$95+ Cheap flights from Hobby (HOU) to Illinois
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 8/19. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — ORD
Aug 12 — Aug 193
Round-trip
3 travelers, Economy
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Find cheap flights from Hobby to Illinois with Cheapflights
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Cheapest flights from Hobby to IllinoisExplore the most affordable flight options available from Hobby to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 13, 2026.
Explore the most affordable flight options available from Hobby to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 13, 2026.
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.
Mon 8/175:45 pm
HOU
- MDW
Nonstop2h 25m
Southwest
Tue 8/185:15 pm
MDW
- HOU
Nonstop2h 30m
Southwest
Deal found 7/9![Southwest logo]()
$179
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.
Thu 8/137:55 pm
HOU
- MDW
Nonstop2h 20m
Southwest
Mon 8/175:25 am
MDW
- HOU
Nonstop2h 25m
Southwest
Deal found 7/9![Southwest logo]()
$180
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 8/2210:25 am
HOU
- MDW
1 stop3h 50m
Southwest
Tue 8/258:25 pm
MDW
- HOU
Nonstop2h 25m
Southwest
Deal found 7/9![Southwest logo]()
$185
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 8/511:55 am
HOU
- MDW
1 stop4h 25m
Southwest
Thu 8/135:30 pm
MDW
- HOU
Nonstop2h 30m
Southwest
Deal found 7/9![Southwest logo]()
$189
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.
Mon 8/2411:30 am
HOU
- MDW
2 stops5h 25m
Southwest
Thu 8/275:25 am
MDW
- HOU
Nonstop2h 25m
Southwest
Deal found 7/8![Southwest logo]()
$190
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 8/2210:25 am
HOU
- MDW
1 stop3h 50m
Southwest
Sat 8/299:55 am
MDW
- HOU
1 stop3h 55m
Southwest
Deal found 7/9![Southwest logo]()
$191
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.
Tue 8/1111:25 am
HOU
- MDW
2 stops5h 30m
Southwest
Thu 8/137:25 am
MDW
- HOU
Nonstop2h 30m
Southwest
Deal found 7/9![Southwest logo]()
$194
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 8/46:00 am
HOU
- MDW
1 stop5h 51m
Delta
Tue 8/115:10 pm
MDW
- HOU
1 stop4h 55m
Delta
Deal found 7/9![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 8/115:20 pm
HOU
- ORD
1 stop6h 37m
Delta
Tue 8/181:50 pm
ORD
- HOU
1 stop8h 15m
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.
Thu 8/205:20 pm
HOU
- ORD
1 stop6h 37m
Delta
Mon 8/245:30 am
ORD
- HOU
1 stop6h 46m
Delta
Deal found 7/10![Delta logo]()
$200
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 8/157:00 am
HOU
- MDW
Nonstop2h 25m
Southwest
Tue 8/185:15 pm
MDW
- HOU
Nonstop2h 30m
Southwest
Deal found 7/10![Southwest logo]()
$202
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 8/1110:50 am
HOU
- ORD
1 stop7h 59m
Delta
Wed 8/1211:22 am
ORD
- HOU
2 stops10h 43m
Delta
Deal found 7/9![Delta logo]()
$204
Best flights from Hobby to IllinoisDiscover carefully curated flight deals from Hobby to Illinois that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 13, 2026.
Discover carefully curated flight deals from Hobby to Illinois that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 13, 2026.
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 8/115:20 pm
HOU
- ORD
1 stop6h 37m
Delta
Thu 8/1311:23 am
ORD
- HOU
1 stop5h 02m
Delta
Deal found 7/9![Delta logo]()
$199
This Southwest deal was found by Cheapflights users on 7/12. 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 8/48:00 am
HOU
- MDW
1 stop3h 50m
Southwest
Tue 8/44:40 pm
MDW
- HOU
1 stop6h 05m
Southwest
Deal found 7/12![Southwest logo]()
$229
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/85:41 am
HOU
- MLI
1 stop5h 21m
American Airlines
Sat 8/1511:32 am
MLI
- HOU
1 stop6h 12m
American Airlines
Deal found 7/9![American Airlines logo]()
$244
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.
