$86+ 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 7/14. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — ORD
Jun 26 — Jul 31
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 May 27, 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 May 27, 2026.
This Southwest deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 7/149:25 pm
HOU
- MDW
Nonstop2h 30m
Southwest
Tue 7/219:00 pm
MDW
- HOU
Nonstop2h 40m
Southwest
Deal found 5/26![Southwest logo]()
$171
This Southwest deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 6/2310:25 am
HOU
- MDW
1 stop5h 30m
Southwest
Wed 6/241:10 pm
MDW
- HOU
Nonstop2h 35m
Southwest
Deal found 5/26![Southwest logo]()
$181
This Southwest deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” 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 7/89:25 pm
HOU
- MDW
Nonstop2h 30m
Southwest
Tue 7/143:10 pm
MDW
- HOU
2 stops5h 30m
Southwest
Deal found 5/25![Southwest logo]()
$182
This Southwest deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 7/149:25 pm
HOU
- MDW
Nonstop2h 30m
Southwest
Tue 8/47:40 am
MDW
- HOU
2 stops6h 05m
Southwest
Deal found 5/26![Southwest logo]()
$186
This Southwest deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” 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 8/128:50 pm
HOU
- MDW
Nonstop2h 20m
Southwest
Mon 8/175:55 am
MDW
- HOU
Nonstop2h 30m
Southwest
Deal found 5/25![Southwest logo]()
$187
This Southwest deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” 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 7/89:25 pm
HOU
- MDW
Nonstop2h 30m
Southwest
Wed 7/157:10 pm
MDW
- HOU
Nonstop2h 35m
Southwest
Deal found 5/25![Southwest logo]()
$189
This Southwest deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” 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 7/291:20 pm
HOU
- MDW
1 stop3h 45m
Southwest
Wed 8/52:00 pm
MDW
- HOU
1 stop5h 30m
Southwest
Deal found 5/25![Southwest logo]()
$191
This Southwest deal was found by Cheapflights users on 5/27. Clicking the “Pick Dates” 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 7/287:00 pm
HOU
- MDW
1 stop5h 10m
Southwest
Tue 8/47:40 am
MDW
- HOU
2 stops6h 05m
Southwest
Deal found 5/27![Southwest logo]()
$196
This Delta deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 8/41:13 pm
HOU
- ORD
1 stop7h 37m
Delta
Tue 8/115:28 am
ORD
- HOU
1 stop6h 48m
Delta
Deal found 5/26![Delta logo]()
$197
This Delta deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” 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 9/306:00 am
HOU
- ORD
2 stops11h 23m
Delta
Tue 10/68:55 am
ORD
- HOU
2 stops7h 35m
Delta
Deal found 5/25![Delta logo]()
$208
This Delta deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” 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 8/121:13 pm
HOU
- ORD
1 stop5h 36m
Delta
Tue 8/183:31 pm
ORD
- HOU
1 stop6h 34m
Delta
Deal found 5/25![Delta logo]()
$209
This Delta deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” 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 9/2611:00 am
HOU
- ORD
1 stop5h 48m
Delta
Wed 9/305:30 am
ORD
- HOU
1 stop7h 54m
Delta
Deal found 5/25![Delta logo]()
$210
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 May 27, 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 May 27, 2026.
