$88+ Cheap flights from Houston to Chicago (CHI)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/21. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — CHI
Oct 10 — Oct 171
Round-trip
1 adult, Economy
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Find cheap flights from Houston 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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Houston to Chicago are usually found in January or December, booked 79 days in advance, depart on a Saturday or Wednesday and return on a Wednesday
Cheap flight deals from Houston to Chicago
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Cheapest flights from Houston to ChicagoExplore the most affordable flight options available from Houston to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 10, 2026.
Explore the most affordable flight options available from Houston to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 10, 2026.
This Frontier deal was found by Cheapflights users on 9/5. 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.
Wed 10/711:25 am -
Nonstop2h 52m
Thu 10/157:40 am -
Nonstop2h 59m
Deal found 9/5![Frontier logo]()
$143
This Frontier deal was found by Cheapflights users on 9/6. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2911:25 am -
Nonstop2h 52m
Tue 9/297:28 pm -
1 stop11h 49m
Deal found 9/6![Frontier logo]()
$145
This Frontier deal was found by Cheapflights users on 9/9. 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.
Fri 11/135:06 pm -
Nonstop2h 53m
Wed 11/182:11 pm -
Nonstop3h 10m
Deal found 9/9![Frontier logo]()
$146
This Frontier deal was found by Cheapflights users on 9/9. 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.
Thu 10/2211:36 am -
Nonstop2h 49m
Mon 10/267:40 am -
Nonstop2h 59m
Deal found 9/9![Frontier logo]()
$147
This Priceline deal was found by Cheapflights users on 9/9. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2011:36 am -
Nonstop2h 49m
Wed 10/287:15 am -
1 stop7h 35m
Deal found 9/9![Frontier logo]()
$148
This Travelocity deal was found by Cheapflights users on 9/5. 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.
Thu 11/125:06 pm -
Nonstop2h 53m
Sun 11/151:06 pm -
Nonstop3h 05m
Deal found 9/5![Frontier logo]()
$149
This Expedia deal was found by Cheapflights users on 9/9. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/158:27 am -
1 stop7h 03m
Sun 10/187:40 am -
Nonstop2h 59m
Deal found 9/9![Frontier logo]()
$151
This Frontier deal was found by Cheapflights users on 9/8. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1711:36 am -
Nonstop2h 49m
Sat 10/177:44 pm -
1 stop11h 35m
Deal found 9/8![Frontier logo]()
$152
This Frontier deal was found by Cheapflights users on 9/7. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/46:50 pm -
Nonstop2h 49m
Tue 10/137:40 am -
Nonstop2h 59m
Deal found 9/7![Frontier logo]()
$153
This CheapOair deal was found by Cheapflights users on 9/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2911:25 am -
Nonstop2h 52m
Wed 9/306:20 am -
1 stop16h 10m
Deal found 9/9![Frontier logo]()
$155
This Frontier deal was found by Cheapflights users on 9/5. 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.
Thu 10/228:35 pm -
1 stop10h 56m
Thu 11/121:06 pm -
Nonstop3h 05m
Deal found 9/5![Frontier logo]()
$156
This Expedia deal was found by Cheapflights users on 9/9. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/46:50 pm -
Nonstop2h 49m
Wed 10/77:28 pm -
1 stop11h 51m
Deal found 9/9![Frontier logo]()
$157
Best flights from Houston to ChicagoDiscover carefully curated flight deals from Houston to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 10, 2026.
Discover carefully curated flight deals from Houston to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 9/308:25 am -
1 stop24h 15m
Sun 10/410:08 am -
2 stops25h 15m
Deal found 9/8![Multiple Airlines logo]()
$219
This Southwest deal was found by Cheapflights users on 9/8. 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.
Mon 10/194:00 pm -
1 stop5h 25m
Mon 10/269:30 pm -
Nonstop2h 40m
Deal found 9/8![Southwest logo]()
$293
This Delta deal was found by Cheapflights users on 9/8. 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 11/147:00 am -
1 stop5h 20m
Wed 11/187:05 am -
2 stops8h 17m
Deal found 9/8![Delta logo]()
$308
This United Airlines deal was found by Cheapflights users on 9/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/2210:05 pm -
Nonstop2h 39m
Sat 12/269:43 pm -
Nonstop3h 02m
Deal found 9/6![United Airlines logo]()
$358
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Wed 10/218:14 am -
1 stop24h 36m
Sun 10/258:53 pm -
1 stop27h 33m
Deal found 9/9![Multiple Airlines logo]()
$222
This KAYAK deal was found by Cheapflights users on 9/9. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/236:04 am -
1 stop6h 50m
Fri 9/253:00 pm -
1 stop4h 48m
Deal found 9/9![American Airlines logo]()
$457
This Southwest deal was found by Cheapflights users on 9/8. 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.
