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.

$85 CHEAP FLIGHTS from Texas to Chicago

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Flight Deals

Cheap Flights from Texas to Chicago

Discover the best prices for you by selecting your travel dates on KAYAK.

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from Texas to Chicago

Fri, Sep 25 - Tue, Sep 29

6:50 pm - 9:39 pmIAH Houston George Bush Intcntl-ORD Chicago O'Hare Intl

2h 49mnonstop

7:25 am - 10:30 amORD Chicago O'Hare Intl-IAH Houston George Bush Intcntl

3h 05mnonstop

$147Frontier

Fri, Oct 16 - Mon, Oct 19

11:36 am - 2:25 pmIAH Houston George Bush Intcntl-ORD Chicago O'Hare Intl

2h 49mnonstop

7:40 am - 10:39 amORD Chicago O'Hare Intl-IAH Houston George Bush Intcntl

2h 59mnonstop

$147Frontier

Thu, Sep 24 - Mon, Sep 28

7:55 pm - 10:20 pmHOU Houston Hobby-MDW Chicago Midway

2h 25mnonstop

5:25 am - 7:50 amMDW Chicago Midway-HOU Houston Hobby

2h 25mnonstop

$209Southwest

Thu, Oct 15 - Mon, Oct 19

7:55 pm - 10:20 pmHOU Houston Hobby-MDW Chicago Midway

2h 25mnonstop

9:30 pm - 12:10 amMDW Chicago Midway-HOU Houston Hobby

2h 40mnonstop

$209Southwest

Wed, Oct 21 - Wed, Oct 21

7:34 am - 10:30 amIAH Houston George Bush Intcntl-ORD Chicago O'Hare Intl

2h 56mnonstop

5:10 pm - 8:06 pmORD Chicago O'Hare Intl-IAH Houston George Bush Intcntl

2h 56mnonstop

$209American Airlines

Thu, Oct 15 - Mon, Oct 19

7:34 am - 10:30 amIAH Houston George Bush Intcntl-ORD Chicago O'Hare Intl

2h 56mnonstop

9:42 pm - 12:36 amORD Chicago O'Hare Intl-IAH Houston George Bush Intcntl

2h 54mnonstop

$209American Airlines

Sat, Oct 10 - Sat, Oct 17

5:30 am - 3:03 pmDFW Dallas/Fort Worth-ORD Chicago O'Hare Intl

9h 33m1 stop Minneapolis St Paul

12:37 pm - 3:20 pmORD Chicago O'Hare Intl-DFW Dallas/Fort Worth

2h 43mnonstop

$220Multiple Airlines

Fri, Oct 2 - Mon, Oct 5

5:00 am - 7:55 amIAH Houston George Bush Intcntl-ORD Chicago O'Hare Intl

2h 55mnonstop

6:25 am - 9:14 amORD Chicago O'Hare Intl-IAH Houston George Bush Intcntl

2h 49mnonstop

$222United Airlines

Fri, Oct 9 - Tue, Oct 13

9:45 pm - 12:23 amIAH Houston George Bush Intcntl-ORD Chicago O'Hare Intl

2h 38mnonstop

9:38 pm - 12:30 amORD Chicago O'Hare Intl-IAH Houston George Bush Intcntl

2h 52mnonstop

$222United Airlines

Mon, Oct 12 - Sat, Oct 17

5:30 am - 10:38 amDFW Dallas/Fort Worth-ORD Chicago O'Hare Intl

5h 08m1 stop Minneapolis St Paul

12:37 pm - 3:20 pmORD Chicago O'Hare Intl-DFW Dallas/Fort Worth

2h 43mnonstop

$222Multiple Airlines

Recent last minute flight deals from Texas to Chicago

Sat, Sep 5 - Thu, Sep 17

12:53 pm - 3:59 pmIAH Houston George Bush Intcntl-ORD Chicago O'Hare Intl

3h 06mnonstop

2:46 pm - 5:55 pmORD Chicago O'Hare Intl-IAH Houston George Bush Intcntl

3h 09mnonstop

$182Frontier

Sun, Sep 6 - Thu, Sep 17

9:58 pm - 12:49 amIAH Houston George Bush Intcntl-ORD Chicago O'Hare Intl

2h 51mnonstop

2:46 pm - 5:55 pmORD Chicago O'Hare Intl-IAH Houston George Bush Intcntl

3h 09mnonstop

$182Frontier

Sat, Sep 5 - Sat, Sep 12

9:30 am - 1:55 pmDFW Dallas/Fort Worth-ORD Chicago O'Hare Intl

