$101+ Cheap flights from Midway (MDW) to Houston
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/6. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — HOU
Nov 28 — Dec 51
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 November or May, booked 76 days in advance, depart on a Wednesday or Thursday and return on a Saturday
Cheap flight deals from Midway to Houston
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Best
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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 October 29, 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 October 29, 2026.
This Frontier deal was found by Cheapflights users on 10/26. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/198:35 pm -
1 stop11h 22m
Tue 1/58:11 am -
1 stop8h 15m
Deal found 10/26![Frontier logo]()
$200
This Trip.com deal was found by Cheapflights users on 10/27. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/108:37 pm -
1 stop16h 11m
Mon 12/149:41 am -
1 stop6h 25m
Deal found 10/27![Frontier logo]()
$201
This Kiwi.com deal was found by Cheapflights users on 10/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/96:42 pm -
1 stop12h 41m
Wed 11/189:43 pm -
2 stops20h 04m
Deal found 10/24![Frontier logo]()
$202
This Mytrip deal was found by Cheapflights users on 10/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/212:28 pm -
2 stops21h 43m
Tue 12/812:52 pm -
2 stops20h 53m
Deal found 10/27![Frontier logo]()
$203
This Cheapflightsfares deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/33:36 pm -
1 stop18h 42m
Sun 12/69:41 am -
1 stop6h 25m
Deal found 10/28![Frontier logo]()
$204
This Trip.com deal was found by Cheapflights users on 10/25. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/186:08 am -
1 stop8h 36m
Sat 11/219:14 pm -
1 stop11h 00m
Deal found 10/25![Frontier logo]()
$205
This Mytrip deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/45:02 pm -
1 stop15h 43m
Sun 12/69:41 am -
1 stop6h 25m
Deal found 10/28![Frontier logo]()
$206
This CheapOair deal was found by Cheapflights users on 10/23. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/136:42 pm -
1 stop12h 41m
Mon 11/169:14 pm -
1 stop20h 33m
Deal found 10/23![Frontier logo]()
$207
This Cheapflightsfares deal was found by Cheapflights users on 10/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/176:52 am -
1 stop6h 35m
Mon 12/215:01 am -
1 stop14h 29m
Deal found 10/27![Frontier logo]()
$208
This Southwest deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” 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 12/510:15 am -
Nonstop2h 35m
Sat 12/125:00 am -
Nonstop2h 25m
Deal found 10/28![Southwest logo]()
$211
This Frontier deal was found by Cheapflights users on 10/27. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/178:35 pm -
1 stop11h 22m
Fri 12/182:51 pm -
1 stop9h 10m
Deal found 10/27![Frontier logo]()
$212
This Southwest deal was found by Cheapflights users on 10/24. 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 12/48:50 pm -
Nonstop2h 40m
Mon 12/74:00 pm -
1 stop3h 55m
Deal found 10/24![Southwest logo]()
$219
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 October 29, 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 October 29, 2026.
This Southwest deal was found by Cheapflights users on 10/23. 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.
Fri 12/48:50 pm -
Nonstop2h 40m
Mon 12/76:30 pm -
1 stop4h 10m
Deal found 10/23![Southwest logo]()
$219
This CheapOair deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/208:16 am -
1 stop5h 47m
Mon 11/239:14 pm -
1 stop11h 00m
Deal found 10/28![Frontier logo]()
$247
This Delta deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1912:30 pm -
2 stops9h 29m
Mon 11/2311:35 am -
1 stop6h 29m
Deal found 10/28![Delta logo]()
$252
This Southwest deal was found by Cheapflights users on 10/26. 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 11/198:50 pm -
Nonstop2h 40m
Mon 11/2312:55 pm -
1 stop4h 05m
Deal found 10/26![Southwest logo]()
$233
This Southwest deal was found by Cheapflights users on 10/23. 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.
