$90+ Cheap flights from Texas to Chicago (CHI)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/27. Fares are subject to change and may not be available on all flights or dates of travel.
DFW — CHI
Aug 10 — Aug 171
Round-trip
1 adult, Economy
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Find cheap flights from Texas to Chicago with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from Texas to ChicagoExplore the most affordable flight options available from Texas to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 11, 2026.
Explore the most affordable flight options available from Texas to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 11, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/68:02 pm
IAH
- ORD
1 stop12h 00m
Frontier
Mon 8/101:50 pm
ORD
- IAH
1 stop17h 30m
Frontier
Deal found 7/9![Frontier logo]()
$166
This Kiwi.com deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/1312:16 pm
IAH
- MDW
1 stop9h 47m
Frontier
Mon 8/1711:06 am
MDW
- IAH
1 stop11h 23m
Frontier
Deal found 7/9![Frontier logo]()
$166
This Kiwi.com deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/106:00 am
IAH
- ORD
1 stop13h 53m
Frontier
Sat 8/157:05 am
ORD
- IAH
1 stop15h 24m
Frontier
Deal found 7/8![Frontier logo]()
$167
This Kiwi.com deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/512:16 pm
IAH
- MDW
1 stop9h 47m
Frontier
Wed 8/1211:06 am
MDW
- IAH
1 stop11h 23m
Frontier
Deal found 7/8![Frontier logo]()
$167
This Kiwi.com deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/1312:16 pm
IAH
- ORD
1 stop7h 37m
Frontier
Mon 8/179:57 pm
ORD
- IAH
1 stop12h 37m
Frontier
Deal found 7/9![Frontier logo]()
$168
This Kiwi.com deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/612:16 pm
IAH
- MDW
1 stop9h 47m
Frontier
Thu 8/1311:06 am
MDW
- IAH
1 stop11h 23m
Frontier
Deal found 7/8![Frontier logo]()
$168
This Frontier deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/99:42 pm
IAH
- ORD
Nonstop2h 51m
Frontier
Wed 8/125:30 pm
ORD
- IAH
Nonstop3h 17m
Frontier
Deal found 7/9![Frontier logo]()
$169
This Kiwi.com deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/146:42 pm
IAH
- ORD
Nonstop2h 52m
Frontier
Thu 9/242:46 pm
ORD
- IAH
Nonstop3h 01m
Frontier
Deal found 7/10![Frontier logo]()
$170
This Kiwi.com deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/410:53 am
IAH
- MDW
1 stop11h 10m
Frontier
Fri 8/711:06 am
MDW
- IAH
1 stop11h 23m
Frontier
Deal found 7/8![Frontier logo]()
$170
This Kiwi.com deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/246:30 am
IAH
- ORD
1 stop7h 06m
Frontier
Thu 8/271:59 pm
ORD
- IAH
1 stop8h 15m
Frontier
Deal found 7/9![Frontier logo]()
$171
This Kiwi.com deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/512:53 pm
IAH
- ORD
Nonstop3h 06m
Frontier
Tue 9/81:59 pm
ORD
- IAH
1 stop25h 06m
Frontier
Deal found 7/9![Frontier logo]()
$172
This Kiwi.com deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/78:02 pm
IAH
- MDW
1 stop13h 49m
Frontier
Mon 8/1011:06 am
MDW
- IAH
1 stop11h 23m
Frontier
Deal found 7/8![Frontier logo]()
$172
Best flights from Texas to ChicagoDiscover carefully curated flight deals from Texas to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 11, 2026.
Discover carefully curated flight deals from Texas to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 11, 2026.