4h 25m1 stop Kirksville Cannon Memorial

1:04 pm - 3:50 pmORD Chicago O'Hare Intl-DFW Dallas/Fort Worth

2h 46mnonstop

$242Multiple Airlines

Sat, Sep 5 - Sat, Sep 12

9:30 am - 1:55 pmDFW Dallas/Fort Worth-ORD Chicago O'Hare Intl

4h 25m1 stop Kirksville Cannon Memorial

1:04 pm - 3:50 pmORD Chicago O'Hare Intl-DFW Dallas/Fort Worth

2h 46mnonstop

$242Multiple Airlines

Sat, Sep 5 - Wed, Sep 9

9:30 am - 1:55 pmDFW Dallas/Fort Worth-ORD Chicago O'Hare Intl

4h 25m1 stop Kirksville Cannon Memorial

2:40 pm - 7:15 pmORD Chicago O'Hare Intl-DFW Dallas/Fort Worth

4h 35m1 stop Kirksville Cannon Memorial

$278Contour

Sat, Sep 5 - Wed, Sep 9

9:30 am - 1:55 pmDFW Dallas/Fort Worth-ORD Chicago O'Hare Intl

4h 25m1 stop Kirksville Cannon Memorial

2:40 pm - 7:15 pmORD Chicago O'Hare Intl-DFW Dallas/Fort Worth

4h 35m1 stop Kirksville Cannon Memorial

$286Contour

Sun, Sep 6 - Thu, Sep 10

1:00 pm - 3:55 pmAUS Austin Bergstrom-ORD Chicago O'Hare Intl

2h 55mnonstop

7:00 am - 9:58 amORD Chicago O'Hare Intl-AUS Austin Bergstrom

2h 58mnonstop

$291United Airlines

Sat, Sep 5 - Sun, Sep 6

6:47 pm - 10:00 pmAUS Austin Bergstrom-ORD Chicago O'Hare Intl

3h 13mnonstop

9:04 pm - 11:50 pmORD Chicago O'Hare Intl-AUS Austin Bergstrom

2h 46mnonstop

$291American Airlines

Sat, Sep 5 - Sun, Sep 6

7:45 am - 10:45 amAUS Austin Bergstrom-ORD Chicago O'Hare Intl

3h 00mnonstop

9:04 pm - 11:50 pmORD Chicago O'Hare Intl-AUS Austin Bergstrom

2h 46mnonstop

$291American Airlines

Sun, Sep 6 - Thu, Sep 10

9:33 am - 2:50 pmAUS Austin Bergstrom-ORD Chicago O'Hare Intl

5h 17m1 stop Houston George Bush Intcntl

7:00 am - 9:58 amORD Chicago O'Hare Intl-AUS Austin Bergstrom

2h 58mnonstop

$301United Airlines

Recent direct flight deals from Texas to Chicago

Fri, Sep 25 - Tue, Sep 29

6:50 pm - 9:39 pmIAH Houston George Bush Intcntl-ORD Chicago O'Hare Intl

2h 49mnonstop

7:25 am - 10:30 amORD Chicago O'Hare Intl-IAH Houston George Bush Intcntl

3h 05mnonstop

$147Frontier

Fri, Oct 16 - Mon, Oct 19

11:36 am - 2:25 pmIAH Houston George Bush Intcntl-ORD Chicago O'Hare Intl

2h 49mnonstop

7:40 am - 10:39 amORD Chicago O'Hare Intl-IAH Houston George Bush Intcntl

2h 59mnonstop

$147Frontier

Tue, Oct 6 - Thu, Oct 8

11:25 am - 2:17 pmIAH Houston George Bush Intcntl-ORD Chicago O'Hare Intl

2h 52mnonstop

7:40 am - 10:39 amORD Chicago O'Hare Intl-IAH Houston George Bush Intcntl

2h 59mnonstop

$148Frontier

Wed, Oct 21 - Wed, Oct 21

7:34 am - 10:30 amIAH Houston George Bush Intcntl-ORD Chicago O'Hare Intl

2h 56mnonstop

5:10 pm - 8:06 pmORD Chicago O'Hare Intl-IAH Houston George Bush Intcntl

2h 56mnonstop

$209American Airlines

Thu, Oct 15 - Mon, Oct 19

7:34 am - 10:30 amIAH Houston George Bush Intcntl-ORD Chicago O'Hare Intl

2h 56mnonstop

9:42 pm - 12:36 amORD Chicago O'Hare Intl-IAH Houston George Bush Intcntl

2h 54mnonstop

$209American Airlines

Thu, Sep 24 - Mon, Sep 28

7:55 pm - 10:20 pmHOU Houston Hobby-MDW Chicago Midway

2h 25mnonstop

5:25 am - 7:50 amMDW Chicago Midway-HOU Houston Hobby

2h 25mnonstop

$209Southwest