Thu 11/269:10 am -
1 stop4h 50m
Tue 12/15:30 pm -
1 stop4h 05m
Deal found 10/23![Southwest logo]()
$245
This Southwest deal was found by Cheapflights users on 10/26. 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 12/115:20 pm -
Nonstop2h 40m
Mon 12/148:40 pm -
Nonstop2h 30m
Deal found 10/26![Southwest logo]()
$247
This Delta deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” 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 11/2310:34 am -
1 stop7h 19m
Sat 11/285:10 am -
1 stop7h 41m
Deal found 10/28![Delta logo]()
$308
This Southwest deal was found by Cheapflights users on 10/26. 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 12/185:10 am -
Nonstop2h 35m
Mon 1/46:00 pm -
Nonstop2h 25m
Deal found 10/26![Southwest logo]()
$275
This Delta deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” 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 1/79:56 am -
1 stop6h 12m
Sun 1/107:15 am -
2 stops10h 45m
Deal found 10/28![Delta logo]()
$338
This Delta deal was found by Cheapflights users on 10/25. 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 1/231:41 pm -
2 stops9h 11m
Sun 1/316:00 am -
1 stop6h 04m
Deal found 10/25![Delta logo]()
$338
This Southwest deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” 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 12/168:50 pm -
Nonstop2h 40m
Fri 1/111:50 am -
1 stop5h 05m
Deal found 10/28![Southwest logo]()
$281
This Southwest deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” 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 12/257:25 am -
1 stop6h 40m
Tue 12/2910:30 pm -
Nonstop2h 30m
Deal found 10/28![Southwest logo]()
$285
This Delta deal was found by Cheapflights users on 10/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/149:30 am -
1 stop5h 38m
Tue 11/177:00 am -
1 stop4h 59m
Deal found 10/27![Delta logo]()
$368
This Southwest deal was found by Cheapflights users on 10/27. 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.
Fri 12/48:50 pm -
Nonstop2h 40m
Sun 12/66:00 pm -
Nonstop2h 25m
Deal found 10/27![Southwest logo]()
$291
This Delta deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” 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 12/161:02 pm -
1 stop7h 15m
Fri 1/15:32 pm -
1 stop4h 50m
Deal found 10/28![Delta logo]()
$415
This Southwest deal was found by Cheapflights users on 10/27. 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.
Fri 12/253:50 pm -
1 stop6h 40m
Thu 12/3111:15 am -
2 stops5h 50m
Deal found 10/27![Southwest logo]()
$337
This Delta deal was found by Cheapflights users on 10/25. 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.
Thu 12/35:12 pm -
1 stop6h 46m
Sun 12/65:25 am -
2 stops7h 36m
Deal found 10/25![Delta logo]()
$422
This Delta deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” 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 10/319:29 am -
2 stops7h 40m
Sun 11/16:00 am -
1 stop5h 47m
Deal found 10/28![Delta logo]()
$494
This Delta deal was found by Cheapflights users on 10/26. 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 11/412:27 pm -
2 stops11h 28m
Sun 11/85:29 am -
2 stops7h 18m
Deal found 10/26![Delta logo]()
$499
Last-minute flights from Midway to HoustonDiscover last-minute flight deals from Midway to Houston. Data last updated October 29, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Houston. Data last updated October 29, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 10/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/96:42 pm -
1 stop12h 41m
Wed 11/189:43 pm -
2 stops20h 04m
Deal found 10/24![Frontier logo]()
$202
This Frontier deal was found by Cheapflights users on 10/27. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/116:08 am -
1 stop8h 36m
Thu 12/39:41 am -
1 stop6h 26m
Deal found 10/27![Frontier logo]()
$214
This CheapOair deal was found by Cheapflights users on 10/23. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/136:42 pm -
1 stop12h 41m
Mon 11/169:14 pm -
1 stop20h 33m
Deal found 10/23![Frontier logo]()
$207
This Mytrip deal was found by Cheapflights users on 10/26. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/166:42 pm -
1 stop12h 41m
Tue 11/1712:19 pm -
1 stop5h 28m
Deal found 10/26![Frontier logo]()
$210
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/176:42 pm -
1 stop16h 52m
Fri 11/209:14 pm -