This Delta deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” 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
1 stop6h 04m
Delta
Tue 8/1112:29 pm
ORD
- HOU
2 stops10h 17m
Delta
Deal found 5/22![Delta logo]()
$202
This Southwest deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 7/182:10 pm
HOU
- MDW
1 stop5h 25m
Southwest
Tue 7/219:00 pm
MDW
- HOU
Nonstop2h 40m
Southwest
Deal found 5/24![Southwest logo]()
$240
This American Airlines deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” 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 8/183:58 pm
HOU
- PIA
1 stop7h 21m
American Airlines
Thu 8/274:43 pm
PIA
- HOU
1 stop7h 12m
American Airlines
Deal found 5/22![American Airlines logo]()
$298
This Southwest deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” 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 6/138:45 pm
HOU
- MDW
Nonstop2h 25m
Southwest
Tue 6/165:05 am
MDW
- HOU
1 stop5h 40m
Southwest
Deal found 5/25![Southwest logo]()
$245
This Delta deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” 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 7/35:08 pm
HOU
- ORD
1 stop6h 51m
Delta
Tue 7/79:45 am
ORD
- HOU
1 stop6h 38m
Delta
Deal found 5/22![Delta logo]()
$255
This Delta deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 8/61:13 pm
HOU
- ORD
1 stop7h 37m
Delta
Tue 8/115:28 am
ORD
- HOU
1 stop6h 48m
Delta
Deal found 5/26![Delta logo]()
$268
This Southwest deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 8/202:40 pm
HOU
- MDW
1 stop5h 05m
Southwest
Sun 8/236:05 am
MDW
- HOU
1 stop6h 05m
Southwest
Deal found 5/26![Southwest logo]()
$289
This Delta deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 7/85:35 pm
HOU
- MLI
1 stop4h 56m
Delta
Fri 7/175:00 pm
MLI
- HOU
1 stop4h 51m
Delta
Deal found 5/24![Delta logo]()
$276
This American Airlines deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” 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 6/66:03 am
HOU
- MLI
1 stop4h 36m
American Airlines
Wed 6/1011:09 am
MLI
- HOU
1 stop7h 09m
American Airlines
Deal found 5/23![American Airlines logo]()
$339
This Southwest deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 7/168:30 pm
HOU
- MDW
1 stop4h 35m
Southwest
Mon 7/209:40 pm
MDW
- HOU
Nonstop2h 35m
Southwest
Deal found 5/24![Southwest logo]()
$289
This Delta deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 7/95:35 pm
HOU
- MLI
1 stop4h 56m
Delta
Tue 7/145:00 pm
MLI
- HOU
1 stop4h 51m
Delta
Deal found 5/24![Delta logo]()
$276
This American Airlines deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” 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 8/185:41 am
HOU
- PIA
1 stop6h 09m
American Airlines
Wed 8/2612:20 pm
PIA
- HOU
1 stop5h 24m
American Airlines
Deal found 5/22![American Airlines logo]()
$357
This Southwest deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 6/232:00 pm
HOU
- STL
1 stop4h 25m
Southwest
Tue 6/308:35 am
STL
- HOU
2 stops5h 10m
Southwest
Deal found 5/26![Southwest logo]()
$298
This Delta deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” 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 6/231:10 pm
HOU
- ORD
1 stop7h 22m
Delta
Tue 6/305:30 am
ORD
- HOU
1 stop6h 42m
Delta
Deal found 5/22![Delta logo]()
$281
This American Airlines deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” 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 8/185:41 am
HOU
- PIA
1 stop6h 09m
American Airlines
Tue 8/257:12 am
PIA
- HOU
1 stop4h 32m
American Airlines
Deal found 5/22![American Airlines logo]()
$357
