$85+ 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 8/11. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — ORD
May 13 — May 201
Round-trip
1 adult, 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 April 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 April 13, 2026.
This Southwest deal was found by Cheapflights users on 4/12. 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 5/67:10 am
HOU
- MDW
Nonstop2h 25m
Southwest
Tue 5/128:40 pm
MDW
- HOU
Nonstop2h 40m
Southwest
Deal found 4/12![Southwest logo]()
$169
This Southwest deal was found by Cheapflights users on 4/8. 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 4/298:40 pm
HOU
- MDW
Nonstop2h 25m
Southwest
Wed 5/69:40 am
MDW
- HOU
1 stop4h 20m
Southwest
Deal found 4/8![Southwest logo]()
$175
This Southwest deal was found by Cheapflights users on 4/9. 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 5/61:55 pm
HOU
- MDW
Nonstop2h 25m
Southwest
Mon 5/1112:10 pm
MDW
- HOU
Nonstop2h 40m
Southwest
Deal found 4/9![Southwest logo]()
$184
This Southwest deal was found by Cheapflights users on 4/9. 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 5/134:55 pm
HOU
- MDW
1 stop5h 20m
Southwest
Wed 5/205:30 am
MDW
- HOU
1 stop5h 20m
Southwest
Deal found 4/9![Southwest logo]()
$189
This Southwest deal was found by Cheapflights users on 4/12. 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 5/62:30 pm
HOU
- ORD
1 stop9h 25m
Southwest
Wed 5/131:35 pm
ORD
- HOU
1 stop9h 10m
Southwest
Deal found 4/12![Southwest logo]()
$189
This Southwest deal was found by Cheapflights users on 4/10. 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 6/65:00 am
HOU
- MDW
Nonstop2h 25m
Southwest
Wed 6/1010:15 am
MDW
- HOU
1 stop3h 50m
Southwest
Deal found 4/10![Southwest logo]()
$190
This Southwest deal was found by Cheapflights users on 4/12. 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 5/126:10 pm
HOU
- MDW
Nonstop2h 25m
Southwest
Tue 5/197:25 am
MDW
- HOU
Nonstop2h 40m
Southwest
Deal found 4/12![Southwest logo]()
$193
This Southwest deal was found by Cheapflights users on 4/11. 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.
Tue 5/51:55 pm
HOU
- MDW
Nonstop2h 25m
Southwest
Thu 5/77:50 am
MDW
- HOU
1 stop5h 40m
Southwest
Deal found 4/11![Southwest logo]()
$194
This Delta deal was found by Cheapflights users on 4/11. 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.
Tue 8/115:35 pm
HOU
- ORD
1 stop6h 22m
Delta
Tue 8/187:10 am
ORD
- HOU
1 stop4h 54m
Delta
Deal found 4/11![Delta logo]()
$196
This Delta deal was found by Cheapflights users on 4/9. 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 5/126:00 am
HOU
- MDW
1 stop5h 56m
Delta
Wed 5/135:10 pm
MDW
- HOU
1 stop5h 16m
Delta
Deal found 4/9![Delta logo]()
$197
This Delta deal was found by Cheapflights users on 4/9. 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 5/610:53 am
HOU
- ORD
1 stop5h 49m
Delta
Wed 5/135:30 am
ORD
- HOU
1 stop6h 41m
Delta
Deal found 4/9![Delta logo]()
$197
This Southwest deal was found by Cheapflights users on 4/9. 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 5/912:40 pm
HOU
- MDW
Nonstop2h 25m
Southwest
Mon 5/119:40 pm
MDW
- HOU
Nonstop2h 40m
Southwest
Deal found 4/9![Southwest logo]()
$199
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 April 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 April 13, 2026.