This Southwest deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/48:50 pm
HOU
- MDW
Nonstop2h 20m
Southwest
Tue 8/114:40 pm
MDW
- HOU
1 stop6h 05m
Southwest
Deal found 7/10![Southwest logo]()
$189
This Delta deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/58:05 am
IAH
- ORD
1 stop6h 22m
Delta
Tue 11/103:35 pm
ORD
- IAH
1 stop5h 35m
Delta
Deal found 7/8![Delta logo]()
$199
This United Airlines deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/86:45 am
AUS
- ORD
Nonstop2h 55m
United Airlines
Sun 10/117:00 am
ORD
- AUS
Nonstop2h 58m
United Airlines
Deal found 7/10![United Airlines logo]()
$262
This Travelocity deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/119:57 am
SAT
- ORD
1 stop13h 58m
Frontier
Sun 9/1310:40 pm
ORD
- SAT
1 stop11h 32m
Frontier
Deal found 7/11![Frontier logo]()
$279
This Southwest deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1011:35 am
DAL
- MDW
1 stop3h 45m
Southwest
Wed 10/142:50 pm
MDW
- DAL
Nonstop2h 15m
Southwest
Deal found 7/10![Southwest logo]()
$197
This Delta deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2211:26 am
IAH
- ORD
1 stop4h 48m
Delta
Tue 9/296:25 pm
ORD
- IAH
1 stop5h 31m
Delta
Deal found 7/10![Delta logo]()
$199
This Delta deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/410:21 am
IAH
- MDW
1 stop5h 54m
Delta
Tue 8/1112:46 pm
MDW
- IAH
1 stop7h 08m
Delta
Deal found 7/9![Delta logo]()
$199
This Southwest deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/275:00 am
HOU
- MDW
Nonstop2h 25m
Southwest
Mon 8/311:00 pm
MDW
- HOU
Nonstop2h 35m
Southwest
Deal found 7/11![Southwest logo]()
$209
This Delta deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/65:20 am
IAH
- MDW
1 stop7h 19m
Delta
Wed 8/1210:54 am
MDW
- IAH
1 stop4h 48m
Delta
Deal found 7/9![Delta logo]()
$199
This United Airlines deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1612:43 pm
AUS
- ORD
Nonstop2h 55m
United Airlines
Sun 10/187:00 am
ORD
- AUS
Nonstop2h 58m
United Airlines
Deal found 7/8![United Airlines logo]()
$262
This Southwest deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/112:55 pm
DAL
- MDW
Nonstop2h 10m
Southwest
Mon 9/148:40 pm
MDW
- DAL
Nonstop2h 10m
Southwest
Deal found 7/10![Southwest logo]()
$218
This Delta deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/55:20 am
IAH
- MDW
1 stop7h 19m
Delta
Wed 8/1210:54 am
MDW
- IAH
1 stop4h 48m
Delta
Deal found 7/9![Delta logo]()
$199
This Delta deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/47:00 am
IAH
- MDW
1 stop5h 05m
Delta
Wed 11/1110:35 am
MDW
- IAH
1 stop6h 00m
Delta
Deal found 7/10![Delta logo]()
$199
This Southwest deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/277:55 pm
HOU
- MDW
Nonstop2h 20m
Southwest
Sat 8/297:45 am
MDW
- HOU
1 stop5h 55m
Southwest
Deal found 7/11![Southwest logo]()
$219
This United Airlines deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/197:30 pm
AUS
- ORD
1 stop4h 45m
United Airlines
Sat 1/27:20 am
ORD
- AUS
Nonstop3h 02m
United Airlines
Deal found 7/7![United Airlines logo]()
$271
This Delta deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/241:13 pm
HOU
- ORD
1 stop5h 36m
Delta
Thu 8/271:50 pm
ORD
- HOU
1 stop8h 15m
Delta
Deal found 7/9![Delta logo]()
$199
This Southwest deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1210:05 am
DAL
- MDW
1 stop4h 05m
Southwest
Mon 9/148:40 pm
MDW
- DAL
Nonstop2h 10m
Southwest
Deal found 7/7![Southwest logo]()
$220
This United Airlines deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2312:43 pm
AUS
- ORD
Nonstop2h 55m
United Airlines
Sun 10/257:40 am
ORD
- AUS
1 stop5h 37m
United Airlines
Deal found 7/9![United Airlines logo]()
$272
This Delta deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/105:26 pm
HOU
- ORD
1 stop6h 33m
Delta
Mon 9/1411:29 am
ORD
- HOU
1 stop5h 02m
Delta
Deal found 7/8![Delta logo]()
$199
This Southwest deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/155:00 pm
DAL
- MDW
Nonstop2h 10m
Southwest
Mon 8/175:55 am
MDW
- DAL
2 stops5h 00m
Southwest
Deal found 7/7![Southwest logo]()
$226
This United Airlines deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/16:35 am
AUS
- ORD
Nonstop2h 55m
United Airlines
Wed 9/22:16 pm
ORD
- AUS
1 stop6h 51m
United Airlines
Deal found 7/7![United Airlines logo]()
$280
This Delta deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/105:26 pm
HOU
- ORD
1 stop6h 33m
Delta
Tue 9/155:30 am
ORD
- HOU
1 stop7h 49m
Delta
Deal found 7/7![Delta logo]()
$199