This Southwest deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 8/511:20 am
HOU
- STL
2 stops5h 05m
Southwest
Tue 8/1110:15 am
STL
- HOU
1 stop4h 45m
Southwest
Deal found 5/26![Southwest logo]()
$302
This Southwest deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 8/511:20 am
HOU
- STL
2 stops5h 05m
Southwest
Wed 8/122:45 pm
STL
- HOU
1 stop3h 55m
Southwest
Deal found 5/26![Southwest logo]()
$302
This Delta deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 7/46:00 am
HOU
- ORD
2 stops7h 04m
Delta
Sat 7/119:00 am
ORD
- HOU
1 stop7h 22m
Delta
Deal found 5/26![Delta logo]()
$304
This American Airlines deal was found by Cheapflights users on 5/27. Clicking the “Pick Dates” 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 7/296:03 am
HOU
- PIA
1 stop5h 52m
American Airlines
Tue 8/412:25 pm
PIA
- HOU
1 stop5h 54m
American Airlines
Deal found 5/27![American Airlines logo]()
$381
This Delta deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 7/105:35 pm
HOU
- MLI
1 stop4h 56m
Delta
Wed 7/155:00 pm
MLI
- HOU
1 stop4h 51m
Delta
Deal found 5/24![Delta logo]()
$304
This Southwest deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 7/108:35 pm
HOU
- MDW
Nonstop2h 30m
Southwest
Sun 7/129:40 pm
MDW
- HOU
Nonstop2h 35m
Southwest
Deal found 5/26![Southwest logo]()
$317
This American Airlines deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” 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 36m
American Airlines
Sun 9/66:32 am
BMI
- HOU
1 stop5h 55m
American Airlines
Deal found 5/23![American Airlines logo]()
$409
This Delta deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” 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 9/45:35 pm
HOU
- BMI
1 stop4h 47m
Delta
Sun 9/64:00 pm
BMI
- HOU
1 stop5h 35m
Delta
Deal found 5/22![Delta logo]()
$309
This Southwest deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” 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 8/217:20 am
HOU
- MDW
1 stop4h 55m
Southwest
Sun 8/237:20 am
MDW
- HOU
Nonstop2h 30m
Southwest
Deal found 5/22![Southwest logo]()
$327
This Delta deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” 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 7/295:17 pm
HOU
- BMI
1 stop5h 31m
Delta
Tue 8/44:24 pm
BMI
- HOU
1 stop5h 41m
Delta
Deal found 5/25![Delta logo]()
$309
This American Airlines deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 7/106:49 pm
HOU
- PIA
1 stop4h 51m
American Airlines
Sun 7/126:25 am
PIA
- HOU
1 stop5h 51m
American Airlines
Deal found 5/24![American Airlines logo]()
$415
This Southwest deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” 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 7/810:20 am
HOU
- MDW
1 stop5h 30m
Southwest
Wed 7/153:10 pm
MDW
- HOU
2 stops5h 30m
Southwest
Deal found 5/25![Southwest logo]()
$329
This Delta deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 7/105:35 pm
HOU
- MLI
1 stop4h 56m
Delta
Fri 7/175:00 pm
MLI
- HOU
1 stop4h 51m
Delta
Deal found 5/24![Delta logo]()
$309
This Southwest deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 8/2811:30 am
HOU
- MDW
2 stops5h 25m
Southwest
Sun 8/307:15 am
MDW
- HOU
1 stop5h 00m
Southwest
Deal found 5/24![Southwest logo]()
$338
This Delta deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 7/95:35 pm
HOU
- MLI
1 stop4h 56m
Delta
Mon 7/135:00 pm
MLI
- HOU
1 stop4h 51m
Delta
Deal found 5/24![Delta logo]()
$309
Last-minute flights from Hobby to IllinoisDiscover last-minute flight deals from Hobby to Illinois. Data last updated May 27, 2026 and is based on user searches.