This Southwest deal was found by Cheapflights users on 4/10. 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 5/263:30 pm
HOU
- MDW
1 stop4h 50m
Southwest
Tue 6/21:55 pm
MDW
- HOU
1 stop4h 40m
Southwest
Deal found 4/10![Southwest logo]()
$189
This Delta deal was found by Cheapflights users on 4/11. 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 5/65:23 pm
HOU
- ORD
1 stop6h 35m
Delta
Wed 5/132:59 pm
ORD
- HOU
1 stop7h 27m
Delta
Deal found 4/11![Delta logo]()
$197
This American Airlines deal was found by Cheapflights users on 4/10. 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 5/96:01 am
HOU
- PIA
1 stop5h 41m
American Airlines
Tue 5/1212:12 pm
PIA
- HOU
1 stop7h 37m
American Airlines
Deal found 4/10![American Airlines logo]()
$331
This Southwest deal was found by Cheapflights users on 4/12. 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 5/611:10 am
HOU
- ORD
2 stops11h 45m
Southwest
Wed 5/1310:30 am
ORD
- HOU
2 stops8h 20m
Southwest
Deal found 4/12![Southwest logo]()
$199
This Southwest deal was found by Cheapflights users on 4/9. 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 5/910:50 am
HOU
- MDW
2 stops6h 00m
Southwest
Wed 5/139:40 am
MDW
- HOU
1 stop4h 20m
Southwest
Deal found 4/9![Southwest logo]()
$200
This Delta deal was found by Cheapflights users on 4/8. 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 5/235:04 pm
HOU
- ORD
1 stop7h 03m
Delta
Sat 5/309:10 am
ORD
- HOU
1 stop6h 59m
Delta
Deal found 4/8![Delta logo]()
$239
This Southwest deal was found by Cheapflights users on 4/9. 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 5/96:15 am
HOU
- ORD
1 stop8h 05m
Southwest
Wed 5/131:35 pm
ORD
- HOU
1 stop9h 10m
Southwest
Deal found 4/9![Southwest logo]()
$204
This Southwest deal was found by Cheapflights users on 4/10. 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 5/28:10 am
HOU
- MDW
1 stop4h 00m
Southwest
Sat 5/24:20 pm
MDW
- HOU
1 stop5h 45m
Southwest
Deal found 4/10![Southwest logo]()
$214
This Delta deal was found by Cheapflights users on 4/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/25:23 pm
HOU
- ORD
1 stop6h 36m
Delta
Mon 5/45:53 pm
ORD
- HOU
1 stop5h 14m
Delta
Deal found 4/12![Delta logo]()
$278
This Southwest deal was found by Cheapflights users on 4/9. 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.
Fri 5/15:10 am
HOU
- MDW
Nonstop2h 25m
Southwest
Wed 5/68:40 pm
MDW
- HOU
Nonstop2h 40m
Southwest
Deal found 4/9![Southwest logo]()
$218
This American Airlines deal was found by Cheapflights users on 4/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/66:01 am
HOU
- PIA
1 stop5h 41m
American Airlines
Wed 5/135:40 pm
PIA
- HOU
1 stop6h 14m
American Airlines
Deal found 4/8![American Airlines logo]()
$331
This Delta deal was found by Cheapflights users on 4/11. 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.
Tue 5/56:00 am
HOU
- BMI
1 stop5h 19m
Delta
Wed 5/64:20 pm
BMI
- HOU
1 stop6h 47m
Delta
Deal found 4/11![Delta logo]()
$291
This Southwest deal was found by Cheapflights users on 4/10. 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.
Wed 5/611:00 am
HOU
- MDW
2 stops5h 45m
Southwest
Tue 5/129:40 am
MDW
- HOU
1 stop4h 20m
Southwest
Deal found 4/10![Southwest logo]()
$220
This American Airlines deal was found by Cheapflights users on 4/10. 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.
