$90+ Cheap flights from Midway (MDW) to Houston
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 8/4. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — HOU
Jul 10 — Jul 171
Round-trip
1 adult, Economy
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Find cheap flights from Midway to Houston with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Chicago Midway to Houston are usually found in September or August, booked 76 days in advance, depart on a Wednesday or Monday and return on a Saturday
Cheap flight deals from Midway to Houston
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Cheapest flights from Midway to HoustonExplore the most affordable flight options available from Midway to Houston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 10, 2026.
Explore the most affordable flight options available from Midway to Houston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 10, 2026.
This Southwest deal was found by Cheapflights users on 6/9. 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 9/165:15 pm
MDW
- HOU
Nonstop2h 30m
Southwest
Tue 9/222:45 pm
HOU
- MDW
Nonstop2h 25m
Southwest
Deal found 6/9![Southwest logo]()
$180
This Southwest deal was found by Cheapflights users on 6/8. 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 10/79:15 am
MDW
- HOU
1 stop5h 55m
Southwest
Wed 10/148:40 pm
HOU
- MDW
Nonstop2h 20m
Southwest
Deal found 6/8![Southwest logo]()
$190
This Southwest deal was found by Cheapflights users on 6/8. 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 11/47:40 am
MDW
- HOU
1 stop6h 05m
Southwest
Tue 11/108:40 pm
HOU
- MDW
Nonstop2h 25m
Southwest
Deal found 6/8![Southwest logo]()
$196
This Southwest deal was found by Cheapflights users on 6/9. 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 9/228:25 pm
MDW
- HOU
Nonstop2h 25m
Southwest
Thu 9/245:45 pm
HOU
- MDW
Nonstop2h 25m
Southwest
Deal found 6/9![Southwest logo]()
$198
This Delta deal was found by Cheapflights users on 6/8. 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 8/121:27 pm
MDW
- IAH
1 stop5h 05m
Delta
Tue 8/1811:28 am
IAH
- MDW
1 stop7h 05m
Delta
Deal found 6/8![Delta logo]()
$199
This Southwest deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1210:30 am
MDW
- HOU
Nonstop2h 30m
Southwest
Mon 8/177:40 pm
HOU
- MDW
Nonstop2h 20m
Southwest
Deal found 6/8![Southwest logo]()
$199
This Delta deal was found by Cheapflights users on 6/9. 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 9/161:47 pm
MDW
- IAH
2 stops10h 02m
Delta
Tue 9/226:20 am
IAH
- MDW
1 stop6h 47m
Delta
Deal found 6/9![Delta logo]()
$204
This Southwest deal was found by Cheapflights users on 6/8. 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 8/101:05 pm
MDW
- HOU
1 stop5h 20m
Southwest
Tue 8/118:50 pm
HOU
- MDW
Nonstop2h 20m
Southwest
Deal found 6/8![Southwest logo]()
$204
This Southwest deal was found by Cheapflights users on 6/9. 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 8/86:45 am
MDW
- HOU
1 stop6h 05m
Southwest
Tue 8/116:50 am
HOU
- MDW
Nonstop2h 25m
Southwest
Deal found 6/9![Southwest logo]()
$208
This Kiwi.com deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2112:11 pm
MDW
- IAH
1 stop19h 09m
Frontier
Tue 7/2810:53 am
IAH
- MDW
1 stop11h 10m
Frontier
Deal found 6/7![Frontier logo]()
$209
This Southwest deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/217:10 pm
MDW
- HOU
Nonstop2h 35m
Southwest
Tue 7/282:35 pm
HOU
- MDW
Nonstop2h 25m
Southwest
Deal found 6/5![Southwest logo]()
$209
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/289:19 am
MDW
- IAH
1 stop5h 11m
Delta
Tue 8/45:41 am
IAH
- MDW
1 stop6h 10m
Delta
Deal found 6/10![Delta logo]()
$214
Best flights from Midway to HoustonDiscover carefully curated flight deals from Midway to Houston that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 10, 2026.
Discover carefully curated flight deals from Midway to Houston that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 10, 2026.