Sat 8/226:00 am
HOU
- ORD
1 stop6h 40m
Delta
Tue 8/256:40 am
ORD
- HOU
1 stop5h 36m
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 8/410:50 am
HOU
- ORD
2 stops9h 40m
Delta
Tue 8/116:40 am
ORD
- HOU
1 stop5h 36m
Delta
Deal found 7/9![Delta logo]()
$204
This Southwest deal was found by Cheapflights users on 7/12. 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 8/182:35 pm
HOU
- MDW
2 stops5h 35m
Southwest
Thu 8/2010:05 am
MDW
- HOU
1 stop3h 50m
Southwest
Deal found 7/12![Southwest logo]()
$230
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.
Sat 8/227:40 pm
HOU
- MDW
Nonstop2h 20m
Southwest
Sat 8/291:45 pm
MDW
- HOU
Nonstop2h 30m
Southwest
Deal found 7/8![Southwest logo]()
$230
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 9/911:01 am
HOU
- ORD
2 stops9h 29m
Delta
Sat 9/1212:29 pm
ORD
- HOU
2 stops10h 11m
Delta
Deal found 7/10![Delta logo]()
$210
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/155:41 am
HOU
- MLI
1 stop5h 21m
American Airlines
Sat 8/2211:32 am
MLI
- HOU
1 stop6h 12m
American Airlines
Deal found 7/10![American Airlines logo]()
$277
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 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.
Wed 9/1611:00 am
HOU
- ORD
1 stop5h 30m
Delta
Fri 9/183:40 pm
ORD
- HOU
1 stop7h 00m
Delta
Deal found 7/8![Delta logo]()
$224
This Delta 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 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 9/145:30 am
ORD
- HOU
1 stop7h 49m
Delta
Deal found 7/11![Delta logo]()
$229
This American Airlines deal was found by Cheapflights users on 7/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/46:14 pm
HOU
- BMI
1 stop4h 39m
American Airlines
Sun 9/64:49 pm
BMI
- HOU
1 stop7h 07m
American Airlines
Deal found 7/13![American Airlines logo]()
$309
This Delta deal was found by Cheapflights users on 7/13. 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 9/125:26 pm
HOU
- ORD
1 stop6h 33m
Delta
Mon 9/149:45 am
ORD
- HOU
1 stop6h 46m
Delta
Deal found 7/13![Delta logo]()
$229
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/85:41 am
HOU
- PIA
1 stop6h 09m
American Airlines
Sat 8/1512:20 pm
PIA
- HOU
1 stop7h 31m
American Airlines
Deal found 7/10![American Airlines logo]()
$309
This Southwest deal was found by Cheapflights users on 7/12. 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 7/294:05 pm
HOU
- MDW
Nonstop2h 25m
Southwest
Wed 8/52:00 pm
MDW
- HOU
1 stop5h 30m
Southwest
Deal found 7/12![Southwest logo]()
$293
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/261:13 pm
HOU
- ORD
1 stop5h 36m
Delta
Sat 8/296:59 am
ORD
- HOU
2 stops9h 26m
Delta
Deal found 7/11![Delta logo]()
$234
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.
Thu 8/66:05 am
HOU
- MDW
1 stop4h 00m
Southwest
Sun 8/96:10 am
MDW
- HOU
1 stop6h 00m
Southwest
Deal found 7/10![Southwest logo]()
$303
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/83:57 pm
HOU
- MLI
2 stops8h 11m
American Airlines
Wed 8/1211:43 am
MLI
- HOU
2 stops8h 08m
American Airlines
Deal found 7/11![American Airlines logo]()
$343
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 9/25:20 pm
HOU
- MLI
1 stop4h 59m
Delta
Tue 9/85:16 pm
MLI
- HOU
1 stop5h 24m
Delta
Deal found 7/9![Delta logo]()
$243
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.