Tue 6/166:03 am
HOU
- PIA
1 stop5h 51m
American Airlines
Sat 6/2012:24 pm
PIA
- HOU
1 stop5h 45m
American Airlines
Deal found 4/10![American Airlines logo]()
$350
This Delta deal was found by Cheapflights users on 4/10. 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 5/96:00 am
HOU
- BMI
1 stop5h 23m
Delta
Tue 5/126:00 am
BMI
- HOU
1 stop6h 11m
Delta
Deal found 4/10![Delta logo]()
$291
This Southwest deal was found by Cheapflights users on 4/12. 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 5/116:05 am
HOU
- ORD
1 stop8h 55m
Southwest
Mon 5/187:35 pm
ORD
- HOU
1 stop12h 30m
Southwest
Deal found 4/12![Southwest logo]()
$224
This Delta deal was found by Cheapflights users on 4/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/1310:27 am
HOU
- STL
1 stop5h 43m
Delta
Thu 5/145:20 pm
STL
- HOU
1 stop5h 06m
Delta
Deal found 4/12![Delta logo]()
$294
This American Airlines deal was found by Cheapflights users on 4/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/236:01 am
HOU
- PIA
1 stop5h 41m
American Airlines
Mon 4/275:40 pm
PIA
- HOU
1 stop6h 07m
American Airlines
Deal found 4/8![American Airlines logo]()
$359
This Southwest deal was found by Cheapflights users on 4/10. 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.
Wed 5/68:50 am
HOU
- ORD
1 stop6h 10m
Southwest
Tue 5/1210:30 am
ORD
- HOU
2 stops11h 40m
Southwest
Deal found 4/10![Southwest logo]()
$224
This Delta deal was found by Cheapflights users on 4/9. 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 5/95:04 pm
HOU
- MLI
1 stop5h 17m
Delta
Fri 5/155:17 pm
MLI
- HOU
1 stop5h 09m
Delta
Deal found 4/9![Delta logo]()
$296
This American Airlines deal was found by Cheapflights users on 4/11. 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.
Tue 5/512:42 pm
HOU
- PIA
1 stop4h 26m
American Airlines
Tue 5/126:00 am
PIA
- HOU
2 stops9h 49m
American Airlines
Deal found 4/11![American Airlines logo]()
$359
This Southwest deal was found by Cheapflights users on 4/12. 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.
Sat 5/95:35 am
HOU
- ORD
2 stops9h 55m
Southwest
Mon 5/113:45 pm
ORD
- HOU
2 stops7h 25m
Southwest
Deal found 4/12![Southwest logo]()
$229
This Southwest deal was found by Cheapflights users on 4/12. 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.
Sat 6/135:00 am
HOU
- MDW
Nonstop2h 25m
Southwest
Tue 6/165:05 am
MDW
- HOU
1 stop5h 40m
Southwest
Deal found 4/12![Southwest logo]()
$234
This American Airlines deal was found by Cheapflights users on 4/13. 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.
Sat 4/254:18 pm
HOU
- MLI
1 stop7h 11m
American Airlines
Wed 4/297:25 am
MLI
- HOU
1 stop4h 47m
American Airlines
Deal found 4/13![American Airlines logo]()
$387
This Delta deal was found by Cheapflights users on 4/11. 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.
