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.

$78 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

Sat, Sep 12 - Fri, Sep 18

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

2h 52mnonstop

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

3h 09mnonstop

$151Frontier

Sat, Sep 12 - Mon, Sep 14

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

2h 52mnonstop

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

3h 09mnonstop

$151Frontier

Sun, Sep 13 - Wed, Sep 16

6:15 am - 1:45 pmIAH Houston George Bush Intcntl-ORD Chicago O'Hare Intl

7h 30m1 stop Fort Lauderdale

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

3h 05mnonstop

$178Multiple Airlines

Wed, Sep 16 - Sun, Sep 20

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

2h 52mnonstop

6:00 am - 3:47 pmORD Chicago O'Hare Intl-IAH Houston George Bush Intcntl

9h 47m1 stop Fort Lauderdale

$178Multiple Airlines

Fri, Sep 11 - Tue, Sep 15

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

2h 25mnonstop

8:25 pm - 10:55 pmMDW Chicago Midway-HOU Houston Hobby

2h 30mnonstop

$179Southwest

Thu, Sep 10 - Fri, Sep 11

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

2h 25mnonstop

7:25 am - 9:55 amMDW Chicago Midway-HOU Houston Hobby

2h 30mnonstop

$179Southwest

Thu, Sep 3 - Sat, Sep 5

6:37 pm - 9:46 pmIAH Houston George Bush Intcntl-ORD Chicago O'Hare Intl

3h 09mnonstop

12:59 pm - 3:45 pmORD Chicago O'Hare Intl-IAH Houston George Bush Intcntl

2h 46mnonstop

$185American Airlines

Thu, Oct 8 - Mon, Oct 12

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

2h 56mnonstop

11:00 am - 1:51 pmORD Chicago O'Hare Intl-IAH Houston George Bush Intcntl

2h 51mnonstop

$185American Airlines

Wed, Sep 16 - Wed, Sep 16

8:00 am - 10:55 amIAH Houston George Bush Intcntl-ORD Chicago O'Hare Intl

2h 55mnonstop

7:52 pm - 10:45 pmORD Chicago O'Hare Intl-IAH Houston George Bush Intcntl

2h 53mnonstop

$185United Airlines

Thu, Jan 14 - Mon, Jan 18

8:06 pm - 10:36 pmIAH Houston George Bush Intcntl-ORD Chicago O'Hare Intl

2h 30mnonstop

9:25 am - 12:24 pmORD Chicago O'Hare Intl-IAH Houston George Bush Intcntl

2h 59mnonstop

$185United Airlines

Recent last minute flight deals from Texas to Chicago

Sat, Aug 22 - Sat, Sep 19

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

3h 06mnonstop

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

3h 05mnonstop

$193Frontier

Sat, Aug 22 - Sat, Sep 5

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

4h 25m1 stop Kirksville Cannon Memorial

9:20 am - 12:12 pmORD Chicago O'Hare Intl-DFW Dallas/Fort Worth

2h 52mnonstop

$205Multiple Airlines

Thu, Aug 20 - Thu, Sep 3

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

2h 51mnonstop

5:46 pm - 9:03 pmORD Chicago O'Hare Intl-IAH Houston George Bush Intcntl

3h 17mnonstop

$214Frontier

Sat, Aug 22 - Wed, Sep 2

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

4h 25m1 stop Kirksville Cannon Memorial

9:20 am - 12:12 pmORD Chicago O'Hare Intl-DFW Dallas/Fort Worth

2h 52mnonstop

$218Multiple Airlines

Sat, Aug 22 - Wed, Aug 26

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

$261Contour

Thu, Aug 20 - Mon, Aug 31

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

$262Contour

Sat, Aug 22 - Sat, Sep 19

10:30 am - 1:00 pmHOU Houston Hobby-MDW Chicago Midway

2h 30mnonstop

7:50 am - 1:55 pmMDW Chicago Midway-HOU Houston Hobby