This Southwest deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/56:00 am
DAL
- MDW
Nonstop2h 10m
Southwest
Mon 8/107:00 pm
MDW
- DAL
Nonstop2h 15m
Southwest
Deal found 7/8![Southwest logo]()
$227
This United Airlines deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/275:44 pm
AUS
- ORD
1 stop7h 15m
United Airlines
Sat 8/298:10 pm
ORD
- AUS
Nonstop2h 55m
United Airlines
Deal found 7/10![United Airlines logo]()
$280
This Southwest deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/143:25 pm
DAL
- MDW
1 stop4h 00m
Southwest
Tue 8/1810:30 am
MDW
- DAL
1 stop3h 45m
Southwest
Deal found 7/10![Southwest logo]()
$229
This Delta deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/510:50 am
HOU
- MDW
2 stops7h 43m
Delta
Wed 8/129:24 am
MDW
- HOU
2 stops12h 41m
Delta
Deal found 7/7![Delta logo]()
$210
This United Airlines deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/255:20 pm
AUS
- ORD
Nonstop2h 58m
United Airlines
Fri 8/288:10 pm
ORD
- AUS
Nonstop2h 55m
United Airlines
Deal found 7/11![United Airlines logo]()
$286
This Delta deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1011:26 am
IAH
- MDW
2 stops11h 19m
Delta
Tue 9/159:29 am
MDW
- IAH
2 stops8h 10m
Delta
Deal found 7/7![Delta logo]()
$210
This Southwest deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/52:35 pm
HOU
- MDW
2 stops5h 35m
Southwest
Sat 8/1510:10 am
MDW
- HOU
1 stop6h 45m
Southwest
Deal found 7/11![Southwest logo]()
$234
This United Airlines deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/225:30 pm
SAT
- ORD
Nonstop3h 00m
United Airlines
Mon 8/247:50 pm
ORD
- SAT
Nonstop3h 00m
United Airlines
Deal found 7/11![United Airlines logo]()
$297
Last-minute flights from Texas to ChicagoDiscover last-minute flight deals from Texas to Chicago. Data last updated July 11, 2026 and is based on user searches.
Discover last-minute flight deals from Texas to Chicago. Data last updated July 11, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/48:02 pm
IAH
- ORD
1 stop12h 00m
Frontier
Fri 8/71:50 pm
ORD
- IAH
1 stop8h 39m
Frontier
Deal found 7/8![Frontier logo]()
$170
This Kiwi.com deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/410:53 am
IAH
- MDW
1 stop11h 10m
Frontier
Fri 8/711:06 am
MDW
- IAH
1 stop11h 23m
Frontier
Deal found 7/8![Frontier logo]()
$170
This Super.com deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/49:58 pm
IAH
- ORD
Nonstop2h 51m
Frontier
Thu 8/65:30 pm
ORD
- IAH
Nonstop3h 17m
Frontier
Deal found 7/8![Frontier logo]()
$172
This Kiwi.com deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/512:16 pm
IAH
- MDW
1 stop9h 47m
Frontier
Wed 8/1211:06 am
MDW
- IAH
1 stop11h 23m
Frontier
Deal found 7/8![Frontier logo]()
$167
This Kiwi.com deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/68:02 pm
IAH
- ORD
1 stop12h 00m
Frontier
Mon 8/101:50 pm
ORD
- IAH
1 stop17h 30m
Frontier
Deal found 7/9![Frontier logo]()
$166
This Kiwi.com deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/612:16 pm
IAH
- MDW
1 stop9h 47m
Frontier
Thu 8/1311:06 am
MDW
- IAH
1 stop11h 23m
Frontier
Deal found 7/8![Frontier logo]()
$168
This Kiwi.com deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/78:02 pm
IAH
- MDW
1 stop13h 49m
Frontier
Mon 8/1011:06 am
MDW
- IAH
1 stop11h 23m
Frontier
Deal found 7/8![Frontier logo]()
$172
This Frontier deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/99:42 pm
IAH
- ORD
Nonstop2h 51m
Frontier
Wed 8/125:30 pm
ORD
- IAH
Nonstop3h 17m
Frontier
Deal found 7/9![Frontier logo]()
$169
This Kiwi.com deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/106:00 am
IAH
- ORD
1 stop13h 53m
Frontier
Sat 8/157:05 am
ORD
- IAH
1 stop15h 24m
Frontier
Deal found 7/8![Frontier logo]()
$167
This Kiwi.com deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/1312:16 pm
IAH
- MDW
1 stop9h 47m
Frontier
Mon 8/1711:06 am
MDW
- IAH
1 stop11h 23m
Frontier
Deal found 7/9![Frontier logo]()
$166
This Kiwi.com deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/1312:16 pm
IAH
- ORD
1 stop7h 37m
Frontier
Mon 8/179:57 pm
ORD
- IAH
1 stop12h 37m
Frontier
Deal found 7/9![Frontier logo]()
$168
This Kiwi.com deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/246:30 am
IAH
- ORD
1 stop7h 06m
Frontier
Thu 8/271:59 pm
ORD
- IAH
1 stop8h 15m
Frontier
Deal found 7/9![Frontier logo]()
$171
One-way flights from Texas to ChicagoSearch for one-way flight options from Texas to Chicago. Find affordable one-way fares based on user searches. Data last updated July 11, 2026.