Mon 5/45:23 pm
HOU
- MLI
1 stop5h 12m
Delta
Mon 5/115:17 pm
MLI
- HOU
1 stop5h 09m
Delta
Deal found 4/11![Delta logo]()
$345
This American Airlines deal was found by Cheapflights users on 4/9. 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 4/256:01 am
HOU
- PIA
1 stop5h 41m
American Airlines
Wed 4/2912:12 pm
PIA
- HOU
1 stop7h 39m
American Airlines
Deal found 4/9![American Airlines logo]()
$391
This Southwest deal was found by Cheapflights users on 4/10. 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 5/266:00 am
HOU
- ORD
2 stops6h 50m
Southwest
Tue 6/211:55 am
ORD
- HOU
1 stop4h 55m
Southwest
Deal found 4/10![Southwest logo]()
$259
This Delta deal was found by Cheapflights users on 4/13. 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 4/255:23 pm
HOU
- MLI
1 stop5h 12m
Delta
Wed 4/295:11 pm
MLI
- HOU
1 stop5h 56m
Delta
Deal found 4/13![Delta logo]()
$348
This American Airlines deal was found by Cheapflights users on 4/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/164:19 pm
HOU
- CMI
1 stop4h 38m
American Airlines
Sat 5/232:46 pm
CMI
- HOU
1 stop5h 05m
American Airlines
Deal found 4/12![American Airlines logo]()
$396
This Delta deal was found by Cheapflights users on 4/8. 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 5/710:27 am
HOU
- MLI
1 stop6h 10m
Delta
Sun 5/105:17 pm
MLI
- HOU
1 stop5h 09m
Delta
Deal found 4/8![Delta logo]()
$349
Last-minute flights from Hobby to IllinoisDiscover last-minute flight deals from Hobby to Illinois. Data last updated April 13, 2026 and is based on user searches.
Discover last-minute flight deals from Hobby to Illinois. Data last updated April 13, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 4/8. 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 4/298:40 pm
HOU
- MDW
Nonstop2h 25m
Southwest
Wed 5/69:40 am
MDW
- HOU
1 stop4h 20m
Southwest
Deal found 4/8![Southwest logo]()
$175
This Southwest deal was found by Cheapflights users on 4/8. 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 4/298:40 pm
HOU
- MDW
Nonstop2h 25m
Southwest
Thu 4/3010:00 am
MDW
- HOU
1 stop4h 00m
Southwest
Deal found 4/8![Southwest logo]()
$190
This Southwest deal was found by Cheapflights users on 4/8. 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 4/304:25 pm
HOU
- MDW
1 stop4h 00m
Southwest
Wed 5/69:40 am
MDW
- HOU
1 stop4h 20m
Southwest
Deal found 4/8![Southwest logo]()
$195
This Southwest deal was found by Cheapflights users on 4/11. 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.
Tue 5/51:55 pm
HOU
- MDW
Nonstop2h 25m
Southwest
Thu 5/77:50 am
MDW
- HOU
1 stop5h 40m
Southwest
Deal found 4/11![Southwest logo]()
$194
This Southwest deal was found by Cheapflights users on 4/12. 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 5/67:10 am
HOU
- MDW
Nonstop2h 25m
Southwest
Tue 5/128:40 pm
MDW
- HOU
Nonstop2h 40m
Southwest
Deal found 4/12![Southwest logo]()
$169
This Southwest deal was found by Cheapflights users on 4/9. 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 5/61:55 pm
HOU
- MDW
Nonstop2h 25m
Southwest
Mon 5/1112:10 pm
MDW
- HOU
Nonstop2h 40m
Southwest
Deal found 4/9![Southwest logo]()
$184
This Southwest deal was found by Cheapflights users on 4/13. 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.
Wed 5/62:30 pm
HOU
- ORD
1 stop9h 25m
Southwest
Wed 5/131:35 pm
ORD
- HOU
1 stop9h 10m
Southwest
Deal found 4/13![Southwest logo]()
$189
This Delta deal was found by Cheapflights users on 4/9. 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 5/610:53 am
HOU
- ORD
1 stop5h 49m
Delta
Wed 5/135:30 am
ORD
- HOU
1 stop6h 41m
Delta
Deal found 4/9![Delta logo]()
$197
This Southwest deal was found by Cheapflights users on 4/9. 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 5/912:40 pm
HOU
- MDW
Nonstop2h 25m
Southwest
Mon 5/119:40 pm
MDW
- HOU
Nonstop2h 40m
Southwest
Deal found 4/9![Southwest logo]()
$199
This Southwest deal was found by Cheapflights users on 4/12. 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 5/126:10 pm
HOU
- MDW
Nonstop2h 25m
Southwest
Tue 5/197:25 am
MDW
- HOU
Nonstop2h 40m
Southwest
Deal found 4/12![Southwest logo]()
$193
This Delta deal was found by Cheapflights users on 4/9. 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 5/126:00 am
HOU
- MDW
1 stop5h 56m
Delta
Wed 5/135:10 pm
MDW
- HOU
1 stop5h 16m
Delta
Deal found 4/9![Delta logo]()
$197
This Southwest deal was found by Cheapflights users on 4/9. 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 5/134:55 pm
HOU
- MDW
1 stop5h 20m
Southwest
Wed 5/205:30 am
MDW
- HOU
1 stop5h 20m
Southwest
Deal found 4/9![Southwest logo]()
$189
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 April 13, 2026.
