
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $79 (Super.com) |
One-way from | $53 (Super.com) |
Popular in | March |
Cheapest in | September |
Average price | $251 |
Good round-trip deal | $113 or less |
Good one-way deal | $99 or less |
Fly from
Fly to
Route
Depart
Return
Price
HoustonChicago
IAH - MDW
IAHMDW
Houston George Bush Intcntl
Fri 3/6
1:43 pm-4:13 pm
Nonstop2h 30m
Chicago Midway
Mon 3/9
10:00 am-12:58 pm
Nonstop2h 58m
HoustonChicago
IAH - MDW
IAHMDW
Houston George Bush Intcntl
Wed 2/18
7:21 am-7:07 pm
2 stops11h 46m
Chicago Midway
Fri 2/20
3:00 pm-6:06 pm
Nonstop3h 06m
HoustonChicago
IAH - MDW
IAHMDW
Houston George Bush Intcntl
Mon 3/2
10:30 am-1:08 pm
Nonstop2h 38m
Chicago Midway
Tue 3/3
7:30 am-5:12 pm
1 stop9h 42m
HoustonChicago
IAH - MDW
IAHMDW
Houston George Bush Intcntl
Mon 4/13
1:27 pm-3:59 pm
Nonstop2h 32m
Chicago Midway
Mon 4/13
9:04 pm-8:38 am
1 stop11h 34m
HoustonChicago
IAH - MDW
IAHMDW
Houston George Bush Intcntl
Thu 4/23
6:59 pm-8:04 am
1 stop13h 05m
Chicago Midway
Mon 4/27
9:14 am-6:04 pm
1 stop8h 50m
HoustonChicago
IAH - MDW
IAHMDW
Houston George Bush Intcntl
Fri 2/27
1:05 pm-6:38 pm
1 stop5h 33m
Chicago Midway
Sun 3/1
3:00 pm-6:06 pm
Nonstop3h 06m
HoustonChicago
IAH - MDW
IAHMDW
Houston George Bush Intcntl
Fri 2/13
6:15 am-5:53 pm
1 stop11h 38m
Chicago Midway
Fri 2/20
3:00 pm-6:06 pm
Nonstop3h 06m
HoustonChicago
IAH - MDW
IAHMDW
Houston George Bush Intcntl
Tue 2/24
12:42 pm-5:45 pm
1 stop5h 03m
Chicago Midway
Wed 3/4
6:00 am-11:35 am
1 stop5h 35m
HoustonChicago
IAH - MDW
IAHMDW
Houston George Bush Intcntl
Sat 2/28
5:30 am-10:21 am
1 stop4h 51m
Chicago Midway
Tue 3/10
10:45 am-3:51 pm
1 stop5h 06m
HoustonChicago
IAH - MDW
IAHMDW
Houston George Bush Intcntl
Wed 2/25
7:05 am-11:59 am
1 stop4h 54m
Chicago Midway
Tue 3/10
10:45 am-3:51 pm
1 stop5h 06m
| 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 Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*2 stars | |
| Price Accuracy- | Trust Score*1 star |
Currently, October is the cheapest month in which you can book a flight from Houston George Bush Intcntl Airport to Chicago Midway Airport (average of $63). Flying from Houston George Bush Intcntl Airport to Chicago Midway Airport in August is currently the most expensive (average of $150). 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.
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 19% on airfare.
Travelers seeking maximum savings on their Houston George Bush Intcntl Airport to Chicago Midway Airport flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
About 27% of weekly flights between Houston and Chicago have experienced delays in the past year, with the average delay time being 151 minutes.
Historically, flights departing in the early afternoon are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
Tuesday tends to have the lowest number of delays on this route, whereas Monday has historically faced a higher average of delays compared to other days of the week.
Over the last year, Frontier have had the lowest number of delays on this route, with just 27% of flights being delayed.
Food
Overall
Entertainment
Comfort
Crew
Boarding
Reviews
Jim,Nov 2025
AVL - ATL
Food
Overall
Entertainment
Comfort
Crew
Boarding
Reviews
Jim,Nov 2025
AVL - ATL
Food
Overall
Entertainment
Comfort
Crew
Boarding
Reviews
Jim,Nov 2025
AVL - ATL
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$87 | Average$194 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$216 | Average$331 | FlexibilityNo cancel fee | On-timeN/A |