This Southwest deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/127:40 am
MDW
- HOU
2 stops6h 05m
Southwest
Mon 8/175:00 am
HOU
- MDW
Nonstop2h 25m
Southwest
Deal found 6/8![Southwest logo]()
$214
This Delta deal was found by Cheapflights users on 6/9. 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 8/410:54 am
MDW
- IAH
1 stop6h 46m
Delta
Sat 8/155:20 am
IAH
- MDW
1 stop7h 19m
Delta
Deal found 6/9![Delta logo]()
$218
This Delta deal was found by Cheapflights users on 6/9. 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 8/226:05 am
MDW
- IAH
1 stop5h 10m
Delta
Sat 8/295:09 pm
IAH
- MDW
1 stop5h 27m
Delta
Deal found 6/9![Delta logo]()
$237
This Southwest deal was found by Cheapflights users on 6/8. 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 9/32:50 pm
MDW
- HOU
1 stop5h 15m
Southwest
Mon 9/77:20 am
HOU
- MDW
1 stop4h 55m
Southwest
Deal found 6/8![Southwest logo]()
$268
This Delta deal was found by Cheapflights users on 6/8. 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 7/295:10 pm
MDW
- IAH
1 stop6h 47m
Delta
Wed 8/510:39 am
IAH
- MDW
1 stop7h 22m
Delta
Deal found 6/8![Delta logo]()
$249
This Delta deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/16:00 am
MDW
- IAH
1 stop5h 23m
Delta
Sat 7/48:05 am
IAH
- MDW
1 stop7h 35m
Delta
Deal found 6/5![Delta logo]()
$265
This Southwest deal was found by Cheapflights users on 6/10. 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 7/254:05 pm
MDW
- HOU
1 stop4h 35m
Southwest
Sat 8/112:05 pm
HOU
- MDW
1 stop4h 50m
Southwest
Deal found 6/10![Southwest logo]()
$299
This Delta deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/299:19 am
MDW
- IAH
2 stops8h 20m
Delta
Mon 8/34:52 pm
IAH
- MDW
1 stop5h 44m
Delta
Deal found 6/5![Delta logo]()
$274
This Southwest deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/15:05 am
MDW
- HOU
1 stop4h 40m
Southwest
Sat 7/41:00 pm
HOU
- MDW
2 stops5h 55m
Southwest
Deal found 6/7![Southwest logo]()
$306
This Southwest deal was found by Cheapflights users on 6/9. 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 7/103:00 pm
MDW
- HOU
Nonstop2h 35m
Southwest
Sun 7/125:05 am
HOU
- MDW
Nonstop2h 25m
Southwest
Deal found 6/9![Southwest logo]()
$317
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/31:51 pm
MDW
- IAH
2 stops8h 49m
Delta
Mon 9/75:09 pm
IAH
- MDW
1 stop5h 27m
Delta
Deal found 6/8![Delta logo]()
$304
This Delta deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/279:59 am
MDW
- IAH
1 stop7h 41m
Delta
Sat 8/2910:21 am
IAH
- MDW
1 stop5h 17m
Delta
Deal found 6/6![Delta logo]()
$309
This Southwest deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/2310:15 am
MDW
- HOU
1 stop3h 50m
Southwest
Wed 6/246:20 pm
HOU
- MDW
Nonstop2h 25m
Southwest
Deal found 6/5![Southwest logo]()
$353
This Delta deal was found by Cheapflights users on 6/8. 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 7/215:10 pm
MDW
- IAH
1 stop6h 47m
Delta
Tue 7/288:05 am
IAH
- MDW
2 stops10h 13m
Delta
Deal found 6/8![Delta logo]()
$310
This Southwest deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/710:05 am
MDW
- HOU
1 stop3h 50m
Southwest
Sun 8/99:00 am
HOU
- MDW
2 stops5h 55m
Southwest
Deal found 6/6![Southwest logo]()
$354
This Delta deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/149:24 am
MDW
- IAH
2 stops8h 16m
Delta
Mon 8/174:37 pm
IAH
- MDW
1 stop5h 59m
Delta
Deal found 6/7![Delta logo]()
$314
This Southwest deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/233:10 pm
MDW
- HOU
2 stops5h 30m
Southwest
Tue 6/308:10 am
HOU
- MDW
2 stops7h 15m
Southwest
Deal found 6/5![Southwest logo]()
$368
