$59+ Cheap flights from St. Louis (STL) 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 11/5. Fares are subject to change and may not be available on all flights or dates of travel.
STL — MDW
Oct 22 — Oct 291
Round-trip
1 adult, Economy
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Find cheap flights from St. Louis 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
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.Cheap flight deals from St. Louis to Midway
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Best
Last-minute
One-way
Cheapest flights from St. Louis to MidwayExplore the most affordable flight options available from St. Louis to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 22, 2026.
Explore the most affordable flight options available from St. Louis to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 22, 2026.
This Southwest deal was found by Cheapflights users on 9/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1510:00 pm -
Nonstop1h 10m
Thu 10/2210:05 pm -
Nonstop1h 15m
Deal found 9/17![Southwest logo]()
$117
This Expedia deal was found by Cheapflights users on 9/20. 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.
Wed 10/146:35 pm -
1 stop5h 08m
Wed 10/286:16 am -
1 stop11h 24m
Deal found 9/20![Frontier logo]()
$118
This Southwest deal was found by Cheapflights users on 9/21. 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.
Tue 10/2010:20 am -
2 stops5h 50m
Tue 10/278:50 pm -
Nonstop1h 15m
Deal found 9/21![Southwest logo]()
$132
This Southwest deal was found by Cheapflights users on 9/18. 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 10/108:25 am -
1 stop6h 50m
Mon 10/1210:05 pm -
Nonstop1h 15m
Deal found 9/18![Southwest logo]()
$133
This Expedia deal was found by Cheapflights users on 9/21. 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.
Wed 10/146:35 pm -
1 stop5h 08m
Fri 10/306:16 am -
1 stop11h 24m
Deal found 9/21![Frontier logo]()
$135
This Southwest deal was found by Cheapflights users on 9/18. 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.
Mon 11/23:55 pm -
1 stop6h 25m
Thu 11/56:10 pm -
1 stop6h 00m
Deal found 9/18![Southwest logo]()
$137
This Southwest deal was found by Cheapflights users on 9/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/910:00 pm -
Nonstop1h 10m
Mon 10/1210:05 pm -
Nonstop1h 15m
Deal found 9/17![Southwest logo]()
$144
This Southwest deal was found by Cheapflights users on 9/21. 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 10/2210:00 pm -
Nonstop1h 10m
Fri 10/238:00 pm -
1 stop4h 40m
Deal found 9/21![Southwest logo]()
$154
This Delta deal was found by Cheapflights users on 9/20. 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 11/231:41 pm -
1 stop4h 23m
Wed 12/29:37 am -
1 stop3h 53m
Deal found 9/20![Delta logo]()
$157
Best flights from St. Louis to MidwayDiscover carefully curated flight deals from St. Louis to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 22, 2026.
Discover carefully curated flight deals from St. Louis to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 22, 2026.
This Southwest deal was found by Cheapflights users on 9/21. 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 10/285:50 am -
Nonstop1h 05m
Thu 10/297:50 am -
Nonstop1h 10m
Deal found 9/21![Southwest logo]()
$117
This Southwest deal was found by Cheapflights users on 9/21. 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 10/1510:00 pm -
Nonstop1h 10m
Mon 10/196:30 pm -
1 stop5h 10m
Deal found 9/21![Southwest logo]()
$127
This Southwest deal was found by Cheapflights users on 9/19. 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.
Mon 12/74:40 pm -
Nonstop1h 05m
Tue 12/86:40 am -
1 stop6h 25m
Deal found 9/19![Southwest logo]()
$127
This Southwest deal was found by Cheapflights users on 9/21. 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 10/145:50 am -
Nonstop1h 05m
Fri 10/3010:05 pm -
Nonstop1h 15m
Deal found 9/21![Southwest logo]()
$144
This Southwest deal was found by Cheapflights users on 9/20. 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.
Tue 10/2010:20 am -
2 stops5h 50m
Tue 10/271:05 pm -
2 stops5h 55m
Deal found 9/20![Southwest logo]()
$147
This Southwest deal was found by Cheapflights users on 9/21. 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 10/173:00 pm -
1 stop4h 45m
Fri 10/307:50 am -
Nonstop1h 10m
Deal found 9/21![Southwest logo]()
$154
This Southwest deal was found by Cheapflights users on 9/18. 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 10/163:55 pm -
1 stop5h 45m
Thu 10/2211:50 am -
1 stop3h 05m
Deal found 9/18![Southwest logo]()
$164
This Southwest deal was found by Cheapflights users on 9/19. 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.