Discover last-minute flight deals from Hobby to Illinois. Data last updated May 27, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 5/294:25 pm
HOU
- MDW
1 stop4h 00m
Southwest
Tue 6/307:10 am
MDW
- HOU
Nonstop2h 35m
Southwest
Deal found 5/26![Southwest logo]()
$232
This Delta deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 6/1610:09 am
HOU
- ORD
1 stop6h 55m
Delta
Tue 6/307:01 am
ORD
- HOU
2 stops9h 22m
Delta
Deal found 5/26![Delta logo]()
$202
This Southwest deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” 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 6/165:00 pm
HOU
- MDW
1 stop5h 00m
Southwest
Tue 7/79:30 am
MDW
- HOU
1 stop4h 15m
Southwest
Deal found 5/25![Southwest logo]()
$209
This Delta deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” 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 6/166:03 am
HOU
- ORD
1 stop6h 33m
Delta
Tue 7/79:45 am
ORD
- HOU
1 stop6h 37m
Delta
Deal found 5/25![Delta logo]()
$244
This Southwest deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” 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 6/208:45 pm
HOU
- MDW
Nonstop2h 25m
Southwest
Wed 6/241:10 pm
MDW
- HOU
Nonstop2h 35m
Southwest
Deal found 5/25![Southwest logo]()
$226
This Southwest deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” 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 6/208:45 pm
HOU
- MDW
Nonstop2h 25m
Southwest
Tue 6/236:30 am
MDW
- HOU
1 stop5h 45m
Southwest
Deal found 5/25![Southwest logo]()
$236
This Southwest deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 6/2310:25 am
HOU
- MDW
1 stop5h 30m
Southwest
Tue 6/307:10 am
MDW
- HOU
Nonstop2h 35m
Southwest
Deal found 5/26![Southwest logo]()
$181
This Southwest deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 6/236:00 pm
HOU
- MDW
1 stop4h 00m
Southwest
Wed 6/246:30 am
MDW
- HOU
1 stop4h 15m
Southwest
Deal found 5/26![Southwest logo]()
$191
This Southwest deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 6/2310:25 am
HOU
- MDW
1 stop5h 30m
Southwest
Tue 6/239:00 pm
MDW
- HOU
Nonstop2h 35m
Southwest
Deal found 5/26![Southwest logo]()
$221
This Southwest deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 6/278:45 pm
HOU
- MDW
Nonstop2h 25m
Southwest
Wed 7/17:10 am
MDW
- HOU
Nonstop2h 35m
Southwest
Deal found 5/26![Southwest logo]()
$225
This Delta deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 6/275:12 pm
HOU
- ORD
1 stop6h 52m
Delta
Wed 7/15:30 am
ORD
- HOU
1 stop6h 42m
Delta
Deal found 5/26![Delta logo]()
$248
This Delta deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” 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 6/296:03 am
HOU
- ORD
1 stop8h 13m
Delta
Tue 6/307:01 am
ORD
- HOU
2 stops9h 22m
Delta
Deal found 5/25![Delta logo]()
$253
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 May 27, 2026.
Search for one-way flight options from Hobby to Illinois. Find affordable one-way fares based on user searches. Data last updated May 27, 2026.
This Southwest deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 7/149:25 pm
HOU
- MDW
Nonstop2h 30m
Southwest
Deal found 5/26![Southwest logo]()
$86
This Southwest deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” 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 8/411:25 am
HOU
- MDW
1 stop4h 05m
Southwest
Deal found 5/25![Southwest logo]()
$91
This Southwest deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” 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 7/89:25 pm
HOU
- MDW
Nonstop2h 30m
Southwest
Deal found 5/23![Southwest logo]()
$95
This Southwest deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 6/236:00 pm
HOU
- MDW
1 stop4h 00m
Southwest
Deal found 5/26![Southwest logo]()
$96
This Delta deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 8/1910:50 am
HOU
- MDW
1 stop5h 25m
Delta
Deal found 5/26![Delta logo]()
$99
This Delta deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 7/215:17 pm
HOU
- ORD
1 stop6h 36m
Delta
Deal found 5/26![Delta logo]()
$99
This Southwest deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 8/105:45 pm
HOU
- MDW
Nonstop2h 25m
Southwest
Deal found 5/26![Southwest logo]()
$102
This Delta deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/810:05 am
HOU
- MDW
2 stops8h 00m
Delta
Deal found 5/25![Delta logo]()
$104
This Delta deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 7/146:00 am
HOU
- ORD
2 stops10h 59m
Delta
Deal found 5/26![Delta logo]()
$104
This Delta deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” 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 8/116:00 am
HOU
- MDW
1 stop5h 51m
Delta
Deal found 5/22![Delta logo]()
$105
This Delta deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” 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 8/111:13 pm
HOU
- ORD
1 stop7h 37m
Delta
Deal found 5/25![Delta logo]()
$105
This Southwest deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 8/1510:25 am
HOU
- MDW
1 stop3h 50m
Southwest
Deal found 5/26![Southwest logo]()
$107
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 May 27, 2026.
