Use the Orange Line for a quick, affordable trip to MDW. It operates nearly 24 hours, reaching downtown in under 30 minutes.

Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $136 (Southwest) |
One-way from | $51 (Southwest) |
Popular in | July |
Cheapest in | August |
Average price | $510 |
Good round-trip deal | $278 or less |
Good one-way deal | $143 or less |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoSt. Louis
MDW - STL
MDWSTL
Chicago Midway
Wed 12/24
5:15 pm-6:30 pm
Nonstop1h 15m
Lambert-St Louis
Sat 1/10
5:50 pm-7:00 pm
Nonstop1h 10m
ChicagoSt. Louis
MDW - STL
MDWSTL
Chicago Midway
Thu 12/4
9:25 am-10:40 am
Nonstop1h 15m
Lambert-St Louis
Mon 12/8
4:25 pm-5:35 pm
Nonstop1h 10m
ChicagoSt. Louis
MDW - STL
MDWSTL
Chicago Midway
Wed 12/24
6:12 am-9:40 am
1 stop27h 28m
Lambert-St Louis
Sat 1/10
7:43 pm-9:13 am
2 stops13h 30m
ChicagoSt. Louis
MDW - STL
MDWSTL
Chicago Midway
Thu 11/13
12:30 pm-9:07 am
1 stop20h 37m
Lambert-St Louis
Fri 11/14
4:56 pm-10:08 pm
1 stop5h 12m
ChicagoSt. Louis
MDW - STL
MDWSTL
Chicago Midway
Thu 12/4
9:34 am-1:53 pm
1 stop4h 19m
Lambert-St Louis
Wed 12/10
6:39 am-12:34 pm
1 stop5h 55m
ChicagoSt. Louis
MDW - STL
MDWSTL
Chicago Midway
Wed 12/31
11:25 am-12:35 pm
Nonstop1h 10m
ChicagoSt. Louis
MDW - STL
MDWSTL
Chicago Midway
Sat 1/17
3:55 pm-5:10 pm
Nonstop1h 15m
ChicagoSt. Louis
MDW - STL
MDWSTL
Chicago Midway
Tue 1/20
6:10 am-7:35 am
Nonstop1h 25m
ChicagoSt. Louis
MDW - STL
MDWSTL
Chicago Midway
Sun 1/18
6:10 am-7:35 am
Nonstop1h 25m
ChicagoSt. Louis
MDW - STL
MDWSTL
Chicago Midway
Thu 1/1
8:25 am-9:40 am
Nonstop1h 15m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars |
Unlike in the morning, when flights are generally more expensive, you can save up to 32% on flights from Chicago Midway Airport to St. Louis by exploring options for tickets at noon.
Travelers seeking maximum savings on their Chicago Midway Airport to St. Louis flight should consider departing on Monday afternoons when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
About 11% of weekly flights between Chicago and St. Louis have experienced delays in the past year, with the average delay time being 102 minutes.
Historically, flights departing in the morning 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 Sunday has historically faced a higher average of delays compared to other days of the week.
Over the last year, Delta have had the lowest number of delays on this route, with no flights being classified as delayed.
Comfort
Overall
Boarding
Crew
Food
Entertainment
Reviews
Mike,Aug 2025
OKC - AUS
Comfort
Overall
Boarding
Crew
Food
Entertainment
Reviews
Mike,Aug 2025
OKC - AUS
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$77 | Average$298 | FlexibilityNo cancel fee | On-time63% |