Mon 11/21:05 pm -
Nonstop1h 05m
Tue 11/31:15 pm -
1 stop6h 15m
Deal found 9/19![Southwest logo]()
$197
This Southwest deal was found by Cheapflights users on 9/18. 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 10/106:05 am -
Nonstop1h 05m
Thu 10/1511:05 am -
Nonstop1h 10m
Deal found 9/18![Southwest logo]()
$198
This Southwest deal was found by Cheapflights users on 9/18. 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 10/2210:00 pm -
Nonstop1h 10m
Sat 10/246:35 am -
2 stops7h 50m
Deal found 9/18![Southwest logo]()
$213
This Southwest deal was found by Cheapflights users on 9/21. 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 11/192:25 pm -
Nonstop1h 05m
Sat 11/214:20 pm -
2 stops7h 30m
Deal found 9/21![Southwest logo]()
$213
Last-minute flights from St. Louis to MidwayDiscover last-minute flight deals from St. Louis to Midway. Data last updated September 22, 2026 and is based on user searches.
Discover last-minute flight deals from St. Louis to Midway. Data last updated September 22, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 9/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/910:00 pm -
Nonstop1h 10m
Mon 10/1210:05 pm -
Nonstop1h 15m
Deal found 9/17![Southwest logo]()
$144
This Southwest deal was found by Cheapflights users on 9/18. 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 10/108:25 am -
1 stop6h 50m
Mon 10/1210:05 pm -
Nonstop1h 15m
Deal found 9/18![Southwest logo]()
$133
This Expedia deal was found by Cheapflights users on 9/20. 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.
Wed 10/146:35 pm -
1 stop5h 08m
Wed 10/286:16 am -
1 stop11h 24m
Deal found 9/20![Frontier logo]()
$118
This Expedia deal was found by Cheapflights users on 9/21. 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.
Wed 10/146:35 pm -
1 stop5h 08m
Fri 10/306:16 am -
1 stop11h 24m
Deal found 9/21![Frontier logo]()
$135
This Southwest deal was found by Cheapflights users on 9/20. 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 10/142:20 pm -
1 stop5h 10m
Thu 10/2211:50 am -
1 stop3h 05m
Deal found 9/20![Southwest logo]()
$137
This Southwest deal was found by Cheapflights users on 9/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1510:00 pm -
Nonstop1h 10m
Thu 10/2210:05 pm -
Nonstop1h 15m
Deal found 9/17![Southwest logo]()
$117
This Southwest deal was found by Cheapflights users on 9/18. 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 10/163:55 pm -
1 stop5h 45m
Thu 10/2211:50 am -
1 stop3h 05m
Deal found 9/18![Southwest logo]()
$164
This Southwest deal was found by Cheapflights users on 9/21. 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.
Tue 10/2010:20 am -
2 stops5h 50m
Tue 10/278:50 pm -
Nonstop1h 15m
Deal found 9/21![Southwest logo]()
$132
This Southwest deal was found by Cheapflights users on 9/21. 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 10/2210:00 pm -
Nonstop1h 10m
Fri 10/238:00 pm -
1 stop4h 40m
Deal found 9/21![Southwest logo]()
$154
One-way flights from St. Louis to MidwaySearch for one-way flight options from St. Louis to Midway. Find affordable one-way fares based on user searches. Data last updated September 22, 2026.
Search for one-way flight options from St. Louis to Midway. Find affordable one-way fares based on user searches. Data last updated September 22, 2026.
This Southwest deal was found by Cheapflights users on 9/20. 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 10/218:50 pm -
Nonstop1h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Southwest logo]()
$59
This Trip.com deal was found by Cheapflights users on 9/19. 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 10/216:35 pm -
1 stop5h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![Frontier logo]()
$61
This Southwest deal was found by Cheapflights users on 9/18. 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.
Mon 10/193:55 pm -
1 stop5h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Southwest logo]()
$69
This Southwest deal was found by Cheapflights users on 9/21. 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.
Tue 10/2010:20 am -
2 stops5h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Southwest logo]()
$74
This Frontier deal was found by Cheapflights users on 9/18. 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 10/166:35 pm -
1 stop5h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Frontier logo]()
$76
This Delta deal was found by Cheapflights users on 9/18. 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 10/2012:28 pm -
1 stop4h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Delta logo]()
$79
This Southwest deal was found by Cheapflights users on 9/20. 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 10/166:10 pm -
Nonstop1h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Southwest logo]()
$86
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/186:44 pm -
1 stop5h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Frontier logo]()
$92
This Southwest deal was found by Cheapflights users on 9/20. 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 11/219:50 am -
1 stop5h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Southwest logo]()
$96
This Super.com deal was found by Cheapflights users on 9/17. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/166:44 pm -
1 stop5h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Frontier logo]()
$97
This Priceline deal was found by Cheapflights users on 9/19. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/126:35 pm -
1 stop5h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![Frontier logo]()
$103
Find flight deals from St. Louis to Midway
Discover tips and strategies to find the most affordable flight options for your journey from St. Louis (STL) 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 September 22, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $117 (Southwest) |
One-way from | $59 (Southwest) |
Popular in | March |
Cheapest in | October |
Average price | $368 |
Good round-trip deal | $308 or less |
Good one-way deal | $243 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from St. Louis 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 September 22, 2026.