Search for one-way flight options from Texas to Chicago. Find affordable one-way fares based on user searches. Data last updated July 11, 2026.
This Southwest deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/277:20 am
HOU
- MDW
Nonstop2h 30m
Southwest
Deal found 7/7![Southwest logo]()
$90
This Kiwi.com deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/610:15 pm
IAH
- ORD
1 stop11h 46m
Frontier
Deal found 7/8![Frontier logo]()
$92
This Kiwi.com deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/512:16 pm
IAH
- ORD
1 stop7h 37m
Frontier
Deal found 7/7![Frontier logo]()
$93
This Trip.com deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/26:00 am
IAH
- MDW
1 stop16h 47m
Frontier
Deal found 7/8![Frontier logo]()
$93
This Super.com deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/109:42 pm
IAH
- ORD
Nonstop2h 51m
Frontier
Deal found 7/6![Frontier logo]()
$94
This Southwest deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1911:25 am
HOU
- MDW
1 stop4h 05m
Southwest
Deal found 7/9![Southwest logo]()
$95
This Southwest deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/510:25 am
HOU
- MDW
1 stop3h 50m
Southwest
Deal found 7/9![Southwest logo]()
$96
This Kiwi.com deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/710:04 pm
IAH
- ORD
1 stop15h 32m
Frontier
Deal found 7/11![Frontier logo]()
$96
This Kiwi.com deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/54:32 pm
IAH
- MDW
1 stop6h 15m
Frontier
Deal found 7/8![Frontier logo]()
$96
This Kiwi.com deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2410:15 pm
IAH
- ORD
1 stop11h 46m
Frontier
Deal found 7/9![Frontier logo]()
$98
This Kiwi.com deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1510:15 pm
IAH
- ORD
1 stop11h 46m
Frontier
Deal found 7/9![Frontier logo]()
$99
This Delta deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/810:50 am
HOU
- MDW
1 stop4h 48m
Delta
Deal found 7/8![Delta logo]()
$100
Find flight deals from Texas to Chicago
Keep the following information in mind while searching for Texas to Chicago flight deals. Data was last updated July 11, 2026.
Round-trip from | $166 (Kiwi.com) |
|---|---|
One-way from | $90 (Southwest) |
Popular in | May |
Cheapest in | January |
Average price | $271 |
Good round-trip deal | $194 or less |
Good one-way deal | $123 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Texas to Chicago 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, Cheapflights users made 2,558,603 searches. Data last updated July 11, 2026.
