$78+ Cheap flights from George Bush Intcntl (IAH) to Midway (MDW)
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 9/11. Fares are subject to change and may not be available on all flights or dates of travel.
IAH — MDW
Sep 16 — Sep 231
Round-trip
1 adult, Economy
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Find cheap flights from George Bush Intcntl to Midway 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
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from George Bush Intcntl to Midway
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Cheapest flights from George Bush Intcntl to MidwayExplore the most affordable flight options available from George Bush Intcntl to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 17, 2026.
Explore the most affordable flight options available from George Bush Intcntl to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 17, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 9/24:32 pm -
1 stop6h 15m
Sat 9/511:45 am -
1 stop10h 29m
Deal found 8/14![Frontier logo]()
$155
This Frontier deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 10/2112:07 pm -
1 stop11h 36m
Tue 10/2712:03 pm -
1 stop10h 07m
Deal found 8/14![Frontier logo]()
$156
This Frontier deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/171:28 pm -
1 stop10h 15m
Sat 10/246:15 am -
1 stop5h 42m
Deal found 8/13![Frontier logo]()
$158
This Kiwi.com deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/159:04 pm -
1 stop20h 47m
Tue 9/226:25 am -
1 stop16h 05m
Deal found 8/13![Frontier logo]()
$159
This Kiwi.com deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/24:32 pm -
1 stop6h 15m
Tue 9/811:50 am -
1 stop19h 27m
Deal found 8/13![Frontier logo]()
$162
This Frontier deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/3111:32 am -
1 stop11h 15m
Wed 9/211:50 am -
1 stop10h 24m
Deal found 8/12![Frontier logo]()
$166
This Kiwi.com deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/96:28 am -
1 stop11h 23m
Wed 9/166:25 am -
1 stop16h 05m
Deal found 8/12![Frontier logo]()
$167
This Frontier deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/291:35 pm -
1 stop8h 18m
Fri 10/3012:03 pm -
1 stop10h 07m
Deal found 8/12![Frontier logo]()
$170
This Orbitz deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/31:35 pm -
1 stop8h 18m
Thu 11/512:03 pm -
1 stop10h 07m
Deal found 8/13![Frontier logo]()
$172
This Frontier deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 9/54:32 pm -
1 stop6h 15m
Tue 9/811:50 am -
1 stop10h 24m
Deal found 8/14![Frontier logo]()
$173
This Kiwi.com deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/266:08 am -
1 stop11h 43m
Sat 10/36:25 am -
1 stop16h 05m
Deal found 8/13![Frontier logo]()
$174
Best flights from George Bush Intcntl to MidwayDiscover carefully curated flight deals from George Bush Intcntl to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 17, 2026.
Discover carefully curated flight deals from George Bush Intcntl to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 17, 2026.
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1711:34 am -
2 stops10h 59m
Sat 10/249:29 am -
2 stops7h 40m
Deal found 8/12![Delta logo]()
$215
This Delta deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” 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 9/1010:44 am -
1 stop7h 35m
Sat 9/126:05 am -
1 stop7h 25m
Deal found 8/15![Delta logo]()
$229
This Delta deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 9/295:30 am -
1 stop7h 09m
Thu 10/19:29 am -
1 stop4h 55m
Deal found 8/14![Delta logo]()
$229
This Delta deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” 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 9/84:59 pm -
1 stop5h 45m
Thu 9/1011:35 am -
1 stop5h 59m
Deal found 8/16![Delta logo]()
$229
This Delta deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” 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 10/165:00 pm -
1 stop5h 33m
Wed 10/2110:59 am -
1 stop6h 24m
Deal found 8/15![Delta logo]()
$242
This Delta deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/55:09 pm -
1 stop5h 27m
Sat 9/191:19 pm -
2 stops10h 35m
Deal found 8/14![Delta logo]()
$269
This Delta deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/55:09 pm -
1 stop5h 27m
Wed 9/99:29 am -
2 stops8h 05m
Deal found 8/16![Delta logo]()
$295
This Delta deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/205:30 am -
1 stop7h 09m
Wed 9/239:59 am -
1 stop7h 40m
Deal found 8/14![Delta logo]()
$298
This Delta deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/145:29 am -
2 stops7h 18m
Sat 10/171:27 pm -
2 stops7h 50m
Deal found 8/13![Delta logo]()
$343
This Delta deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” 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 9/265:25 pm -
1 stop5h 19m
Mon 9/285:10 pm -
1 stop6h 44m
Deal found 8/16![Delta logo]()
$344
Last-minute flights from George Bush Intcntl to MidwayDiscover last-minute flight deals from George Bush Intcntl to Midway. Data last updated August 17, 2026 and is based on user searches.