Thu, Oct 15 - Mon, Oct 19

7:55 pm - 10:20 pmHOU Houston Hobby-MDW Chicago Midway

2h 25mnonstop

9:30 pm - 12:10 amMDW Chicago Midway-HOU Houston Hobby

2h 40mnonstop

$209Southwest

Thu, Sep 24 - Thu, Oct 1

6:05 am - 9:05 amIAH Houston George Bush Intcntl-ORD Chicago O'Hare Intl

3h 00mnonstop

1:19 pm - 4:07 pmORD Chicago O'Hare Intl-IAH Houston George Bush Intcntl

2h 48mnonstop

$209American Airlines

Fri, Oct 2 - Mon, Oct 5

5:00 am - 7:55 amIAH Houston George Bush Intcntl-ORD Chicago O'Hare Intl

2h 55mnonstop

6:25 am - 9:14 amORD Chicago O'Hare Intl-IAH Houston George Bush Intcntl

2h 49mnonstop

$222United Airlines

Fri, Oct 9 - Tue, Oct 13

9:45 pm - 12:23 amIAH Houston George Bush Intcntl-ORD Chicago O'Hare Intl

2h 38mnonstop

9:38 pm - 12:30 amORD Chicago O'Hare Intl-IAH Houston George Bush Intcntl

2h 52mnonstop

$222United Airlines

Useful Info

Low season	January
High season	July
Cheapest flight	$85

Best time to beat the crowds but there is an average 11% increase in price.

Most popular time to fly with an average 5% increase in price.

Flight from Houston George Bush Airport to Chicago O'Hare Airport

Verified travelerFlew with American Airlines-Aug 2026

Be aware that it may take you an hour after you land before you arrive at your gate at ORD.

Verified travelerFlew with American Airlines-Aug 2026

Rebook before boarding or you may get stuck on plane and overnight in airport

DeepaFlew with American Airlines-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-Mar 2024

Uber pickup is in terminal 2 doors 2D/2E not available in terminal 1

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.

Merrillville

Hammond

Saint Joseph

Portage

Lansing

Valparaiso

Munster

Schererville

Chesterton

Porter

Monticello

Saint John

Griffith

Everything you need to know for your flight to Chicago

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Complete your trip

Direct Flights

Flights to other cities

Origins

Other airports

Return flight deals

Cabin class types available on flights to Texas

First Class flights to Chicagofrom $486

Business Class flights to Chicagofrom $574

Premium Economy Class flights to Chicagofrom $609

Economy Class flights to Chicagofrom $121

$85 Find Cheap Flights from Texas to Chicago - Compare and Save

Cheap Flights from Texas to Chicago

Recent round-trip flight deals from Texas to Chicago

Recent one-way flight deals from Texas to Chicago

Recent last minute flight deals from Texas to Chicago

Recent direct flight deals from Texas to Chicago

Good to know

Low season

High season

Cheapest flight

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

FAQs for booking flights from Texas to Chicago

Traveling to a place near Chicago?

Everything you need to know for your flight to Chicago

Cabin class types available on flights to Texas

Complete your trip to Chicago with a hotel stay or car rental

Find direct flights for Chicago

Flights to other popular destinations

Flights from domestic origins to Chicago

Choose which airport to fly into in Chicago

Find deals for your return flight