Fri 10/302:00 pm -
1 stop3h 50m
Tue 11/38:50 pm -
Nonstop2h 35m
Deal found 9/8![Southwest logo]()
$297
This Delta deal was found by Cheapflights users on 9/9. 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 10/214:59 pm -
1 stop5h 34m
Sat 10/2410:12 am -
2 stops9h 50m
Deal found 9/9![Delta logo]()
$308
This Delta deal was found by Cheapflights users on 9/8. 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 12/126:15 am -
1 stop5h 44m
Mon 12/141:41 pm -
2 stops10h 22m
Deal found 9/8![Delta logo]()
$308
This Southwest deal was found by Cheapflights users on 9/5. 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 10/207:05 am -
Nonstop2h 25m
Tue 10/2710:10 am -
1 stop4h 00m
Deal found 9/5![Southwest logo]()
$315
This Delta deal was found by Cheapflights users on 9/9. 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 10/152:21 pm -
1 stop5h 17m
Wed 10/217:00 am -
2 stops10h 50m
Deal found 9/9![Delta logo]()
$316
This Southwest deal was found by Cheapflights users on 9/9. 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.
Thu 11/1212:55 pm -
1 stop4h 05m
Sun 11/159:20 pm -
Nonstop2h 45m
Deal found 9/9![Southwest logo]()
$331
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 10/228:35 pm -
1 stop11h 19m
Sun 10/2510:20 am -
2 stops20h 59m
Deal found 9/8![Multiple Airlines logo]()
$370
This Southwest deal was found by Cheapflights users on 9/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/96:45 pm -
Nonstop2h 25m
Fri 10/162:10 pm -
1 stop5h 20m
Deal found 9/6![Southwest logo]()
$339
This Kiwi.com deal was found by Cheapflights users on 9/5. 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 10/18:25 pm -
1 stop11h 34m
Sun 10/410:08 am -
1 stop29h 09m
Deal found 9/5![Multiple Airlines logo]()
$373
This Delta deal was found by Cheapflights users on 9/9. 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.
Fri 1/156:30 am -
2 stops12h 07m
Mon 1/186:00 am -
1 stop5h 06m
Deal found 9/9![Delta logo]()
$344
This Delta deal was found by Cheapflights users on 9/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/611:12 am -
1 stop5h 02m
Sat 10/104:19 pm -
1 stop6h 44m
Deal found 9/6![Delta logo]()
$349
This Southwest deal was found by Cheapflights users on 9/4. 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 10/177:50 pm -
Nonstop2h 30m
Sun 10/189:20 pm -
Nonstop2h 35m
Deal found 9/4![Southwest logo]()
$353
This Kiwi.com deal was found by Cheapflights users on 9/7. 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.
Thu 10/298:35 pm -
1 stop11h 19m
Sun 11/18:53 pm -
2 stops34h 30m
Deal found 9/7![Multiple Airlines logo]()
$393
This Delta deal was found by Cheapflights users on 9/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/63:09 pm -
1 stop5h 29m
Sat 10/1010:35 am -
1 stop5h 57m
Deal found 9/6![Delta logo]()
$349
This Southwest deal was found by Cheapflights users on 9/5. 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 10/235:00 pm -
1 stop4h 25m
Sun 10/257:00 am -
Nonstop2h 35m
Deal found 9/5![Southwest logo]()
$358
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 10/155:05 am -
1 stop15h 08m
Sun 10/181:12 pm -
2 stops16h 48m
Deal found 9/8![Multiple Airlines logo]()
$395
This Delta deal was found by Cheapflights users on 9/7. 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 11/55:10 am -
1 stop7h 49m
Tue 11/107:05 am -
2 stops10h 48m
Deal found 9/7![Delta logo]()
$354
This Southwest deal was found by Cheapflights users on 9/7. 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 10/2412:00 pm -
2 stops5h 45m
Sun 10/255:00 am -
1 stop5h 15m
Deal found 9/7![Southwest logo]()
$363
This Delta deal was found by Cheapflights users on 9/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/287:00 am -
2 stops9h 32m
Wed 11/48:05 am -
1 stop6h 54m
Deal found 9/6![Delta logo]()
$354
This Southwest deal was found by Cheapflights users on 9/9. 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.