Search for one-way flight options from Hobby to Illinois. Find affordable one-way fares based on user searches. Data last updated April 13, 2026.
This Southwest deal was found by Cheapflights users on 4/12. 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 5/51:55 pm
HOU
- MDW
Nonstop2h 25m
Southwest
Deal found 4/12![Southwest logo]()
$85
This Southwest deal was found by Cheapflights users on 4/9. 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 5/266:00 am
HOU
- ORD
1 stop5h 10m
Southwest
Deal found 4/9![Southwest logo]()
$95
This Delta deal was found by Cheapflights users on 4/8. 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 6/910:09 am
HOU
- MDW
1 stop6h 07m
Delta
Deal found 4/8![Delta logo]()
$99
This Delta deal was found by Cheapflights users on 4/11. 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.
Tue 5/121:06 pm
HOU
- ORD
1 stop7h 20m
Delta
Deal found 4/11![Delta logo]()
$99
This Southwest deal was found by Cheapflights users on 4/8. 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 5/115:10 am
HOU
- MDW
Nonstop2h 25m
Southwest
Deal found 4/8![Southwest logo]()
$100
This Southwest deal was found by Cheapflights users on 4/11. 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.
Tue 5/511:10 am
HOU
- ORD
2 stops11h 45m
Southwest
Deal found 4/11![Southwest logo]()
$100
This Southwest deal was found by Cheapflights users on 4/8. 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 5/184:25 pm
HOU
- MDW
1 stop4h 00m
Southwest
Deal found 4/8![Southwest logo]()
$105
This Southwest deal was found by Cheapflights users on 4/8. 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 5/77:35 am
HOU
- MDW
1 stop4h 25m
Southwest
Deal found 4/8![Southwest logo]()
$110
This Delta deal was found by Cheapflights users on 4/8. 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.
Mon 6/86:00 am
HOU
- ORD
1 stop6h 36m
Delta
Deal found 4/8![Delta logo]()
$110
This Southwest deal was found by Cheapflights users on 4/8. 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 5/28:20 am
HOU
- MDW
2 stops6h 15m
Southwest
Deal found 4/8![Southwest logo]()
$115
This Southwest deal was found by Cheapflights users on 4/8. 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 5/116:00 am
HOU
- ORD
2 stops7h 15m
Southwest
Deal found 4/8![Southwest logo]()
$115
This Delta deal was found by Cheapflights users on 4/8. 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 5/215:02 pm
HOU
- ORD
1 stop6h 57m
Delta
Deal found 4/8![Delta logo]()
$120
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 April 13, 2026.