Discover last-minute flight deals from George Bush Intcntl to Midway. Data last updated August 17, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/3111:32 am -
1 stop11h 15m
Wed 9/211:50 am -
1 stop10h 24m
Deal found 8/12![Frontier logo]()
$166
This Kiwi.com deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 9/24:32 pm -
1 stop6h 15m
Sat 9/511:45 am -
1 stop10h 29m
Deal found 8/14![Frontier logo]()
$155
This Kiwi.com deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/24:32 pm -
1 stop6h 15m
Tue 9/811:50 am -
1 stop19h 27m
Deal found 8/13![Frontier logo]()
$162
This Expedia deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/54:32 pm -
1 stop6h 15m
Tue 9/811:50 am -
1 stop10h 24m
Deal found 8/13![Frontier logo]()
$158
This Kiwi.com deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/96:28 am -
1 stop11h 23m
Wed 9/166:25 am -
1 stop16h 05m
Deal found 8/12![Frontier logo]()
$167
This Kiwi.com deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1012:08 pm -
1 stop5h 38m
Sat 9/126:25 am -
1 stop16h 05m
Deal found 8/13![Frontier logo]()
$186
This Kiwi.com deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/159:04 pm -
1 stop20h 47m
Tue 9/226:25 am -
1 stop16h 05m
Deal found 8/13![Frontier logo]()
$159
This Kiwi.com deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/266:08 am -
1 stop11h 43m
Sat 10/36:25 am -
1 stop16h 05m
Deal found 8/13![Frontier logo]()
$174
One-way flights from George Bush Intcntl to MidwaySearch for one-way flight options from George Bush Intcntl to Midway. Find affordable one-way fares based on user searches. Data last updated August 17, 2026.
Search for one-way flight options from George Bush Intcntl to Midway. Find affordable one-way fares based on user searches. Data last updated August 17, 2026.
This Frontier deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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.
Fri 9/1112:08 pm -
1 stop5h 43m
Deal found 8/14![Frontier logo]()
$78
This CheapOair deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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.
Thu 9/2412:08 pm -
1 stop5h 38m
Deal found 8/17![Frontier logo]()
$79
This CheapOair deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1012:08 pm -
1 stop5h 38m
Deal found 8/13![Frontier logo]()
$80
This Kiwi.com deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/96:28 am -
1 stop11h 23m
Deal found 8/12![Frontier logo]()
$81
This Super.com deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/512:08 pm -
1 stop5h 43m
Deal found 8/13![Frontier logo]()
$82
This Frontier deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/24:32 pm -
1 stop6h 15m
Deal found 8/13![Frontier logo]()
$83
This Frontier deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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.
Fri 10/1612:07 pm -
1 stop11h 36m
Deal found 8/14![Frontier logo]()
$84
This Kiwi.com deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/209:12 pm -
1 stop24h 46m
Deal found 8/12![Frontier logo]()
$85
This Kiwi.com deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/101:35 pm -
1 stop21h 23m
Deal found 8/13![Frontier logo]()
$86
This Super.com deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/126:08 am -
1 stop11h 43m
Deal found 8/12![Frontier logo]()
$88
This Frontier deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/111:35 pm -
1 stop8h 18m
Deal found 8/13![Frontier logo]()
$89
Find flight deals from George Bush Intcntl to Midway
Discover tips and strategies to find the most affordable flight options for your journey from George Bush Intcntl (IAH) to Midway (MDW). 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 August 17, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $155 (Kiwi.com) |
One-way from | $78 (Frontier) |
Popular in | July |
Cheapest in | April |
Average price | $263 |
Cheapflights Fare Finder
Customize your flight search to find flights from George Bush Intcntl to Midway 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 August 17, 2026.
Use the filters below to find and compare flights from Houston George Bush Intcntl Airport to Chicago Midway Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
HoustonChicago
IAH Houston George Bush Intcntl - MDW Chicago Midway
IAHMDW
Houston George Bush Intcntl
Sat 10/17
11:34 am-10:33 pm
2 stops10h 59m
Chicago Midway
Sat 10/24
9:29 am-5:09 pm
2 stops7h 40m
$215
HoustonChicago
IAH Houston George Bush Intcntl - MDW Chicago Midway
IAHMDW
Houston George Bush Intcntl
Thu 9/10
10:44 am-6:19 pm
1 stop7h 35m
Chicago Midway
Sat 9/12
6:05 am-1:30 pm
1 stop7h 25m
$229
HoustonChicago
IAH Houston George Bush Intcntl - MDW Chicago Midway
IAHMDW
Houston George Bush Intcntl
Tue 9/29
5:30 am-12:39 pm
1 stop7h 09m
Chicago Midway
Thu 10/1
9:29 am-2:24 pm
1 stop4h 55m
$229
Quickest round-trip
HoustonChicago
IAH Houston George Bush Intcntl - MDW Chicago Midway
IAHMDW
Houston George Bush Intcntl
Tue 9/8
4:59 pm-10:44 pm
1 stop5h 45m
Chicago Midway
Thu 9/10
11:35 am-5:34 pm
1 stop5h 59m
$229
HoustonChicago
IAH Houston George Bush Intcntl - MDW Chicago Midway
IAHMDW
Houston George Bush Intcntl
Fri 10/16
5:00 pm-10:33 pm
1 stop5h 33m
Chicago Midway
Wed 10/21
10:59 am-5:23 pm
1 stop6h 24m
$242
HoustonChicago
IAH Houston George Bush Intcntl - MDW Chicago Midway