6h 05m1 stop Louisville Intl

$331Southwest

Sat, Aug 22 - Sat, Sep 19

3:15 pm - 5:40 pmHOU Houston Hobby-MDW Chicago Midway

2h 25mnonstop

1:45 pm - 4:15 pmMDW Chicago Midway-HOU Houston Hobby

2h 30mnonstop

$333Southwest

Sat, Aug 22 - Sat, Sep 19

5:20 am - 12:39 pmIAH Houston George Bush Intcntl-MDW Chicago Midway

7h 19m1 stop Detroit Metropolitan Wayne County

2:00 pm - 9:30 pmMDW Chicago Midway-IAH Houston George Bush Intcntl

7h 30m1 stop Minneapolis St Paul

$341Delta

Sat, Aug 22 - Sat, Sep 19

10:50 am - 4:51 pmHOU Houston Hobby-ORD Chicago O'Hare Intl

6h 01m1 stop Atlanta Hartsfield-Jackson

3:40 pm - 10:39 pmORD Chicago O'Hare Intl-HOU Houston Hobby

6h 59m1 stop Atlanta Hartsfield-Jackson

$341Delta

Recent direct flight deals from Texas to Chicago

Sat, Sep 12 - Fri, Sep 18

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

2h 52mnonstop

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

3h 09mnonstop

$151Frontier

Sat, Sep 12 - Mon, Sep 14

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

2h 52mnonstop

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

3h 09mnonstop

$151Frontier

Sat, Sep 5 - Sun, Sep 6

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

3h 06mnonstop

5:46 pm - 9:03 pmORD Chicago O'Hare Intl-IAH Houston George Bush Intcntl

3h 17mnonstop

$153Frontier

Fri, Sep 11 - Tue, Sep 15

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

2h 25mnonstop

8:25 pm - 10:55 pmMDW Chicago Midway-HOU Houston Hobby

2h 30mnonstop

$179Southwest

Thu, Sep 10 - Fri, Sep 11

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

2h 25mnonstop

7:25 am - 9:55 amMDW Chicago Midway-HOU Houston Hobby

2h 30mnonstop

$179Southwest

Thu, Sep 3 - Sat, Sep 5

6:37 pm - 9:46 pmIAH Houston George Bush Intcntl-ORD Chicago O'Hare Intl

3h 09mnonstop

12:59 pm - 3:45 pmORD Chicago O'Hare Intl-IAH Houston George Bush Intcntl

2h 46mnonstop

$185American Airlines

Thu, Oct 8 - Mon, Oct 12

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

2h 56mnonstop

11:00 am - 1:51 pmORD Chicago O'Hare Intl-IAH Houston George Bush Intcntl

2h 51mnonstop

$185American Airlines

Wed, Sep 16 - Wed, Sep 16

8:00 am - 10:55 amIAH Houston George Bush Intcntl-ORD Chicago O'Hare Intl

2h 55mnonstop

7:52 pm - 10:45 pmORD Chicago O'Hare Intl-IAH Houston George Bush Intcntl

2h 53mnonstop

$185United Airlines

Thu, Jan 14 - Mon, Jan 18

8:06 pm - 10:36 pmIAH Houston George Bush Intcntl-ORD Chicago O'Hare Intl

2h 30mnonstop

9:25 am - 12:24 pmORD Chicago O'Hare Intl-IAH Houston George Bush Intcntl

2h 59mnonstop

$185United Airlines

Thu, Sep 10 - Mon, Sep 14

11:00 am - 1:54 pmIAH Houston George Bush Intcntl-ORD Chicago O'Hare Intl

2h 54mnonstop

9:16 pm - 11:59 pmORD Chicago O'Hare Intl-IAH Houston George Bush Intcntl

2h 43mnonstop

$210Alaska Airlines

Useful Info

Low season	January
High season	July
Cheapest flight	$78

Best time to beat the crowds but there is an average 13% increase in price.

Most popular time to fly with an average 6% 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

Saint Joseph

Hammond

Portage

Lansing

Valparaiso

Chesterton

Munster

Schererville

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 $499

Business Class flights to Chicagofrom $678

Premium Economy Class flights to Chicagofrom $624

Economy Class flights to Chicagofrom $121

$78 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