Round-trip from | $169 (Southwest) |
|---|---|
One-way from | $85 (Southwest) |
Popular in | March |
Cheapest in | January |
Average price | $209 |
Good round-trip deal | $289 or less |
Good one-way deal | $192 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 April 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 - MDW
HOUMDW
Houston Hobby
Tue 5/26
3:30 pm-8:20 pm
1 stop4h 50m
Chicago Midway
Tue 6/2
1:55 pm-6:35 pm
1 stop4h 40m
$189
HoustonChicago
HOU - ORD
HOUORD
Houston Hobby
Wed 5/6
5:23 pm-11:58 pm
1 stop6h 35m
Chicago O'Hare Intl
Wed 5/13
2:59 pm-10:26 pm
1 stop7h 27m
$197
HoustonChicago
HOU - ORD
HOUORD
Houston Hobby
Wed 5/6
11:10 am-10:55 pm
2 stops11h 45m
Chicago O'Hare Intl
Wed 5/13
10:30 am-6:50 pm
2 stops8h 20m
$199
HoustonChicago
HOU - MDW
HOUMDW
Houston Hobby
Sat 5/9
10:50 am-4:50 pm
2 stops6h 00m
Chicago Midway
Wed 5/13
9:40 am-2:00 pm
1 stop4h 20m
$200
HoustonChicago
HOU - ORD
HOUORD
Houston Hobby
Sat 5/9
6:15 am-2:20 pm
1 stop8h 05m
Chicago O'Hare Intl
Wed 5/13
1:35 pm-10:45 pm
1 stop9h 10m
$204
HoustonChicago
HOU - MDW
HOUMDW
Houston Hobby
Sat 5/2
8:10 am-12:10 pm
1 stop4h 00m
Chicago Midway
Sat 5/2
4:20 pm-10:05 pm
1 stop5h 45m
$214
Quickest round-trip
HoustonChicago
HOU - MDW
HOUMDW
Houston Hobby
Fri 5/1
5:10 am-7:35 am
Nonstop2h 25m
Chicago Midway
Wed 5/6
8:40 pm-11:20 pm
Nonstop2h 40m
$218
HoustonChicago
HOU - MDW
HOUMDW
Houston Hobby
Wed 5/6
11:00 am-4:45 pm
2 stops5h 45m
Chicago Midway
Tue 5/12
9:40 am-2:00 pm
1 stop4h 20m
$220
HoustonChicago
HOU - ORD
HOUORD
Houston Hobby
Mon 5/11
6:05 am-3:00 pm
1 stop8h 55m
Chicago O'Hare Intl
Mon 5/18
7:35 pm-8:05 am
1 stop12h 30m
$224
HoustonChicago
HOU - ORD
HOUORD
Houston Hobby
Wed 5/6
8:50 am-3:00 pm
1 stop6h 10m
Chicago O'Hare Intl
Tue 5/12
10:30 am-10:10 pm
2 stops11h 40m
$224
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-PIA
HOU-RFD
HOU-STL
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-PIA
HOU-RFD
What is the cheapest month to book a flight from Houston Hobby Airport to Illinois?
Currently, January is the cheapest month in which you can book a flight from Houston Hobby Airport to Illinois (average of $60). Flying from Houston Hobby Airport to Illinois in June is currently the most expensive (average of $116). 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 April 13, 2026.
Unlike at noon, when flights are generally more expensive, you can save up to 40% on flights from Houston Hobby Airport to Illinois by exploring options for tickets in the evening.
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 April 11, 2026.
Travelers seeking maximum savings on their Houston Hobby Airport to Illinois flight should consider departing on Sunday 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.
How much does it cost to fly round-trip from Houston Hobby Airport to Illinois?
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 April 13, 2026.
Get a feel of what it's like to fly with Southwest,United Airlines, andAmerican 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.
Food
7.0
Crew
8.6
Overall
8.0
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Food
7.0
Crew
8.6
Overall
8.0
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Food
7.0
Crew
8.6
Overall
8.0
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Food
7.0
Crew
8.6
Overall
8.0
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Food
7.0
Crew
8.6
Overall
8.0
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Food
7.0
Crew
8.6
Overall
8.0
Comfort
8.0
Entertainment
7.5
Boarding
8.1
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
Complete your trip to Illinois by adding a car rental and/or hotel reservation to your travel itinerary.
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 April 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 5 airlines flying from Hobby to Illinois
Discover the top 5 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 April 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$63 | Average$187 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$71 | Average$157 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$148 | Average$342 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$162 | Average$296 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$177 | Average$355 | FlexibilityNo cancel fee | On-time71% |