IAHMDW
Houston George Bush Intcntl
Sat 9/5
5:09 pm-10:36 pm
1 stop5h 27m
Chicago Midway
Sat 9/19
1:19 pm-11:54 pm
2 stops10h 35m
$269
HoustonChicago
IAH Houston George Bush Intcntl - MDW Chicago Midway
IAHMDW
Houston George Bush Intcntl
Sat 9/5
5:09 pm-10:36 pm
1 stop5h 27m
Chicago Midway
Wed 9/9
9:29 am-5:34 pm
2 stops8h 05m
$295
HoustonChicago
IAH Houston George Bush Intcntl - MDW Chicago Midway
IAHMDW
Houston George Bush Intcntl
Sun 9/20
5:30 am-12:39 pm
1 stop7h 09m
Chicago Midway
Wed 9/23
9:59 am-5:39 pm
1 stop7h 40m
$298
HoustonChicago
IAH Houston George Bush Intcntl - MDW Chicago Midway
IAHMDW
Houston George Bush Intcntl
Wed 10/14
5:29 am-12:47 pm
2 stops7h 18m
Chicago Midway
Sat 10/17
1:27 pm-9:17 pm
2 stops7h 50m
$343
HoustonChicago
IAH Houston George Bush Intcntl - MDW Chicago Midway
IAHMDW
Houston George Bush Intcntl
Sat 9/26
5:25 pm-10:44 pm
1 stop5h 19m
Chicago Midway
Mon 9/28
5:10 pm-11:54 pm
1 stop6h 44m
$344
Showing 1-10 of 19 resultsSorted by cheapest first
Compare providers for flights from George Bush Intcntl to Midway
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from George Bush Intcntl to Midway in August.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy2 stars | Trust Score*1 star |
- Most accurate provider: When it comes to deals on Houston George Bush Intcntl Airport-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Houston George Bush Intcntl Airport-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Houston George Bush Intcntl Airport-Chicago Midway Airport flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Houston George Bush Intcntl Airport-Chicago Midway Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Houston George Bush Intcntl Airport-Chicago Midway Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from George Bush Intcntl to Midway
Have a flexible travel schedule? Discover the best time to fly to Midway from George Bush Intcntl with our price prediction graph.
IAH-MDW
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 George Bush Intcntl Airport to Chicago Midway Airport
Prices
Delays
What is the cheapest month to book a flight from Houston George Bush Intcntl Airport to Chicago Midway Airport?
Currently, April is the cheapest month in which you can book a flight from Houston George Bush Intcntl Airport to Chicago Midway Airport (average of $94). Flying from Houston George Bush Intcntl Airport to Chicago Midway Airport in July is currently the most expensive (average of $349). 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 IAH to MDW?
Find hourly flight availability from George Bush Intcntl to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 17, 2026.
One of the essential ways to save on airfare from Houston George Bush Intcntl Airport to Chicago Midway Airport is to remain as flexible as possible. Flights that are in the evening tend to be the most expensive. A flight in the afternoon could potentially save you up to 23% on airfare.
How often are flights from Houston to Chicago delayed?
About 23% of weekly flights between Houston and Chicago have experienced delays in the past year, with the average delay time being 187 minutes.
What is the most punctual flight time for Houston to Chicago flights?
Historically, flights departing at night are less likely to be delayed, whereas flights leaving in the evening 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 Wednesday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on Houston to Chicago flights?
Over the last year, Frontier have had the lowest number of delays on this route, with just 22% of flights being delayed.
The best insider tips for Houston George Bush Intcntl Airport to Chicago Midway Airport 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 Houston George Bush Intcntl Airport to Chicago Midway Airport trip
Our travel experts
Reviews of airlines servicing Midway
Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated August 17, 2026.
Read through reviews of airlines operating flights from Houston George Bush Intcntl Airport to Chicago Midway Airport, such as Delta and Frontier. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Food
7.2
Comfort
7.8
Overall
7.8
Boarding
8.1
Crew
8.5
Entertainment
7.8
Reviews
1 / 20
10.0
ExcellentStacey-Ann,Aug 2023
IAH - ATL
Food
7.2
Comfort
7.8
Overall
7.8
Boarding
8.1
Crew
8.5
Entertainment
7.8
Reviews
1 / 20
10.0
ExcellentStacey-Ann,Aug 2023
IAH - ATL
Food
7.2
Comfort
7.8
Overall
7.8
Boarding
8.1
Crew
8.5
Entertainment
7.8
Reviews
1 / 20
10.0
ExcellentStacey-Ann,Aug 2023
IAH - ATL
Related info for your journey
Find useful and relevant information for your journey from George Bush Intcntl to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago Midway Airport?
Book flights to Chicago Midway Airport if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter
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Top 2 airlines flying from George Bush Intcntl to Midway
Discover the top 2 airlines that operate flights from George Bush Intcntl to Midway. 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 August 17, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$84 | Average$162 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$228 | Average$327 | FlexibilityNo cancel fee | On-timeN/A |