$90 Find Cheap Flights from Texas to Chicago - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 9/30. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Flight Deals

Cheap Flights from Texas to Chicago

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Texas to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Texas to Chicago

mar., jul. 21 - mié., ago. 5
Frontier Logo
9:58 pm - 12:49 am
IAH
-
ORD
2h 51mnonstop
Frontier Logo
9:57 pm - 10:34 am
ORD
-
IAH
12h 37m
1 stop
$165Frontier
mié., sep. 2 - mié., sep. 9
Frontier Logo
12:53 pm - 3:59 pm
IAH
-
ORD
3h 06mnonstop
Frontier Logo
2:46 pm - 5:47 pm
ORD
-
IAH
3h 01mnonstop
$166Frontier
sáb., sep. 5 - mar., sep. 8
Southwest Logo
5:00 pm - 7:10 pm
DAL
-
MDW
2h 10mnonstop
Southwest Logo
10:30 am - 2:15 pm
MDW
-
DAL
3h 45m
1 stop
$199Southwest
sáb., sep. 5 - mar., sep. 8
Southwest Logo
8:00 am - 1:20 pm
DAL
-
MDW
5h 20m
1 stop
Southwest Logo
10:30 am - 2:15 pm
MDW
-
DAL
3h 45m
1 stop
$208Southwest
sáb., ago. 1 - mar., ago. 4
Delta Logo
5:17 pm - 11:53 pm
HOU
-
ORD
6h 36m
1 stop
Delta Logo
5:30 am - 12:16 pm
ORD
-
HOU
6h 46m
1 stop
$229Delta
mar., ago. 4 - mié., ago. 5
Delta Logo
5:41 am - 11:51 am
IAH
-
MDW
6h 10m
1 stop
Delta Logo
9:24 am - 7:54 pm
MDW
-
IAH
10h 30m
2 stops
$234Delta
sáb., ago. 8 - sáb., ago. 15
American Airlines Logo
3:27 pm - 6:35 pm
AUS
-
ORD
3h 08mnonstop
American Airlines Logo
7:15 pm - 9:59 pm
ORD
-
AUS
2h 44mnonstop
$261American Airlines
lun., ago. 10 - sáb., ago. 15
American Airlines Logo
6:47 pm - 10:00 pm
AUS
-
ORD
3h 13mnonstop
American Airlines Logo
6:18 pm - 10:35 pm
ORD
-
AUS
4h 17m
1 stop
$263American Airlines
mié., ago. 26 - mar., sep. 1
Multiple Airlines Logo
10:24 pm - 7:02 pm
SAT
-
ORD
20h 38m
1 stop
Multiple Airlines Logo
7:44 pm - 4:13 pm
ORD
-
SAT
20h 29m
2 stops
$304Multiple Airlines
mar., ago. 18 - mar., ago. 25
Multiple Airlines Logo
8:26 pm - 1:36 pm
SAT
-
ORD
17h 10m
1 stop
Multiple Airlines Logo
5:59 pm - 4:13 pm
ORD
-
SAT
22h 14m
2 stops
$305Multiple Airlines
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$90
Best time to beat the crowds but there is an average 16% increase in price.
Most popular time to fly with an average 2% increase in price.
Flight from Houston Hobby Airport to Chicago Midway Airport

Flights from Texas to Chicago: the best tips from KAYAK users

Insights shared by verified travelers who flew the route from Texas to Chicago 
Learn how KAYAK collects reviews and tips from users.
DeepaFlew with American Airlines
DFW
-
ORD
Apr 2026
The TSA precheck feature is useful, and the security checkpoint to gate walk is around 20 mins, not too bad.
RickyFlew with Spirit Airlines
DFW
-
ORD
Mar 2024
Uber pickup is in terminal 2 doors 2D/2E not available in terminal 1

FAQs for booking flights from Texas to Chicago

  • How does KAYAK find such low prices on flights from Texas to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Texas to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Texas to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Texas is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Texas to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Texas with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Texas to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Texas up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Traveling to a place near Chicago?

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

Everything you need to know for your flight to Chicago

Cabin class types available on flights to Texas

Cabin classes available on flights to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
First Class flights to Chicagofrom $569
Business Class flights to Chicagofrom $513
Premium Economy Class flights to Chicagofrom $674
Economy Class flights to Chicagofrom $88