Thu 10/1510:00 am -
1 stop4h 10m
Sun 10/188:30 am -
1 stop4h 05m
Deal found 9/9![Southwest logo]()
$363
This Delta deal was found by Cheapflights users on 9/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/175:25 am -
1 stop5h 00m
Mon 1/47:00 am -
2 stops10h 40m
Deal found 9/6![Delta logo]()
$354
This Delta deal was found by Cheapflights users on 9/5. 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 10/296:00 am -
1 stop5h 47m
Sat 10/319:29 am -
2 stops7h 40m
Deal found 9/5![Delta logo]()
$354
This Delta deal was found by Cheapflights users on 9/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/75:29 am -
2 stops7h 18m
Sat 10/104:19 pm -
1 stop7h 36m
Deal found 9/6![Delta logo]()
$354
This Southwest deal was found by Cheapflights users on 9/5. 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 9/255:00 am -
Nonstop2h 25m
Sat 5/296:00 am -
1 stop4h 15m
Deal found 9/5![Southwest logo]()
$440
Last-minute flights from Houston to ChicagoDiscover last-minute flight deals from Houston to Chicago. Data last updated September 10, 2026 and is based on user searches.
Discover last-minute flight deals from Houston to Chicago. Data last updated September 10, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 9/6. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2911:25 am -
Nonstop2h 52m
Tue 9/297:28 pm -
1 stop11h 49m
Deal found 9/6![Frontier logo]()
$145
This CheapOair deal was found by Cheapflights users on 9/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2911:25 am -
Nonstop2h 52m
Wed 9/306:20 am -
1 stop16h 10m
Deal found 9/9![Frontier logo]()
$155
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 9/308:25 am -
1 stop24h 15m
Sun 10/410:08 am -
1 stop29h 09m
Deal found 9/8![Multiple Airlines logo]()
$202
This Frontier deal was found by Cheapflights users on 9/7. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/46:50 pm -
Nonstop2h 49m
Tue 10/137:40 am -
Nonstop2h 59m
Deal found 9/7![Frontier logo]()
$153
This Expedia deal was found by Cheapflights users on 9/9. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/46:50 pm -
Nonstop2h 49m
Wed 10/77:28 pm -
1 stop11h 51m
Deal found 9/9![Frontier logo]()
$157
This Frontier deal was found by Cheapflights users on 9/5. 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.
Wed 10/711:25 am -
Nonstop2h 52m
Thu 10/157:40 am -
Nonstop2h 59m
Deal found 9/5![Frontier logo]()
$143
This Frontier deal was found by Cheapflights users on 9/5. 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.
Wed 10/711:25 am -
Nonstop2h 52m
Tue 10/137:40 am -
Nonstop2h 59m
Deal found 9/5![Frontier logo]()
$158
This Expedia deal was found by Cheapflights users on 9/9. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/158:27 am -
1 stop7h 03m
Sun 10/187:40 am -
Nonstop2h 59m
Deal found 9/9![Frontier logo]()
$151
This Priceline deal was found by Cheapflights users on 9/9. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2011:36 am -
Nonstop2h 49m
Wed 10/287:15 am -
1 stop7h 35m
Deal found 9/9![Frontier logo]()
$148
This Frontier deal was found by Cheapflights users on 9/9. 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.
Thu 10/2211:36 am -
Nonstop2h 49m
Mon 10/267:40 am -
Nonstop2h 59m
Deal found 9/9![Frontier logo]()
$147
This Frontier deal was found by Cheapflights users on 9/5. 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.
Thu 10/228:35 pm -
1 stop10h 56m
Thu 11/121:06 pm -
Nonstop3h 05m
Deal found 9/5![Frontier logo]()
$156
This CheapOair deal was found by Cheapflights users on 9/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2312:07 pm -
1 stop23h 25m
Sun 10/257:40 am -
Nonstop2h 59m
Deal found 9/9![Frontier logo]()
$149
One-way flights from Houston to ChicagoSearch for one-way flight options from Houston to Chicago. Find affordable one-way fares based on user searches. Data last updated September 10, 2026.
Search for one-way flight options from Houston to Chicago. Find affordable one-way fares based on user searches. Data last updated September 10, 2026.
