$113+ Cheap flights from George Bush Intcntl (IAH) to Midway (MDW)
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 12/5. Fares are subject to change and may not be available on all flights or dates of travel.
IAH — MDW
Dec 5 — Dec 121
Round-trip
1 adult, Economy
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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 November 5, 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 November 5, 2026.
This Mytrip deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” 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.
Thu 12/109:41 am -
1 stop6h 25m
Sun 12/135:02 pm -
1 stop15h 43m
Deal found 11/3![Frontier logo]()
$190
This Mytrip deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” 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 12/79:38 pm -
1 stop13h 55m
Fri 12/115:02 pm -
1 stop15h 43m
Deal found 11/3![Frontier logo]()
$191
This Mytrip deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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.
Tue 12/19:24 pm -
1 stop14h 09m
Fri 12/45:02 pm -
1 stop15h 43m
Deal found 11/4![Frontier logo]()
$193
This Cheapflightsfares deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” 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 12/169:41 am -
1 stop11h 21m
Thu 12/178:35 pm -
1 stop14h 13m
Deal found 11/2![Frontier logo]()
$195
This CheapOair deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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.
Sat 11/219:14 pm -
1 stop11h 00m
Sat 1/161:18 pm -
1 stop9h 55m
Deal found 10/31![Frontier logo]()
$198
This Kiwi.com deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” 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.
Fri 12/49:41 am -
1 stop6h 26m
Tue 12/812:28 pm -
1 stop20h 17m
Deal found 11/1![Frontier logo]()
$199
This Frontier deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” 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.
Tue 12/222:22 pm -
1 stop9h 39m
Tue 1/55:21 pm -
1 stop7h 05m
Deal found 11/1![Frontier logo]()
$200
This Mytrip deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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.
Tue 12/19:24 pm -
1 stop14h 09m
Tue 12/812:28 pm -
2 stops21h 44m
Deal found 10/31![Frontier logo]()
$206
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 November 5, 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 November 5, 2026.
This Mytrip deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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.
Thu 11/269:14 pm -
1 stop10h 58m
Thu 12/35:02 pm -
1 stop15h 34m
Deal found 10/30![Frontier logo]()
$253
This Delta deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” 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 11/245:35 am -
1 stop4h 49m
Wed 12/21:02 pm -
1 stop7h 15m
Deal found 11/3![Delta logo]()
$317
This Delta deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” 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 11/265:10 am -
1 stop6h 15m
Tue 12/11:41 pm -
2 stops10h 17m
Deal found 11/3![Delta logo]()
$322
This Delta deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” 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 12/105:25 am -
1 stop6h 39m
Tue 6/11:05 pm -
1 stop8h 05m
Deal found 11/1![Delta logo]()
$343
This Delta deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” 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 12/295:10 am -
1 stop7h 00m
Mon 1/410:47 am -
2 stops13h 05m
Deal found 11/2![Delta logo]()
$464
This Delta deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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 12/249:00 am -
2 stops8h 44m
Mon 1/41:59 pm -
2 stops9h 56m
Deal found 10/31![Delta logo]()
$470
This Delta deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 12/275:10 am -
1 stop7h 00m
Tue 1/510:47 am -
2 stops13h 05m
Deal found 10/30![Delta logo]()
$473
This Delta deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” 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 11/185:10 am -
2 stops11h 08m
Sun 11/2212:30 pm -
2 stops11h 29m
Deal found 11/1![Delta logo]()
$484
This Delta deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” 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 11/97:00 am -
1 stop4h 59m
Sat 11/149:30 am -
1 stop5h 38m
Deal found 11/3![Delta logo]()
$489
This Delta deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” 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 11/105:35 am -
1 stop4h 49m
Mon 11/1611:27 am -
1 stop5h 50m
Deal found 11/2![Delta logo]()
$489
This Delta deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” 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 11/79:42 am -
1 stop5h 35m
Tue 11/101:31 pm -
1 stop5h 12m
Deal found 11/2![Delta logo]()
$489
Last-minute flights from George Bush Intcntl to MidwayDiscover last-minute flight deals from George Bush Intcntl to Midway. Data last updated November 5, 2026 and is based on user searches.
Discover last-minute flight deals from George Bush Intcntl to Midway. Data last updated November 5, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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.
Sat 11/219:14 pm -
1 stop11h 00m
Sat 1/161:18 pm -
1 stop9h 55m
Deal found 10/31![Frontier logo]()
$198
This Mytrip deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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.
Tue 12/19:24 pm -
1 stop14h 09m
Fri 12/45:02 pm -
1 stop15h 43m
Deal found 11/4![Frontier logo]()
$193
This Mytrip deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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.
Tue 12/19:24 pm -
1 stop14h 09m
Tue 12/812:28 pm -
2 stops21h 44m
Deal found 10/31![Frontier logo]()
$206
This Kiwi.com deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” 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.
Fri 12/49:41 am -
1 stop6h 26m
Tue 12/812:28 pm -
1 stop20h 17m
Deal found 11/1![Frontier logo]()
$199
This Mytrip deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” 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 12/79:38 pm -
1 stop13h 55m
Fri 12/115:02 pm -
1 stop15h 43m
Deal found 11/3![Frontier logo]()
$191
This Mytrip deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” 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.
