pm-11:15 pm

Nonstop2h 25m

Chicago Midway

Tue 9/15

8:20 am-1:40 pm

1 stop5h 20m

$196

HoustonChicago

HOU Houston Hobby - MDW Chicago Midway

HOUMDW

Houston Hobby

Tue 9/8

8:50 pm-11:15 pm

Nonstop2h 25m

Chicago Midway

Tue 9/15

7:40 am-1:45 pm

2 stops6h 05m

$201

HoustonChicago

HOU Houston Hobby - MDW Chicago Midway

HOUMDW

Houston Hobby

Sat 9/5

5:20 pm-10:36 pm

1 stop5h 16m

Chicago Midway

Fri 9/11

4:30 pm-10:39 pm

1 stop6h 09m

$229

HoustonChicago

IAH Houston George Bush Intcntl - MDW Chicago Midway

IAHMDW

Houston George Bush Intcntl

Fri 9/11

2:44 pm-10:44 pm

1 stop8h 00m

Chicago Midway

Mon 9/14

6:05 am-11:05 am

1 stop5h 00m

$242

HoustonChicago

IAH Houston George Bush Intcntl - MDW Chicago Midway

IAHMDW

Houston George Bush Intcntl

Sat 9/5

11:28 am-4:59 pm

1 stop5h 31m

Chicago Midway

Sat 9/12

4:30 pm-10:33 pm

1 stop6h 03m

$242

AustinChicago

AUS Austin Bergstrom - MDW Chicago Midway

AUSMDW

Austin Bergstrom

Fri 11/6

9:18 am-7:19 pm

1 stop10h 01m

Chicago Midway

Mon 11/9

7:25 am-11:59 pm

2 stops16h 34m

$280

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 $223. If you are unable to visit Chicago Midway Airport during the month of October, then departing from Texas during the month December is also very affordable. Most momondo users find prices during this month for around $230.

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

According to our data, Tuesday is the cheapest day to fly to Chicago Midway Airport from Texas. The lowest ticket price found for a Tuesday departure recently was $176. 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, Saturday 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 $221.

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

Flying to Chicago Midway Airport from Texas in the evening is the least expensive time of day to depart. momondo users have found prices as low as $223 when looking at flights departing in the evening. Try not to purchase tickets in the morning because they tend to be around $283. 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 $241 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 $136 on momondo.

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

There is only 1 cabin class available to choose from on Texas to Chicago Midway Airport 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?

You could potentially save up to 2% on your flight if you consider stops on a Texas to Chicago Midway Airport flight.

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

$104

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 $104. The best round-trip flight deal from Texas to Chicago Midway Airport found on momondo in the last 72 hours is $224.
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 $78Free CancellationRating
5.6
2,717 reviews
Search Frontier flights
SouthwestPriceFrom $153Free CancellationRating
8.0
4,216 reviews
Search Southwest flights
DeltaPriceFrom $216Free CancellationRating
7.8
8,496 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
Portage
Benton Harbor
Lansing
Saint Joseph
Valparaiso
Schererville
Munster
Chesterton
Monticello
Crown Point
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.

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