This Flightnetwork deal was found by Cheapflights users on 9/9. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2112:07 pm -
1 stop6h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Frontier logo]()
$88
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 10/148:14 am -
1 stop24h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Multiple Airlines logo]()
$88
This Super.com deal was found by Cheapflights users on 9/9. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/16:50 pm -
Nonstop2h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Frontier logo]()
$95
This Super.com deal was found by Cheapflights users on 9/9. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/125:06 pm -
Nonstop2h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Frontier logo]()
$96
This Expedia deal was found by Cheapflights users on 9/9. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/311:25 am -
Nonstop2h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Frontier logo]()
$97
This CheapOair deal was found by Cheapflights users on 9/8. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/2411:36 am -
Nonstop2h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Frontier logo]()
$98
This Super.com deal was found by Cheapflights users on 9/9. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/298:18 am -
1 stop7h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Frontier logo]()
$99
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Wed 10/79:04 pm -
1 stop21h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Frontier logo]()
$101
This Super.com deal was found by Cheapflights users on 9/9. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/26:50 pm -
Nonstop2h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Frontier logo]()
$103
This Flightnetwork deal was found by Cheapflights users on 9/9. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2112:07 pm -
1 stop11h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Frontier logo]()
$103
This Super.com deal was found by Cheapflights users on 9/9. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/296:28 am -
1 stop5h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Frontier logo]()
$104
This Super.com deal was found by Cheapflights users on 9/9. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/412:19 pm -
1 stop5h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Frontier logo]()
$105
Find flight deals from Houston to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Houston (HO1) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 10, 2026.
Round-trip from | $143 (Frontier) |
|---|---|
One-way from | $88 (Flightnetwork) |
Popular in | July |
Cheapest in | January |
Average price | $240 |
Cheapflights Fare Finder
Customize your flight search to find flights from Houston 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 7,457,451 searches. Data last updated September 10, 2026.
Use the filters below to find and compare flights from Houston to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
HoustonChicago
IAH Houston George Bush Intcntl - RFD Chicago Greater Rockford
IAHRFD
Houston George Bush Intcntl
Tue 10/27
8:21 pm-8:50 am
2 stops36h 29m
Chicago Greater Rockford
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$127
HoustonChicago
HOU Houston Hobby - MDW Chicago Midway
HOUMDW
Houston Hobby
Sat 11/7
3:45 pm-6:10 pm
Nonstop2h 25m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$142
HoustonChicago
HOU Houston Hobby - MDW Chicago Midway
HOUMDW
Houston Hobby
Thu 11/12
7:50 am-10:20 am
Nonstop2h 30m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$142
HoustonChicago
HOU Houston Hobby - MDW Chicago Midway
HOUMDW
Houston Hobby
Thu 10/1
8:55 am-11:20 am
Nonstop2h 25m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$142
HoustonChicago
IAH Houston George Bush Intcntl - ORD Chicago O'Hare Intl
IAHORD
Houston George Bush Intcntl
Fri 2/19
6:45 am-9:25 am
Nonstop2h 40m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$150
HoustonChicago
IAH Houston George Bush Intcntl - RFD Chicago Greater Rockford
IAHRFD
Houston George Bush Intcntl
Wed 10/7
6:28 am-8:50 am
2 stops26h 22m
Chicago Greater Rockford
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$150
Quickest round-trip
HoustonChicago
HOU Houston Hobby - MDW Chicago Midway
HOUMDW
Houston Hobby
Fri 2/19
12:30 pm-2:50 pm
Nonstop2h 20m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$150
HoustonChicago
IAH Houston George Bush Intcntl - MDW Chicago Midway
IAHMDW
Houston George Bush Intcntl
Tue 12/1
11:37 am-6:01 pm
1 stop6h 24m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$152
HoustonChicago
IAH Houston George Bush Intcntl - MDW Chicago Midway
IAHMDW
Houston George Bush Intcntl
Sat 1/9
10:45 am-4:50 pm
1 stop6h 05m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$152
HoustonChicago
HOU Houston Hobby - ORD Chicago O'Hare Intl
HOUORD
Houston Hobby
Wed 9/30
2:25 pm-8:56 pm
1 stop6h 31m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$152
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Houston to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Houston with our price prediction graph.
