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$59+ Cheap flights from St. Louis (STL) 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 8/5. Fares are subject to change and may not be available on all flights or dates of travel.
STL — MDW
jun. 17 — jun. 241
mar. 6/17
mar. 6/24
1 adult, Economy
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Cheap 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 junio 12, 2025.

Round-trip from

$97
(Southwest)

One-way from

$59
(Southwest)

Popular in

August

Cheapest in

December

Average price

$280

Good round-trip deal

$274 or less

Good one-way deal

$148 or less
From Lambert-St Louis to Chicago Midway
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One-way flight from Lambert-St Louis to Chicago Midway
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Highest demand for flights based on searches. 10% potential increase in price ($34 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Price to beat on a round-trip flight from Lambert-St Louis to Chicago Midway.
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Price to beat on a one-way flight from Lambert-St Louis to Chicago Midway.
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Find flight deals from St. Louis to Midway

Cheapest flights from St. Louis to Midway
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 junio 12, 2025.

This Southwest deal was found by Cheapflights users on 6/11. 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.
mié. 8/611:35 amSTL - MDW
Nonstop1h 05mSouthwest
lun. 8/186:05 pmMDW - STL
Nonstop1h 15mSouthwest
Deal found 6/11$97
This Delta deal was found by Cheapflights users on 6/10. 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.
sáb. 11/86:30 amSTL - MDW
1 stop6h 39mDelta
mar. 11/116:00 amMDW - STL
1 stop4h 40mDelta
Deal found 6/10$177
This Frontier deal was found by Cheapflights users on 6/10. 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.
sáb. 7/262:52 pmSTL - MDW
1 stop7h 43mFrontier
dom. 7/276:20 amMDW - STL
1 stop7h 14mFrontier
Deal found 6/10$221

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 2,558,603 searches. Data last updated junio 12, 2025.
Use the filters below to find and compare flights from St. Louis to Chicago Midway Airport that are best for you.

Fly from

St. Louis

Fly to

Midway

Route

Depart

Return

Price

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

jue. 8/7

6:00 pm-11:50 pm

1 stop5h 50m

Chicago Midway

lun. 8/11

7:30 am-8:40 am

Nonstop1h 10m

$87

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

sáb. 11/8

6:30 am-1:09 pm

1 stop6h 39m

Chicago Midway

mar. 11/11

6:00 am-10:40 am

1 stop4h 40m

$177

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

sáb. 7/26

2:52 pm-10:35 pm

1 stop7h 43m

Chicago Midway

dom. 7/27

6:20 am-1:34 pm

1 stop7h 14m

$221

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

mar. 8/5

11:10 am-5:05 pm

1 stop5h 55m

$59

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

mié. 8/20

11:23 am-5:37 pm

1 stop6h 14m

$89

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

lun. 9/1

1:26 pm-9:02 am

1 stop19h 36m

$122

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

jue. 8/21

10:50 am-8:42 am

2 stops21h 52m

$161

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

The best insider tips for St. Louis to Chicago Midway Airport flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Cheapflights partnered with top experts to bring you the best recommendations for your St. Louis to Chicago Midway Airport trip
Airports
STL

Security lines at STL are straightforward, typically taking 5-10 minutes off-peak. Check real-time wait times online before heading to the airport.

Read more about STLby Taryn White
MDW

The Orange Line train connects MDW to downtown Chicago in under 30 minutes, offering a convenient and affordable transportation option.

Read more about MDWby Ramsey Qubein
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on MDW

Ramsey Qubein

Ramsey Qubein

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more
Taryn White

Taryn White

Expert on STL

Taryn White

Taryn White

Taryn White is a freelance travel writer, digital creator, and travel advisor who has visited nearly 100 countries and all 50 states. She’s familiar with many airports and enjoys beach hopping, boutique hotels, spa experiences, and exploring local culture. Her work has appeared in Travel + Leisure, Condé Nast Traveler, National Geographic, Smithsonian Magazine, AFAR, and more.

Read more

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.
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 month to book a flight from St. Louis to Chicago Midway Airport?

Currently, April is the cheapest month in which you can book a flight from St. Louis to Chicago Midway Airport (average of $160). Flying from St. Louis to Chicago Midway Airport in November is currently the most expensive (average of $249). 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 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 junio 12, 2025.

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 in the evening, which can drop the price by up to 10% versus a flight in the afternoon.

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 June 8, 2025.

Travelers seeking maximum savings on their St. Louis to Chicago Midway Airport flight should consider departing on Tuesday evenings when fares are most often at their lowest. Tuesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Rainfall in Midway by month

Plan your trip to Midway by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.

Temperature in Midway by month

Plan your trip to Midway by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago Midway Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 junio 12, 2025.
Read through reviews of airlines operating flights from St. Louis to Chicago, such as Southwest, Delta and Frontier. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,287 reviews

Overall

8.0

Entertainment

7.6

Food

7.1

Boarding

8.2

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,287 reviews
Southwest
8.0
Very good
4,287 reviews

Overall

8.0

Entertainment

7.6

Food

7.1

Boarding

8.2

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,950 reviews
Southwest
8.0
Very good
4,287 reviews

Overall

8.0

Entertainment

7.6

Food

7.1

Boarding

8.2

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Frontier
5.9
Fair
3,295 reviews
Southwest
8.0
Very good
4,287 reviews

Overall

8.0

Entertainment

7.6

Food

7.1

Boarding

8.2

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Related info for your journey

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.

  • What airport do you fly from for flights from St. Louis to Chicago Midway?

    Located just 12.7 mi from the city center, Lambert-St Louis is the airport most travelers will use when flying to Chicago Midway from St. Louis. Booking flights from Lambert-St Louis (STL) to Chicago Midway should be relatively easy as there are 4 daily outbound flights to Chicago Midway from 1 airline.

  • What are the cheapest airlines flying from St. Louis to Chicago Midway Airport round-trip?

    Currently priced at $97, Southwest will fly you from St. Louis to Chicago Midway Airport and back. In addition to Southwest, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Delta and Frontier - these airlines can fly you to your destination from $177 and $221, respectively. Southwest is 68% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the cheapest airlines to fly from St. Louis to Chicago Midway Airport one-way?

    To fly one-way, consider booking your trip with Southwest, which is currently one of the cheapest options available, starting at $59. Delta flights start at $89 while deals on Frontier start at $122 one-way.

  • What are the cheapest flights from St. Louis to Chicago Midway Airport?

    The cheapest flight price from St. Louis to Chicago Midway Airport is $77. On average you can expect to pay $295. The most popular route, (Lambert-St Louis - Chicago Midway), can usually be booked for $97.

  • Can I find deals for flights from St. Louis to Midway that include hotel bookings?

    Yes. In addition to deals on St. Louis to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from St. Louis to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from St. Louis to Midway.

  • Can I find deals for business class flights from St. Louis to Midway?

    Yes. Cheapflights offers flight deals from St. Louis to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from St. Louis to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from St. Louis to Chicago Midway Airport (average of $160). Flying from St. Louis to Chicago Midway Airport in November is currently the most expensive (average of $249). 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.

See more FAQs

Traveling to a place near St. Louis?

Book flights to St. Louis if you plan to visit one of these locations
Merrillville
Lansing
Benton Harbor
Porter
Hammond
Valparaiso
Chesterton

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Top airline flying from St. Louis to Midway

Discover the top airline that operate flights from St. Louis 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 junio 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$168Average$284FlexibilityNo cancel feeOn-time63%

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