Thu 7/306:50 pm
HOU
- MDW
Nonstop2h 25m
Southwest
Mon 8/105:25 am
MDW
- HOU
Nonstop2h 25m
Southwest
Deal found 7/9![Southwest logo]()
$310
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/55:41 am
HOU
- PIA
1 stop6h 09m
American Airlines
Sat 9/126:00 am
PIA
- HOU
2 stops9h 43m
American Airlines
Deal found 7/11![American Airlines logo]()
$362
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 8/51:13 pm
HOU
- STL
1 stop5h 14m
Delta
Tue 8/116:00 am
STL
- HOU
1 stop6h 16m
Delta
Deal found 7/10![Delta logo]()
$251
This Southwest deal was found by Cheapflights users on 7/12. 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 8/107:20 am
HOU
- MDW
Nonstop2h 30m
Southwest
Mon 8/102:50 pm
MDW
- HOU
1 stop5h 15m
Southwest
Deal found 7/12![Southwest logo]()
$328
This American Airlines deal was found by Cheapflights users on 7/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/286:03 am
HOU
- MLI
1 stop4h 36m
American Airlines
Sat 8/111:09 am
MLI
- HOU
1 stop7h 10m
American Airlines
Deal found 7/13![American Airlines logo]()
$369
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.
Sun 9/610:50 am
HOU
- ORD
1 stop6h 01m
Delta
Tue 9/88:05 am
ORD
- HOU
1 stop5h 14m
Delta
Deal found 7/9![Delta logo]()
$260
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.
Fri 8/214:05 pm
HOU
- STL
Nonstop2h 00m
Southwest
Sat 8/227:50 am
STL
- HOU
2 stops6h 05m
Southwest
Deal found 7/11![Southwest logo]()
$331
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/153:57 pm
HOU
- PIA
2 stops8h 02m
American Airlines
Sat 8/2212:20 pm
PIA
- HOU
1 stop7h 31m
American Airlines
Deal found 7/11![American Airlines logo]()
$376
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/55:20 pm
HOU
- MDW
1 stop5h 16m
Delta
Tue 9/86:05 am
MDW
- HOU
1 stop7h 14m
Delta
Deal found 7/11![Delta logo]()
$264
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.
Thu 9/101:45 pm
HOU
- STL
1 stop3h 55m
Southwest
Sun 9/138:20 am
STL
- HOU
Nonstop2h 00m
Southwest
Deal found 7/9![Southwest logo]()
$333
Last-minute flights from Hobby to IllinoisDiscover last-minute flight deals from Hobby to Illinois. Data last updated July 13, 2026 and is based on user searches.
Discover last-minute flight deals from Hobby to Illinois. Data last updated July 13, 2026 and is based on user searches.
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.
Tue 8/45:20 pm
HOU
- MDW
1 stop5h 16m
Delta
Thu 8/65:10 pm
MDW
- HOU
1 stop4h 55m
Delta
Deal found 7/8![Delta logo]()
$199
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 8/511:55 am
HOU
- MDW
1 stop4h 25m
Southwest
Thu 8/135:30 pm
MDW
- HOU
Nonstop2h 30m
Southwest
Deal found 7/9![Southwest logo]()
$189
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.
Sat 8/88:40 am
HOU
- MDW
1 stop5h 00m
Southwest
Tue 8/117:50 am
MDW
- HOU
Nonstop2h 35m
Southwest
Deal found 7/8![Southwest logo]()
$190
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.
Tue 8/1111:25 am
HOU
- MDW
2 stops5h 30m
Southwest
Thu 8/137:25 am
MDW
- HOU
Nonstop2h 30m
Southwest
Deal found 7/9![Southwest logo]()
$194
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 8/115:20 pm
HOU
- ORD
1 stop6h 37m
Delta
Tue 8/181:50 pm
ORD
- HOU
1 stop8h 15m
Delta
Deal found 7/9![Delta logo]()
$199
This Southwest deal was found by Cheapflights users on 7/8. 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.
Thu 8/137:55 pm
HOU
- MDW
Nonstop2h 20m
Southwest
Mon 8/175:25 am
MDW
- HOU
Nonstop2h 25m
Southwest
Deal found 7/8![Southwest logo]()
$180
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 8/157:00 am
HOU
- MDW
Nonstop2h 25m
Southwest
Tue 8/185:15 pm
MDW
- HOU
Nonstop2h 30m
Southwest
Deal found 7/10![Southwest logo]()
$202
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.
Mon 8/175:00 am
HOU
- MDW
Nonstop2h 25m
Southwest
Thu 8/207:25 am
MDW
- HOU
Nonstop2h 30m
Southwest
Deal found 7/8![Southwest logo]()
$179
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.