This Southwest deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/1612:00 pm
MDW
- HOU
Nonstop2h 35m
Southwest
Fri 6/198:35 pm
HOU
- MDW
Nonstop2h 25m
Southwest
Deal found 6/7![Southwest logo]()
$381
This Southwest deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/296:40 am
MDW
- HOU
Nonstop2h 35m
Southwest
Tue 6/305:00 pm
HOU
- MDW
1 stop5h 00m
Southwest
Deal found 6/5![Southwest logo]()
$388
This Southwest deal was found by Cheapflights users on 6/8. 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 6/2410:15 am
MDW
- HOU
1 stop4h 30m
Southwest
Mon 6/293:00 pm
HOU
- MDW
1 stop4h 05m
Southwest
Deal found 6/8![Southwest logo]()
$392
Last-minute flights from Midway to HoustonDiscover last-minute flight deals from Midway to Houston. Data last updated June 10, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Houston. Data last updated June 10, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 6/9. 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 7/79:00 am
MDW
- HOU
1 stop5h 00m
Southwest
Tue 7/149:25 pm
HOU
- MDW
Nonstop2h 30m
Southwest
Deal found 6/9![Southwest logo]()
$219
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/79:19 am
MDW
- IAH
1 stop5h 11m
Delta
Tue 7/216:30 am
IAH
- MDW
1 stop6h 39m
Delta
Deal found 6/10![Delta logo]()
$229
This Expedia deal was found by Cheapflights users on 6/8. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/812:11 pm
MDW
- IAH
1 stop10h 28m
Frontier
Wed 7/1510:53 am
IAH
- MDW
1 stop11h 10m
Frontier
Deal found 6/8![Frontier logo]()
$230
This Delta deal was found by Cheapflights users on 6/8. 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 7/81:49 pm
MDW
- IAH
2 stops10h 08m
Delta
Tue 7/145:30 am
IAH
- MDW
1 stop7h 08m
Delta
Deal found 6/8![Delta logo]()
$234
This Expedia deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/1112:11 pm
MDW
- IAH
1 stop10h 28m
Frontier
Tue 7/1410:53 am
IAH
- MDW
1 stop11h 10m
Frontier
Deal found 6/9![Frontier logo]()
$244
This Kiwi.com deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2112:11 pm
MDW
- IAH
1 stop19h 09m
Frontier
Tue 7/2810:53 am
IAH
- MDW
1 stop11h 10m
Frontier
Deal found 6/7![Frontier logo]()
$209
This Southwest deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/217:10 pm
MDW
- HOU
Nonstop2h 35m
Southwest
Tue 7/282:35 pm
HOU
- MDW
Nonstop2h 25m
Southwest
Deal found 6/5![Southwest logo]()
$209
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/289:19 am
MDW
- IAH
1 stop5h 11m
Delta
Tue 8/45:41 am
IAH
- MDW
1 stop6h 10m
Delta
Deal found 6/10![Delta logo]()
$214
This CheapOair deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2812:11 pm
MDW
- IAH
1 stop10h 28m
Frontier
Tue 8/410:53 am
IAH
- MDW
1 stop11h 10m
Frontier
Deal found 6/7![Frontier logo]()
$240
This Southwest deal was found by Cheapflights users on 6/9. 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 7/299:00 pm
MDW
- HOU
Nonstop2h 40m
Southwest
Thu 8/133:05 pm
HOU
- MDW
1 stop4h 45m
Southwest
Deal found 6/9![Southwest logo]()
$223
This Delta deal was found by Cheapflights users on 6/9. 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 7/296:00 am
MDW
- IAH
1 stop7h 33m
Delta
Thu 8/1310:39 am
IAH
- MDW
1 stop7h 22m
Delta
Deal found 6/9![Delta logo]()
$233
This Southwest deal was found by Cheapflights users on 6/8. 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 7/2910:15 am
MDW
- HOU
Nonstop2h 40m
Southwest
Wed 8/52:00 pm
HOU
- MDW
1 stop5h 15m
Southwest
Deal found 6/8![Southwest logo]()
$239
One-way flights from Midway to HoustonSearch for one-way flight options from Midway to Houston. Find affordable one-way fares based on user searches. Data last updated June 10, 2026.