1 stop10h 19m
Deal found 10/27![Frontier logo]()
$217
This Trip.com deal was found by Cheapflights users on 10/25. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/186:08 am -
1 stop8h 36m
Sat 11/219:14 pm -
1 stop11h 00m
Deal found 10/25![Frontier logo]()
$205
This Cheapflightsfares deal was found by Cheapflights users on 10/25. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/196:08 am -
1 stop6h 52m
Sun 11/229:14 pm -
1 stop11h 00m
Deal found 10/25![Frontier logo]()
$213
This Cheapflightsfares deal was found by Cheapflights users on 10/26. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/196:08 am -
1 stop6h 52m
Mon 11/239:14 pm -
1 stop11h 00m
Deal found 10/26![Frontier logo]()
$220
This Southwest deal was found by Cheapflights users on 10/26. 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 11/196:40 am -
Nonstop2h 40m
Mon 11/2310:40 pm -
Nonstop2h 30m
Deal found 10/26![Southwest logo]()
$227
This Trip.com deal was found by Cheapflights users on 10/24. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/218:42 pm -
1 stop18h 15m
Wed 11/259:14 pm -
1 stop11h 00m
Deal found 10/24![Frontier logo]()
$216
This Cheapflightsfares deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/259:07 am -
1 stop8h 07m
Wed 12/27:39 pm -
1 stop19h 02m
Deal found 10/28![Frontier logo]()
$212
This Kiwi.com deal was found by Cheapflights users on 10/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/259:07 am -
1 stop28h 46m
Thu 12/39:41 am -
1 stop6h 26m
Deal found 10/25![Frontier logo]()
$218
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 October 29, 2026.
Search for one-way flight options from Midway to Houston. Find affordable one-way fares based on user searches. Data last updated October 29, 2026.
This Trip.com deal was found by Cheapflights users on 10/25. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/65:02 pm -
1 stop24h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Frontier logo]()
$101
This Kiwi.com deal was found by Cheapflights users on 10/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/512:28 pm -
1 stop20h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Frontier logo]()
$104
This Kiwi.com deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” 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 12/212:28 pm -
1 stop23h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Frontier logo]()
$105
This Southwest deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” 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 12/510:15 am -
Nonstop2h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Southwest logo]()
$106
This CheapOair deal was found by Cheapflights users on 10/27. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/45:02 pm -
1 stop18h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Frontier logo]()
$107
This Kiwi.com deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” 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 11/176:42 pm -
1 stop16h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Frontier logo]()
$109
This Jetabroad deal was found by Cheapflights users on 10/25. 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/151:18 pm -
1 stop9h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Frontier logo]()
$112
This Southwest deal was found by Cheapflights users on 10/27. 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.
Thu 11/263:50 pm -
Nonstop2h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Southwest logo]()
$114
This Delta deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/59:37 am -
1 stop5h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Delta logo]()
$116
This Kiwi.com deal was found by Cheapflights users on 10/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1012:27 pm -
2 stops26h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Frontier logo]()
$117
This Delta deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/512:39 pm -
2 stops10h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Delta logo]()
$121
This Southwest deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” 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 12/33:10 pm -
1 stop4h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Southwest logo]()
$124
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 October 29, 2026.