Use the filters below to find and compare flights from St. Louis to Chicago Midway Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
St. LouisChicago
STL Lambert-St Louis - MDW Chicago Midway
STLMDW
Lambert-St Louis
Thu 11/5
1:05 pm-2:10 pm
Nonstop1h 05m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$59
St. LouisChicago
STL Lambert-St Louis - MDW Chicago Midway
STLMDW
Lambert-St Louis
Sat 11/21
9:50 pm-11:00 pm
Nonstop1h 10m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$59
St. LouisChicago
STL Lambert-St Louis - MDW Chicago Midway
STLMDW
Lambert-St Louis
Mon 10/12
10:00 pm-11:10 pm
Nonstop1h 10m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$59
St. LouisChicago
STL Lambert-St Louis - MDW Chicago Midway
STLMDW
Lambert-St Louis
Sat 11/7
4:20 pm-5:25 pm
Nonstop1h 05m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$59
St. LouisChicago
STL Lambert-St Louis - MDW Chicago Midway
STLMDW
Lambert-St Louis
Thu 11/19
4:40 pm-5:50 pm
Nonstop1h 10m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$59
St. LouisChicago
STL Lambert-St Louis - MDW Chicago Midway
STLMDW
Lambert-St Louis
Wed 11/18
2:25 pm-3:30 pm
Nonstop1h 05m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$59
St. LouisChicago
STL Lambert-St Louis - MDW Chicago Midway
STLMDW
Lambert-St Louis
Tue 10/20
2:25 pm-3:30 pm
Nonstop1h 05m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$59
St. LouisChicago
STL Lambert-St Louis - MDW Chicago Midway
STLMDW
Lambert-St Louis
Thu 12/17
8:30 am-2:55 pm
1 stop6h 25m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$69
St. LouisChicago
STL Lambert-St Louis - MDW Chicago Midway
STLMDW
Lambert-St Louis
Tue 10/20
12:28 pm-4:47 pm
1 stop4h 19m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$79
St. LouisChicago
STL Lambert-St Louis - MDW Chicago Midway
STLMDW
Lambert-St Louis
Wed 10/28
5:50 am-6:55 am
Nonstop1h 05m
Chicago Midway
Thu 10/29
7:50 am-9:00 am
Nonstop1h 10m
$117
Showing 1-10 of 21 resultsSorted by cheapest first
Compare providers for flights from St. Louis 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 St. Louis to Midway in September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on St. Louis-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 St. Louis-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from St. Louis-Chicago Midway Airport flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on St. Louis-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 St. Louis-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 St. Louis to Midway
Have a flexible travel schedule? Discover the best time to fly to Midway from St. Louis with our price prediction graph.
STL-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 St. Louis to Chicago Midway Airport
What is the cheapest time of day to fly from STL to MDW?
Find hourly flight availability from St. Louis 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 September 22, 2026.
When flying from St. Louis to Chicago Midway Airport, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 14% versus a flight in the evening.
What is the cheapest day to fly from St. Louis to Chicago Midway Airport?
Use this chart to determine the cheapest time to fly round-trip from St. Louis to Midway. Price data was last updated on September 19, 2026.
Travelers seeking maximum savings on their St. Louis to Chicago Midway Airport flight should consider departing on Monday at noon when fares are most often at their lowest. Tuesday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
How much does it cost to fly round-trip from St. Louis to Chicago Midway Airport?
Airfare is below average for this route at the moment.
St. Louis to Chicago Midway Airport flights typically cost between $247 and $426 in October.The cheapest round-trip price found within the last 5 days was $117 on Southwest (Oct 15-Oct 19).
The best insider tips for St. Louis 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 St. Louis 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 September 22, 2026.
Read through reviews of airlines operating flights from St. Louis to Chicago Midway Airport, such as Southwest. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.0
Food
7.0
Entertainment
7.5
Overall
8.0
Crew
8.6
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Food
7.0
Entertainment
7.5
Overall
8.0
Crew
8.6
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
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Find useful and relevant information for your journey from St. Louis 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
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Top airline flying from St. Louis to Midway
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| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$187 | Average$496 | FlexibilityNo cancel fee | On-time63% |