Search for one-way flight options from Midway to Houston. Find affordable one-way fares based on user searches. Data last updated June 10, 2026.
This Southwest deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/47:50 am
MDW
- HOU
Nonstop2h 35m
Southwest
Deal found 6/10![Southwest logo]()
$90
This Kiwi.com deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/412:11 pm
MDW
- IAH
1 stop19h 09m
Frontier
Deal found 6/10![Frontier logo]()
$94
This Kiwi.com deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/216:05 am
MDW
- IAH
1 stop27h 58m
Frontier
Deal found 6/10![Frontier logo]()
$96
This Southwest deal was found by Cheapflights users on 6/10. 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 8/1910:10 am
MDW
- HOU
1 stop3h 50m
Southwest
Deal found 6/10![Southwest logo]()
$96
This Delta deal was found by Cheapflights users on 6/8. 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 9/86:00 am
MDW
- IAH
1 stop6h 07m
Delta
Deal found 6/8![Delta logo]()
$100
This Delta deal was found by Cheapflights users on 6/8. 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 8/45:10 pm
MDW
- HOU
1 stop4h 55m
Delta
Deal found 6/8![Delta logo]()
$100
This Trip.com deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/286:05 am
MDW
- IAH
1 stop25h 15m
Frontier
Deal found 6/7![Frontier logo]()
$103
This Delta deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/261:27 pm
MDW
- IAH
2 stops10h 25m
Delta
Deal found 6/9![Delta logo]()
$105
This Southwest deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/11:10 pm
MDW
- HOU
Nonstop2h 35m
Southwest
Deal found 6/5![Southwest logo]()
$105
This Southwest deal was found by Cheapflights users on 6/9. 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 8/65:55 am
MDW
- HOU
Nonstop2h 30m
Southwest
Deal found 6/9![Southwest logo]()
$109
This Kiwi.com deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/146:05 am
MDW
- IAH
1 stop25h 15m
Frontier
Deal found 6/6![Frontier logo]()
$110
This Kiwi.com deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/226:05 am
MDW
- IAH
1 stop16h 34m
Frontier
Deal found 6/10![Frontier logo]()
$111
Find flight deals from Midway to Houston
Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Houston (HO1). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated June 10, 2026.
Round-trip from | $180 (Southwest) |
|---|---|
One-way from | $90 (Southwest) |
Popular in | June |
Cheapest in | September |
Average price | $374 |
Cheapflights Fare Finder
Customize your flight search to find flights from Midway to Houston 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 June 10, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Houston that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoHouston
MDW - HOU
MDWHOU
Chicago Midway
Wed 8/12
7:40 am-1:45 pm
2 stops6h 05m
Houston Hobby
Mon 8/17
5:00 am-7:25 am
Nonstop2h 25m
$214
ChicagoHouston
MDW - IAH
MDWIAH
Chicago Midway
Tue 8/4
10:54 am-5:40 pm
1 stop6h 46m
Houston George Bush Intcntl
Sat 8/15
5:20 am-12:39 pm
1 stop7h 19m
$218
ChicagoHouston
MDW - IAH
MDWIAH
Chicago Midway
Sat 8/22
6:05 am-11:15 am
1 stop5h 10m
Houston George Bush Intcntl
Sat 8/29
5:09 pm-10:36 pm
1 stop5h 27m
$237
ChicagoHouston
MDW - IAH
MDWIAH
Chicago Midway
Wed 7/29
5:10 pm-11:57 pm
1 stop6h 47m
Houston George Bush Intcntl
Wed 8/5
10:39 am-6:01 pm
1 stop7h 22m
$249
ChicagoHouston
MDW - IAH
MDWIAH
Chicago Midway
Wed 7/1
6:00 am-11:23 am
1 stop5h 23m
Houston George Bush Intcntl
Sat 7/4
8:05 am-3:40 pm
1 stop7h 35m
$265
ChicagoHouston
MDW - HOU
MDWHOU
Chicago Midway
Thu 9/3
2:50 pm-8:05 pm
1 stop5h 15m
Houston Hobby
Mon 9/7
7:20 am-12:15 pm
1 stop4h 55m
$268
ChicagoHouston
MDW - IAH
MDWIAH
Chicago Midway
Wed 7/29
9:19 am-5:39 pm
2 stops8h 20m
Houston George Bush Intcntl
Mon 8/3
4:52 pm-10:36 pm
1 stop5h 44m
$274
ChicagoHouston
MDW - HOU
MDWHOU
Chicago Midway
Sat 7/25
4:05 pm-8:40 pm
1 stop4h 35m
Houston Hobby
Sat 8/1
12:05 pm-4:55 pm
1 stop4h 50m
$299
ChicagoHouston
MDW - IAH
MDWIAH
Chicago Midway
Thu 9/3
1:51 pm-10:40 pm
2 stops8h 49m
Houston George Bush Intcntl
Mon 9/7
5:09 pm-10:36 pm
1 stop5h 27m
$304
ChicagoHouston
MDW - HOU
MDWHOU
Chicago Midway
Wed 7/1
5:05 am-9:45 am
1 stop4h 40m
Houston Hobby
Sat 7/4
1:00 pm-6:55 pm
2 stops5h 55m
$306
Showing 1-10 of 41 resultsSorted by cheapest first
Best time to book a flight from Midway to Houston
Have a flexible travel schedule? Discover the best time to fly to Houston from Midway with our price prediction graph.