HO1-CHI
IAH-ORD
IAH-RFD
IAH-MDW
HOU-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 Houston to Chicago
HO1-CHI
IAH-ORD
IAH-RFD
IAH-MDW
HOU-MDW
What is the cheapest month to book a flight from Houston to Chicago?
Currently, December is the cheapest month in which you can book a flight from Houston to Chicago (average of $204). Flying from Houston to Chicago in June is currently the most expensive (average of $345). 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 HOU to CHI?
Find hourly flight availability from Houston 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 September 10, 2026.
A simple way to save on the total cost of your ticket is to fly from Houston to Chicago in the evening. If you’re flexible enough to do this you can expect to save up to 47% on your trip compared to booking a flight at noon.
How much does it cost to fly round-trip from Houston to Chicago?
Airfare is below average for this route at the moment.
Houston to Chicago flights typically cost between $164 and $336 in October.The cheapest round-trip price found within the last 5 days was $143 on Frontier (Oct 7-Oct 15).
How often are flights from Houston to Chicago delayed?
About 16% of weekly flights between Houston and Chicago have experienced delays in the past year, with the average delay time being 139 minutes.
What is the most punctual flight time for Houston to Chicago flights?
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Wednesday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on Houston to Chicago flights?
Over the last year, United Airlines have had the lowest number of delays on this route, with just 8% of flights being delayed.
How far ahead should I book a flight from Houston to Chicago?
To ensure you get the cheapest price possible for a flight from Houston to Chicago, you should look to book at least 78 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
What is the cheapest day to fly from Houston to Chicago?
Use this chart to determine the cheapest time to fly round-trip from Houston to Chicago. Price data was last updated on August 31, 2025.
Travelers seeking maximum savings on their Houston to Chicago flight should consider departing on Thursday afternoons when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
The best insider tips for Houston to Chicago flights
AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Houston to Chicago trip
Our travel experts
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated September 10, 2026.
Get a feel of what it's like to fly with Southwest,Delta, andUnited Airlines from Houston to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Food
7.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Food
7.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Food
7.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Food
7.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Food
7.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Food
7.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Houston to Chicago Travel Guide
You can land at Chicago O’Hare that’s on the northwest side of the city. It’s 14 miles from the busy Loop business sector. This is Chicago’s busiest airport. It serves flights that go to Europe, Africa, Asia, and North and South America. It’s the sixth busiest airport in the world.
Your other option is to land at Chicago Midway. This was once the city’s main airport until O’Hare came on the scene. The airport is still quite busy, serving more than 22 million passengers in 2018. The majority of the traffic coming through this airport is provided by Southwest Airlines.
Southwest has some other options between Hobby and Midway. They make stops in St. Louis, New Orleans, Orlando, Dallas, Oklahoma City, Nashville, Jacksonville, Austin, and a few others. Most of their stopovers are under an hour.
Related info for your journey
Find useful and relevant information for your journey from Houston 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
Merrillville
Lansing
Valparaiso
Hammond
Saint Joseph
Porter
Browse thousands of different options on Cheapflights for your next trip
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Alternative routes for Houston 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 September 10, 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 Houston to Chicago by cabin class
Find flights from Houston to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Houston and Chicago flights
Browse other Houston and Chicago flight options. Last updated on September 10, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 6 airlines flying from Houston to Chicago
Discover the top 6 airlines that operate flights from Houston 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 7,457,451 searches. Data last updated September 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$64 | Average$184 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$158 | Average$400 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$177 | Average$396 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$197 | Average$392 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$228 | Average$327 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$268 | Average$309 | FlexibilityNo cancel fee | On-time62% |
Helpful tips for your next trip to Chicago
Get useful tips and recommendations to enhance your travel experience on your next trip to Chicago. Learn about must-visit attractions, local customs, transportation options, weather conditions, and other valuable tips to make your trip more enjoyable and hassle-free.
- Passengers traveling from Houston to Chicago through George Bush International Airport (IAH) can get to the airport using a town car, taxi, or drive. However, the most sustainable means is by boarding a bus. Line 102 bus is located at Milan St. and Mc Kinney St.
- Travelers moving from Houston to Chicago can use airports like Houston Southwest Airport, West Houston Airport, or William P. Hobby Airport. However, George Bush International Airport (IAH) has been vocal about its sustainability commitment. The airport seeks to achieve trash-free travel.
- When traveling to Chicago from Houston, consider booking economy class flights since they don't spend much fuel, producing less carbon. Economy class flights are available at IAH.