Use the filters below to find and compare flights from Texas to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
HoustonChicago
HOU - MDW
HOUMDW
Houston Hobby
Tue 8/4
8:50 pm-11:10 pm
Nonstop2h 20m
Chicago Midway
Tue 8/11
4:40 pm-10:45 pm
1 stop6h 05m
$189
DallasChicago
DAL - MDW
DALMDW
Dallas Love Field
Sat 10/10
11:35 am-3:20 pm
1 stop3h 45m
Chicago Midway
Wed 10/14
2:50 pm-5:05 pm
Nonstop2h 15m
$197
HoustonChicago
IAH - ORD
IAHORD
Houston George Bush Intcntl
Thu 11/5
8:05 am-2:27 pm
1 stop6h 22m
Chicago O'Hare Intl
Tue 11/10
3:35 pm-9:10 pm
1 stop5h 35m
$199
HoustonChicago
IAH - ORD
IAHORD
Houston George Bush Intcntl
Tue 9/22
11:26 am-4:14 pm
1 stop4h 48m
Chicago O'Hare Intl
Tue 9/29
6:25 pm-11:56 pm
1 stop5h 31m
$199
HoustonChicago
IAH - MDW
IAHMDW
Houston George Bush Intcntl
Tue 8/4
10:21 am-4:15 pm
1 stop5h 54m
Chicago Midway
Tue 8/11
12:46 pm-7:54 pm
1 stop7h 08m
$199
HoustonChicago
IAH - MDW
IAHMDW
Houston George Bush Intcntl
Thu 8/6
5:20 am-12:39 pm
1 stop7h 19m
Chicago Midway
Wed 8/12
10:54 am-3:42 pm
1 stop4h 48m
$199
HoustonChicago
IAH - MDW
IAHMDW
Houston George Bush Intcntl
Wed 8/5
5:20 am-12:39 pm
1 stop7h 19m
Chicago Midway
Wed 8/12
10:54 am-3:42 pm
1 stop4h 48m
$199
HoustonChicago
IAH - MDW
IAHMDW
Houston George Bush Intcntl
Wed 11/4
7:00 am-12:05 pm
1 stop5h 05m
Chicago Midway
Wed 11/11
10:35 am-4:35 pm
1 stop6h 00m
$199
HoustonChicago
HOU - ORD
HOUORD
Houston Hobby
Mon 8/24
1:13 pm-6:49 pm
1 stop5h 36m
Chicago O'Hare Intl
Thu 8/27
1:50 pm-10:05 pm
1 stop8h 15m
$199
HoustonChicago
HOU - ORD
HOUORD
Houston Hobby
Thu 9/10
5:26 pm-11:59 pm
1 stop6h 33m
Chicago O'Hare Intl
Mon 9/14
11:29 am-4:31 pm
1 stop5h 02m
$199
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Texas to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Texas with our price prediction graph.
HOU-MDW
IAH-ORD
DFW-ORD
DFW-MDW
DAL-MDW
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Texas to Chicago
USTX-CHI
HOU-MDW
IAH-ORD
DFW-ORD
DFW-MDW
What is the cheapest month to book a flight from Texas to Chicago?
Currently, October is the cheapest month in which you can book a flight from Texas to Chicago (average of $207). Flying from Texas to Chicago in June is currently the most expensive (average of $342). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from TX to CHI?
Find hourly flight availability from Texas to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 11, 2026.
A simple way to save on the total cost of your ticket is to fly from Texas to Chicago in the evening. If you’re flexible enough to do this you can expect to save up to 44% on your trip compared to booking a flight at noon.
Weekly flight availability from Texas to Chicago
Explore weekly flight availability from Texas to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated July 11, 2026.
The most flights from USTX to CHI are scheduled on a Saturday (93 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (71 on average).
How much does it cost to fly round-trip from Texas to Chicago?
How far ahead should I book a flight from Texas to Chicago?
The best time to book flights from Texas to Chicago is 61 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
What is the cheapest day to fly from Texas to Chicago?
Use this chart to determine the cheapest time to fly round-trip from Texas to Chicago. Price data was last updated on July 4, 2026.
Travelers seeking maximum savings on their Texas to Chicago flight should consider departing on Tuesday evenings when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Related info for your journey
Find useful and relevant information for your journey from Texas to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsBenton Harbor
Hammond
Lansing
Merrillville
Valparaiso
Porter
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
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Alternative routes for Texas to Chicago
See prices for flight routes from nearby airports that may be better suited for you.
Other flights to Chicago
Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on July 11, 2026.
Complete your trip
Complete your trip to Chicago by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Texas to Chicago by cabin class
Find flights from Texas to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Texas and Chicago flights
Browse other Texas and Chicago flight options. Last updated on July 11, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Texas to Chicago flights
Consider these flights traveling from Texas to Chicago.
Top 7 airlines flying from Texas to Chicago
Discover the top 7 airlines that operate flights from Texas to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$59 | Average$204 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$105 | Average$215 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$143 | Average$379 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$157 | Average$417 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$162 | Average$369 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$163 | Average$371 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$173 | Average$246 | FlexibilityNo cancel fee | On-time62% |