MDW-HO1
MDW-HOU
MDW-IAH
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 Chicago Midway Airport to Houston
MDW-HO1
MDW-HOU
MDW-IAH
What is the cheapest month to book a flight from Chicago Midway Airport to Houston?
Currently, December is the cheapest month in which you can book a flight from Chicago Midway Airport to Houston (average of $50). Flying from Chicago Midway Airport to Houston in June is currently the most expensive (average of $187). 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 MDW to HOU?
Find hourly flight availability from Midway to Houston. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 10, 2026.
It’s typically best to fly out from Chicago Midway Airport to Houston at noon. Doing so could potentially save you 8% on the flight price compared to flying in the evening, which is usually more expensive.
How much does it cost to fly round-trip from Chicago Midway Airport to Houston?
How often are flights from Chicago to Houston delayed?
About 20% of weekly flights between Chicago and Houston have experienced delays in the past year, with the average delay time being 114 minutes.
What is the most punctual flight time for Chicago to Houston flights?
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the early afternoon tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Tuesday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on Chicago to Houston flights?
Over the last year, Southwest have had the lowest number of delays on this route, with just 20% of flights being delayed.
How far ahead should I book a flight from Chicago Midway Airport to Houston?
Booking 67 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago Midway Airport to Houston. 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 Chicago Midway Airport to Houston?
Use this chart to determine the cheapest time to fly round-trip from Midway to Houston. Price data was last updated on June 8, 2026.
Travelers seeking maximum savings on their Chicago Midway Airport to Houston flight should consider departing on Tuesday mornings when fares are most often at their lowest. Tuesday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
The best insider tips for Chicago Midway Airport to Houston flights
AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago Midway Airport to Houston trip
Our travel experts
Reviews of airlines servicing Houston
Get insights into the airlines that provide service to Houston. 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 Houston. Reviews last updated June 10, 2026.
Read through reviews of airlines operating flights from Chicago Midway Airport to Houston, such as Southwest,Delta, andFrontier. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.6
Food
7.0
Overall
7.9
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreMike,Aug 2025
OKC - AUS
Crew
8.6
Food
7.0
Overall
7.9
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreMike,Aug 2025
OKC - AUS
Crew
8.6
Food
7.0
Overall
7.9
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreMike,Aug 2025
OKC - AUS
Crew
8.6
Food
7.0
Overall
7.9
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreMike,Aug 2025
OKC - AUS
Related info for your journey
Find useful and relevant information for your journey from Midway to Houston. 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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Complete your trip
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Search flights from Midway to Houston by cabin class
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Midway and Houston flights
Browse other Midway and Houston flight options. Last updated on June 10, 2026.
Other flights from Midway
Browse through other flights departing from Midway. Flights are based on user searches made on Cheapflights and were last updated on June 10, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 3 airlines flying from Midway to Houston
Discover the top 3 airlines that operate flights from Midway to Houston. 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 June 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$74 | Average$190 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$197 | Average$336 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$207 | Average$287 | FlexibilityNo cancel fee | On-timeN/A |