Thu 12/109:41 am -
1 stop6h 25m
Sun 12/135:02 pm -
1 stop15h 43m
Deal found 11/3![Frontier logo]()
$190
This Cheapflightsfares deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” 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 12/169:41 am -
1 stop11h 21m
Thu 12/178:35 pm -
1 stop14h 13m
Deal found 11/2![Frontier logo]()
$195
This Frontier deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” 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.
Tue 12/222:22 pm -
1 stop9h 39m
Tue 1/55:21 pm -
1 stop7h 05m
Deal found 11/1![Frontier logo]()
$200
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 November 5, 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 November 5, 2026.
This Kiwi.com deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” 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 12/56:24 pm -
1 stop21h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![Frontier logo]()
$113
This Trip.com deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” 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 11/192:05 pm -
1 stop9h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/3![Frontier logo]()
$114
This Super.com deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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 1/183:50 pm -
1 stop7h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/31![Frontier logo]()
$117
This Trip.com deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 12/306:21 am -
1 stop17h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![Frontier logo]()
$118
This Mytrip deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” 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 12/237:49 pm -
1 stop16h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![Frontier logo]()
$119
This CheapOair deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” 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 11/1712:19 pm -
1 stop5h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![Frontier logo]()
$120
This Delta deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” 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 12/910:07 am -
2 stops7h 54m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/3![Delta logo]()
$121
This Super.com deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” 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 11/219:14 pm -
1 stop11h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/3![Frontier logo]()
$123
This Super.com deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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.
Tue 11/249:14 pm -
1 stop10h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/30![Frontier logo]()
$124
This Delta deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” 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 12/58:10 am -
2 stops9h 51m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![Delta logo]()
$125
This Super.com deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” 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.
Thu 11/269:14 pm -
1 stop10h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![Frontier logo]()
$126
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 November 5, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $187 (Mytrip) |
One-way from | $113 (Kiwi.com) |
Popular in | September |
Cheapest in | April |
Average price | $153 |
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 7,457,451 searches. Data last updated November 5, 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
Wed 12/9
10:07 am-6:01 pm
2 stops7h 54m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$121
HoustonChicago
IAH Houston George Bush Intcntl - MDW Chicago Midway
IAHMDW
Houston George Bush Intcntl
Sat 12/5
8:10 am-6:01 pm
2 stops9h 51m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$125
Quickest round-trip
HoustonChicago
IAH Houston George Bush Intcntl - MDW Chicago Midway
IAHMDW
Houston George Bush Intcntl
Tue 11/10
12:19 pm-5:47 pm
1 stop5h 28m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$138
HoustonChicago
IAH Houston George Bush Intcntl - MDW Chicago Midway
IAHMDW
Houston George Bush Intcntl
Thu 11/26
9:14 pm-8:12 am
1 stop10h 58m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$146
HoustonChicago
IAH Houston George Bush Intcntl - MDW Chicago Midway
IAHMDW
Houston George Bush Intcntl
Thu 11/19
12:05 pm-5:47 pm
1 stop5h 42m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$157
HoustonChicago
IAH Houston George Bush Intcntl - MDW Chicago Midway
IAHMDW
Houston George Bush Intcntl
Fri 11/27
5:10 am-11:25 am
1 stop6h 15m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$159
HoustonChicago
IAH Houston George Bush Intcntl - MDW Chicago Midway
IAHMDW
Houston George Bush Intcntl
Tue 1/19
11:17 am-11:55 pm
2 stops12h 38m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$164
HoustonChicago
IAH Houston George Bush Intcntl - MDW Chicago Midway
IAHMDW
Houston George Bush Intcntl
Thu 12/3
7:00 am-4:50 pm
2 stops9h 50m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$164
HoustonChicago
IAH Houston George Bush Intcntl - MDW Chicago Midway
IAHMDW
Houston George Bush Intcntl
Thu 11/26
11:05 am-10:54 pm
2 stops11h 49m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$164
HoustonChicago
IAH Houston George Bush Intcntl - MDW Chicago Midway
IAHMDW
Houston George Bush Intcntl
Tue 1/12
5:15 am-4:55 pm
2 stops11h 40m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$164
Showing 1-10 of 21 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 November.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy- | 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 September is currently the most expensive (average of $618). 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 November 5, 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 at noon tend to be the most expensive. A flight in the evening could potentially save you up to 20% on airfare.
How often are flights from Houston to Chicago delayed?
About 21% of weekly flights between Houston and Chicago have experienced delays in the past year, with the average delay time being 197 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 19% 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 November 5, 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.
Crew
8.5
Entertainment
7.8
Boarding
8.1
Overall
7.8
Food
7.2
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentStacey-Ann,Aug 2023
IAH - ATL
Crew
8.5
Entertainment
7.8
Boarding
8.1
Overall
7.8
Food
7.2
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentStacey-Ann,Aug 2023
IAH - ATL
Crew
8.5
Entertainment
7.8
Boarding
8.1
Overall
7.8
Food
7.2
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentStacey-Ann,Aug 2023
IAH - ATL
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| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$94 | Average$173 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$228 | Average$328 | FlexibilityNo cancel fee | On-timeN/A |