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 return 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.

£82 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.

Return

One-way

Last minute

Direct

Recent return flight deals from Texas to Chicago

Wed, 11 Nov - Wed, 9 Dec

13:20 - 17:10DAL Dallas Love Field-MDW Chicago Midway

3h 50m1 stop Milwaukee-Mitchell

20:45 - 23:15MDW Chicago Midway-DAL Dallas Love Field

2h 30mdirect

£136Southwest

Sat, 7 Nov - Tue, 10 Nov

20:44 - 23:13DFW Dallas/Fort Worth-ORD Chicago O'Hare Intl

2h 29mdirect

08:59 - 11:53ORD Chicago O'Hare Intl-DFW Dallas/Fort Worth

2h 54mdirect

£138Frontier

Tue, 10 Nov - Tue, 1 Dec

20:25 - 22:40DAL Dallas Love Field-MDW Chicago Midway

2h 15mdirect

10:05 - 14:45MDW Chicago Midway-DAL Dallas Love Field

4h 40m1 stop Kansas City

£139Southwest

Wed, 9 Dec - Thu, 10 Dec

06:55 - 12:15DAL Dallas Love Field-MDW Chicago Midway

5h 20m1 stop Kansas City

20:45 - 23:15MDW Chicago Midway-DAL Dallas Love Field

2h 30mdirect

£139Southwest

Wed, 11 Nov - Wed, 9 Dec

13:20 - 17:10DAL Dallas Love Field-MDW Chicago Midway

3h 50m1 stop Milwaukee-Mitchell

15:45 - 20:00MDW Chicago Midway-DAL Dallas Love Field

4h 15m1 stop Omaha Eppley Airfield

£140Southwest

Tue, 12 Jan - Fri, 15 Jan

12:50 - 15:10DAL Dallas Love Field-MDW Chicago Midway

2h 20mdirect

05:30 - 07:55MDW Chicago Midway-DAL Dallas Love Field

2h 25mdirect

£140Southwest

Thu, 12 Nov - Mon, 16 Nov

22:55 - 01:10DAL Dallas Love Field-MDW Chicago Midway

2h 15mdirect

20:45 - 23:15MDW Chicago Midway-DAL Dallas Love Field

2h 30mdirect

£140Southwest

Thu, 28 Jan - Sat, 30 Jan

14:25 - 16:45DAL Dallas Love Field-MDW Chicago Midway

2h 20mdirect

18:00 - 20:25MDW Chicago Midway-DAL Dallas Love Field

2h 25mdirect

£140Southwest

Fri, 4 Dec - Mon, 7 Dec

17:40 - 19:55DAL Dallas Love Field-MDW Chicago Midway

2h 15mdirect

20:45 - 23:15MDW Chicago Midway-DAL Dallas Love Field

2h 30mdirect

£140Southwest

Thu, 12 Nov - Sat, 14 Nov

06:55 - 09:24DFW Dallas/Fort Worth-ORD Chicago O'Hare Intl

2h 29mdirect

06:30 - 20:56ORD Chicago O'Hare Intl-DFW Dallas/Fort Worth

14h 26m2 stops Denver Intl Phoenix Sky Harbor Intl

£141Frontier

Recent last minute flight deals from Texas to Chicago

Sat, 31 Oct - Sun, 1 Nov

07:00 - 09:35DFW Dallas/Fort Worth-ORD Chicago O'Hare Intl

2h 35mdirect

10:29 - 13:23ORD Chicago O'Hare Intl-DFW Dallas/Fort Worth

2h 54mdirect

£214Frontier

Fri, 30 Oct - Sun, 1 Nov

16:28 - 19:08DFW Dallas/Fort Worth-ORD Chicago O'Hare Intl

2h 40mdirect

10:29 - 13:23ORD Chicago O'Hare Intl-DFW Dallas/Fort Worth

2h 54mdirect

£217Frontier

Sun, 1 Nov - Wed, 4 Nov

16:35 - 19:15DFW Dallas/Fort Worth-ORD Chicago O'Hare Intl

2h 40mdirect

06:30 - 13:44ORD Chicago O'Hare Intl-DFW Dallas/Fort Worth

7h 14m1 stop Denver Intl

£217Frontier

Fri, 30 Oct - Sun, 1 Nov

16:28 - 19:08DFW Dallas/Fort Worth-ORD Chicago O'Hare Intl

2h 40mdirect

14:55 - 19:15ORD Chicago O'Hare Intl-DFW Dallas/Fort Worth

4h 20m1 stop Kirksville Cannon Memorial

£218Multiple Airlines

Sun, 1 Nov - Wed, 4 Nov

16:35 - 19:15DFW Dallas/Fort Worth-ORD Chicago O'Hare Intl

2h 40mdirect

08:59 - 11:53ORD Chicago O'Hare Intl-DFW Dallas/Fort Worth

2h 54mdirect

£225Frontier

Sun, 1 Nov - Wed, 4 Nov

09:59 - 22:43DFW Dallas/Fort Worth-ORD Chicago O'Hare Intl

12h 44m1 stop Philadelphia

06:30 - 19:22ORD Chicago O'Hare Intl-DFW Dallas/Fort Worth

12h 52m1 stop Denver Intl

£229Frontier

Sat, 31 Oct - Sun, 1 Nov

07:00 - 09:35DFW Dallas/Fort Worth-ORD Chicago O'Hare Intl

2h 35mdirect

17:15 - 05:18ORD Chicago O'Hare Intl-DFW Dallas/Fort Worth

12h 03m1 stop Las Vegas Harry Reid Intl

£233Frontier

Sat, 31 Oct - Wed, 11 Nov

10:20 - 12:35DAL Dallas Love Field-MDW Chicago Midway

2h 15mdirect

20:45 - 23:15MDW Chicago Midway-DAL Dallas Love Field

2h 30mdirect

£239Southwest

Fri, 30 Oct - Sun, 1 Nov

09:30 - 14:15DFW Dallas/Fort Worth-ORD Chicago O'Hare Intl

4h 45m1 stop Kirksville Cannon Memorial

14:55 - 19:15ORD Chicago O'Hare Intl-DFW Dallas/Fort Worth

4h 20m1 stop Kirksville Cannon Memorial

£239Contour

Sun, 1 Nov - Tue, 1 Dec

18:50 - 21:00DAL Dallas Love Field-MDW Chicago Midway

2h 10mdirect

20:45 - 23:15MDW Chicago Midway-DAL Dallas Love Field

2h 30mdirect

£243Southwest

Useful Info

Low season	January
High season	July

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

Most popular time to fly (4% more expensive on average)

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 return 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.