Round-trip from | $171 (Southwest) |
|---|---|
One-way from | $86 (Southwest) |
Popular in | May |
Cheapest in | January |
Average price | $284 |
Good round-trip deal | $298 or less |
Good one-way deal | $171 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 May 27, 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 8/4
10:50 am-4:54 pm
1 stop6h 04m
Chicago O'Hare Intl
Tue 8/11
12:29 pm-10:46 pm
2 stops10h 17m
$202
HoustonChicago
HOU - MDW
HOUMDW
Houston Hobby
Sat 7/18
2:10 pm-7:35 pm
1 stop5h 25m
Chicago Midway
Tue 7/21
9:00 pm-11:40 pm
Nonstop2h 40m
$240
HoustonChicago
HOU - MDW
HOUMDW
Houston Hobby
Sat 6/13
8:45 pm-11:10 pm
Nonstop2h 25m
Chicago Midway
Tue 6/16
5:05 am-10:45 am
1 stop5h 40m
$245
HoustonChicago
HOU - ORD
HOUORD
Houston Hobby
Fri 7/3
5:08 pm-11:59 pm
1 stop6h 51m
Chicago O'Hare Intl
Tue 7/7
9:45 am-4:23 pm
1 stop6h 38m
$255
HoustonChicago
HOU - ORD
HOUORD
Houston Hobby
Thu 8/6
1:13 pm-8:50 pm
1 stop7h 37m
Chicago O'Hare Intl
Tue 8/11
5:28 am-12:16 pm
1 stop6h 48m
$268
HoustonMoline
HOU - MLI
HOUMLI
Houston Hobby
Wed 7/8
5:35 pm-10:31 pm
1 stop4h 56m
Moline Quad-City
Fri 7/17
5:00 pm-9:51 pm
1 stop4h 51m
$276
HoustonMoline
HOU - MLI
HOUMLI
Houston Hobby
Thu 7/9
5:35 pm-10:31 pm
1 stop4h 56m
Moline Quad-City
Tue 7/14
5:00 pm-9:51 pm
1 stop4h 51m
$276
HoustonChicago
HOU - ORD
HOUORD
Houston Hobby
Tue 6/23
1:10 pm-8:32 pm
1 stop7h 22m
Chicago O'Hare Intl
Tue 6/30
5:30 am-12:12 pm
1 stop6h 42m
$281
HoustonChicago
HOU - MDW
HOUMDW
Houston Hobby
Thu 8/20
2:40 pm-7:45 pm
1 stop5h 05m
Chicago Midway
Sun 8/23
6:05 am-12:10 pm
1 stop6h 05m
$289
HoustonChicago
HOU - MDW
HOUMDW
Houston Hobby
Thu 7/16
8:30 pm-1:05 am
1 stop4h 35m
Chicago Midway
Mon 7/20
9:40 pm-12:15 am
Nonstop2h 35m
$289
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-RFD
HOU-STL
HOU-MLI
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-RFD
HOU-STL
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 $617). 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 May 27, 2026.
Unlike at noon, when flights are generally more expensive, you can save up to 39% 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 May 23, 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.
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 May 27, 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.
Boarding
8.1
Comfort
8.0
Crew
8.6
Overall
7.9
Entertainment
7.5
Food
7.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Boarding
8.1
Comfort
8.0
Crew
8.6
Overall
7.9
Entertainment
7.5
Food
7.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Boarding
8.1
Comfort
8.0
Crew
8.6
Overall
7.9
Entertainment
7.5
Food
7.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Boarding
8.1
Comfort
8.0
Crew
8.6
Overall
7.9
Entertainment
7.5
Food
7.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Spirit Airlines
Boarding
8.1
Comfort
8.0
Crew
8.6
Overall
7.9
Entertainment
7.5
Food
7.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Boarding
8.1
Comfort
8.0
Crew
8.6
Overall
7.9
Entertainment
7.5
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 May 27, 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 May 27, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$60 | Average$190 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$71 | Average$157 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$157 | Average$342 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$167 | Average$323 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$177 | Average$356 | FlexibilityNo cancel fee | On-time71% |