Thu 8/205:20 pm
HOU
- ORD
1 stop6h 37m
Delta
Mon 8/245:30 am
ORD
- HOU
1 stop6h 46m
Delta
Deal found 7/10![Delta logo]()
$200
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 8/2210:25 am
HOU
- MDW
1 stop3h 50m
Southwest
Tue 8/2510:10 am
MDW
- HOU
1 stop3h 50m
Southwest
Deal found 7/9![Southwest logo]()
$191
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.
Sat 8/228:40 am
HOU
- MDW
1 stop5h 00m
Southwest
Sat 8/297:45 am
MDW
- HOU
1 stop5h 55m
Southwest
Deal found 7/8![Southwest logo]()
$200
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.
Mon 8/2411:30 am
HOU
- MDW
2 stops5h 25m
Southwest
Thu 8/271:05 pm
MDW
- HOU
1 stop5h 20m
Southwest
Deal found 7/8![Southwest logo]()
$196
One-way flights from Hobby to IllinoisSearch for one-way flight options from Hobby to Illinois. Find affordable one-way fares based on user searches. Data last updated July 13, 2026.
Search for one-way flight options from Hobby to Illinois. Find affordable one-way fares based on user searches. Data last updated July 13, 2026.
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 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 8/88:40 am
HOU
- MDW
1 stop5h 00m
Southwest
Deal found 7/9![Southwest logo]()
$100
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.
Sat 8/810:50 am
HOU
- ORD
1 stop6h 01m
Delta
Deal found 7/9![Delta logo]()
$100
This Southwest deal was found by Cheapflights users on 7/13. 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 8/114:45 pm
HOU
- MDW
Nonstop2h 25m
Southwest
Deal found 7/13![Southwest logo]()
$105
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.
Tue 8/1110:50 am
HOU
- ORD
2 stops9h 40m
Delta
Deal found 7/8![Delta logo]()
$105
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 8/67:20 am
HOU
- STL
Nonstop2h 00m
Southwest
Deal found 7/11![Southwest logo]()
$109
This Southwest deal was found by Cheapflights users on 7/13. 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 8/2910:25 am
HOU
- MDW
1 stop3h 50m
Southwest
Deal found 7/13![Southwest logo]()
$110
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 9/55:45 pm
HOU
- STL
Nonstop2h 00m
Southwest
Deal found 7/10![Southwest logo]()
$112
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.
Tue 9/83:55 pm
HOU
- STL
Nonstop2h 00m
Southwest
Deal found 7/9![Southwest logo]()
$116
This Delta deal was found by Cheapflights users on 7/13. 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 9/232:25 pm
HOU
- STL
1 stop5h 33m
Delta
Deal found 7/13![Delta logo]()
$119
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.
Thu 8/1311:30 am
HOU
- MDW
2 stops5h 25m
Southwest
Deal found 7/8![Southwest logo]()
$122
Find flight deals from Hobby to Illinois
Keep the following information in mind while searching for Hobby to Illinois flight deals. Data was last updated July 13, 2026.
Round-trip from | $179 (Southwest) |
|---|---|
One-way from | $95 (Southwest) |
Popular in | May |
Cheapest in | January |
Average price | $284 |
Good round-trip deal | $349 or less |
Good one-way deal | $211 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Hobby to Illinois 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 13, 2026.