Round-trip from | $199 (Frontier) |
|---|---|
One-way from | $101 (Trip.com) |
Popular in | August |
Cheapest in | November |
Average price | $371 |
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 7,457,451 searches. Data last updated October 29, 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
Quickest round-trip
ChicagoHouston
MDW Chicago Midway - HOU Houston Hobby
MDWHOU
Chicago Midway
Thu 12/10
6:25 am-9:05 am
Nonstop2h 40m
Houston Hobby
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$114
ChicagoHouston
MDW Chicago Midway - IAH Houston George Bush Intcntl
MDWIAH
Chicago Midway
Sat 12/5
9:37 am-3:17 pm
1 stop5h 40m
Houston George Bush Intcntl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$116
ChicagoHouston
MDW Chicago Midway - IAH Houston George Bush Intcntl
MDWIAH
Chicago Midway
Tue 12/15
1:41 pm-12:02 am
2 stops10h 21m
Houston George Bush Intcntl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$120
ChicagoHouston
MDW Chicago Midway - IAH Houston George Bush Intcntl
MDWIAH
Chicago Midway
Wed 12/16
1:02 pm-10:30 pm
2 stops9h 28m
Houston George Bush Intcntl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$120
ChicagoHouston
MDW Chicago Midway - IAH Houston George Bush Intcntl
MDWIAH
Chicago Midway
Tue 12/1
1:41 pm-11:58 pm
2 stops10h 17m
Houston George Bush Intcntl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$121
ChicagoHouston
MDW Chicago Midway - HOU Houston Hobby
MDWHOU
Chicago Midway
Sat 11/21
6:40 pm-11:35 pm
1 stop4h 55m
Houston Hobby
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$124
ChicagoHouston
MDW Chicago Midway - IAH Houston George Bush Intcntl
MDWIAH
Chicago Midway
Mon 11/23
9:30 am-5:53 pm
2 stops8h 23m
Houston George Bush Intcntl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$129
ChicagoHouston
MDW Chicago Midway - IAH Houston George Bush Intcntl
MDWIAH
Chicago Midway
Mon 12/14
1:41 pm-11:58 pm
2 stops10h 17m
Houston George Bush Intcntl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$129
ChicagoHouston
MDW Chicago Midway - IAH Houston George Bush Intcntl
MDWIAH
Chicago Midway
Fri 12/25
1:11 pm-12:26 am
1 stop11h 15m
Houston George Bush Intcntl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$132
ChicagoHouston
MDW Chicago Midway - HOU Houston Hobby
MDWHOU
Chicago Midway
Mon 11/23
9:20 pm-12:10 am
Nonstop2h 50m
Houston Hobby
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$134
Showing 1-10 of 37 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-IAH
MDW-HOU
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-IAH
MDW-HOU
What is the cheapest month to book a flight from Chicago Midway Airport to Houston?
Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Houston (average of $202). Flying from Chicago Midway Airport to Houston in June is currently the most expensive (average of $432). 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 October 29, 2026.
It’s typically best to fly out from Chicago Midway Airport to Houston at noon. Doing so could potentially save you 18% 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?
Airfare is below average for this route at the moment.
Chicago Midway Airport to Houston flights typically cost between $215 and $372 in January.The cheapest round-trip price found within the last 5 days was $199 on Frontier (Jan 16-Jan 26).
How often are flights from Chicago to Houston delayed?
About 21% 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?
Wednesday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on 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 70 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 October 24, 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. Sunday 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 October 29, 2026.
Read through reviews of airlines operating flights from Chicago Midway Airport to Houston, such as Southwest,Delta, andUnited Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Comfort
8.0
Entertainment
7.4
Food
7.0
Crew
8.6
Overall
7.9
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Boarding
8.1
Comfort
8.0
Entertainment
7.4
Food
7.0
Crew
8.6
Overall
7.9
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Boarding
8.1
Comfort
8.0
Entertainment
7.4
Food
7.0
Crew
8.6
Overall
7.9
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Boarding
8.1
Comfort
8.0
Entertainment
7.4
Food
7.0
Crew
8.6
Overall
7.9
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Boarding
8.1
Comfort
8.0
Entertainment
7.4
Food
7.0
Crew
8.6
Overall
7.9
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - 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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Alternative routes for Midway to Houston
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Search flights from Midway to Houston by cabin class
Find flights from Midway to Houston, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Midway and Houston flights
Browse other Midway and Houston flight options. Last updated on October 29, 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 October 29, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 4 airlines flying from Midway to Houston
Discover the top 4 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 7,457,451 searches. Data last updated October 29, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$74 | Average$201 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$207 | Average$326 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$213 | Average$519 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$224 | Average$388 | FlexibilityNo cancel fee | On-time63% |