Use the filters below to find and compare flights from Houston Hobby Airport to Illinois that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
HoustonChicago
HOU - ORD
HOUORD
Houston Hobby
Tue 8/11
5:20 pm-11:57 pm
1 stop6h 37m
Chicago O'Hare Intl
Thu 8/13
11:23 am-4:25 pm
1 stop5h 02m
$199
HoustonChicago
HOU - ORD
HOUORD
Houston Hobby
Sat 8/22
6:00 am-12:40 pm
1 stop6h 40m
Chicago O'Hare Intl
Tue 8/25
6:40 am-12:16 pm
1 stop5h 36m
$199
HoustonChicago
HOU - ORD
HOUORD
Houston Hobby
Tue 8/4
10:50 am-8:30 pm
2 stops9h 40m
Chicago O'Hare Intl
Tue 8/11
6:40 am-12:16 pm
1 stop5h 36m
$204
HoustonChicago
HOU - ORD
HOUORD
Houston Hobby
Wed 9/9
11:01 am-8:30 pm
2 stops9h 29m
Chicago O'Hare Intl
Sat 9/12
12:29 pm-10:40 pm
2 stops10h 11m
$210
HoustonChicago
HOU - ORD
HOUORD
Houston Hobby
Wed 9/16
11:00 am-4:30 pm
1 stop5h 30m
Chicago O'Hare Intl
Fri 9/18
3:40 pm-10:40 pm
1 stop7h 00m
$224
HoustonChicago
HOU - MDW
HOUMDW
Houston Hobby
Tue 8/4
8:00 am-11:50 am
1 stop3h 50m
Chicago Midway
Tue 8/4
4:40 pm-10:45 pm
1 stop6h 05m
$229
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
5:30 am-1:19 pm
1 stop7h 49m
$229
HoustonChicago
HOU - ORD
HOUORD
Houston Hobby
Sat 9/12
5:26 pm-11:59 pm
1 stop6h 33m
Chicago O'Hare Intl
Mon 9/14
9:45 am-4:31 pm
1 stop6h 46m
$229
HoustonChicago
HOU - MDW
HOUMDW
Houston Hobby
Tue 8/18
2:35 pm-8:10 pm
2 stops5h 35m
Chicago Midway
Thu 8/20
10:05 am-1:55 pm
1 stop3h 50m
$230
Quickest round-trip
HoustonChicago
HOU - MDW
HOUMDW
Houston Hobby
Sat 8/22
7:40 pm-10:00 pm
Nonstop2h 20m
Chicago Midway
Sat 8/29
1:45 pm-4:15 pm
Nonstop2h 30m
$230
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Hobby to Illinois
Have a flexible travel schedule? Discover the best time to fly to Illinois from Hobby with our price prediction graph.
HOU-MDW
HOU-ORD
HOU-STL
HOU-RFD
HOU-BMI
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 Hobby Airport to Illinois
HOU-USIL
HOU-MDW
HOU-ORD
HOU-STL
HOU-RFD
What is the cheapest month to book a flight from Houston Hobby Airport to Illinois?
Currently, February is the cheapest month in which you can book a flight from Houston Hobby Airport to Illinois (average of $29). Flying from Houston Hobby Airport to Illinois in August is currently the most expensive (average of $561). 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 IL?
Find hourly flight availability from Hobby to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 13, 2026.
Unlike at noon, when flights are generally more expensive, you can save up to 29% on flights from Houston Hobby Airport to Illinois by exploring options for tickets in the evening.
How much does it cost to fly round-trip from Houston Hobby Airport to Illinois?
How far ahead should I book a flight from Houston Hobby Airport to Illinois?
Booking 78 days in advance of your planned departure date is, on average, the best time to get cheap flights from Houston Hobby Airport to Illinois. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest day to fly from Houston Hobby Airport to Illinois?
Use this chart to determine the cheapest time to fly round-trip from Hobby to Illinois. Price data was last updated on July 11, 2026.
Travelers seeking maximum savings on their Houston Hobby Airport to Illinois flight should consider departing on Tuesday evenings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Illinois
Get insights into the airlines that provide service to Illinois. 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 Illinois. Reviews last updated July 13, 2026.
Get a feel of what it's like to fly with Southwest,Delta, andUnited Airlines from Houston Hobby Airport to Illinois by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Comfort
8.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Comfort
8.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Comfort
8.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Comfort
8.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Comfort
8.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Related info for your journey
Find useful and relevant information for your journey from Hobby to Illinois. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Hobby to Illinois
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Complete your trip
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Search flights from Hobby to Illinois by cabin class
Find flights from Hobby to Illinois, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Hobby and Illinois flights
Browse other Hobby and Illinois flight options. Last updated on July 13, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Hobby to Illinois flights
Consider these flights traveling from Hobby to Illinois.
Top 4 airlines flying from Hobby to Illinois
Discover the top 4 airlines that operate flights from Hobby to Illinois. 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 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$62 | Average$192 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$158 | Average$351 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$177 | Average$371 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$177 | Average$364 | FlexibilityNo cancel fee | On-time71% |