Midway

$65+ Cheap flights from Missouri 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 3/10. Fares are subject to change and may not be available on all flights or dates of travel.
STL — MDW
Jan 26 — Feb 21
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Cheap flight deals from Missouri to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Missouri (USMO) 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 January 21, 2025.

Round-trip from

$137
(Southwest)

One-way from

$69
(Southwest)

Good round-trip deal

$309 or less

Good one-way deal

$191 or less
From Missouri to Chicago Midway
One-way flight from Missouri to Chicago Midway
Price to beat on a round-trip flight from Missouri to Chicago Midway.
Price to beat on a one-way flight from Missouri to Chicago Midway.

Find flight deals from Missouri to Midway

Cheapest flights from Missouri to Midway
Explore the most affordable flight options available from Missouri to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2025.

This Southwest deal was found by Cheapflights users on 1/21. 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 2/136:00 amSTL - MDW
Nonstop1h 10mSouthwest
Mon 2/1710:35 pmMDW - STL
Nonstop1h 15mSouthwest
Deal found 1/21$137
This CheapOair deal was found by Cheapflights users on 1/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/245:20 pmSTL - MDW
1 stop21h 52mFrontier
Sat 3/112:43 pmMDW - STL
1 stop11h 00mFrontier
Deal found 1/20$160
This Delta deal was found by Cheapflights users on 1/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/11:41 pmSTL - MDW
1 stop3h 22mDelta
Wed 5/79:30 amMDW - STL
1 stop3h 49mDelta
Deal found 1/21$177
This Gotogate deal was found by Cheapflights users on 1/19. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/198:35 pmMCI - MDW
1 stop27h 42mFrontier
Mon 2/246:40 amMDW - MCI
1 stop12h 55mFrontier
Deal found 1/19$216
This Delta deal was found by Cheapflights users on 1/20. 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.
Sat 5/33:35 pmSGF - MDW
1 stop6h 54mDelta
Tue 5/66:00 amMDW - SGF
1 stop5h 10mDelta
Deal found 1/20$237
This Southwest deal was found by Cheapflights users on 1/21. 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 2/139:20 pmMCI - MDW
Nonstop1h 20mSouthwest
Mon 2/1711:55 amMDW - MCI
Nonstop1h 30mSouthwest
Deal found 1/21$249
This Delta deal was found by Cheapflights users on 1/20. 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.
Tue 4/82:18 pmMCI - MDW
1 stop3h 44mDelta
Wed 4/169:30 amMDW - MCI
1 stop3h 47mDelta
Deal found 1/20$269

Find flights from Missouri to Midway within your budget

Customize your flight search to find flights from Missouri 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 January 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Thu 2/13

9:15 pm-10:30 pm

Nonstop1h 15m

Chicago Midway

Mon 2/17

5:25 am-6:45 am

Nonstop1h 20m

$137

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Mon 2/24

5:20 pm-3:12 pm

1 stop21h 52m

Chicago Midway

Sat 3/1

12:43 pm-11:43 pm

1 stop11h 00m

$160

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Wed 2/12

6:00 am-10:12 am

1 stop4h 12m

Chicago Midway

Thu 2/13

6:00 am-11:46 am

1 stop5h 46m

$177

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Wed 2/19

8:35 pm-12:17 am

1 stop27h 42m

Chicago Midway

Mon 2/24

6:40 am-7:35 pm

1 stop12h 55m

$216

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Sat 5/3

3:35 pm-10:29 pm

1 stop6h 54m

Chicago Midway

Tue 5/6

6:00 am-11:10 am

1 stop5h 10m

$237

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Thu 2/13

9:20 pm-10:40 pm

Nonstop1h 20m

Chicago Midway

Mon 2/17

11:55 am-1:25 pm

Nonstop1h 30m

$249

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Tue 4/8

2:18 pm-6:02 pm

1 stop3h 44m

Chicago Midway

Wed 4/16

9:30 am-1:17 pm

1 stop3h 47m

$269

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Mon 3/10

8:35 pm-12:17 am

1 stop27h 42m

$65

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Wed 3/5

2:50 pm-4:00 pm

Nonstop1h 10m

$69

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Sat 2/22

8:52 pm-5:31 am

1 stop8h 39m

$75

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

Showing 1-10 of 16 results
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Best time to book a flight from Missouri to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Missouri 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.

Travel insights for flights from Missouri to Midway

Get recent, data-driven insights about flights from Missouri to Midway including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Missouri to Chicago Midway Airport?

Currently, April is the cheapest month in which you can book a flight from Missouri to Chicago Midway Airport (average of $160). Flying from Missouri 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 MO to MDW?

Find hourly flight availability from Missouri 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 January 21, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Missouri to Chicago Midway Airport as you normally would.

Weekly flight availability from Missouri to Chicago Midway Airport

Explore weekly flight availability from Missouri to Midway. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated January 21, 2025.

The most flights from USMO to MDW are scheduled on a Monday (4 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (3 on average).

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 January 21, 2025.
Get a feel of what it's like to fly with Southwest, Frontier and Delta from Missouri to Chicago by reading reviews from past customers. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Crew

8.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.1
Very good
4,662 reviews
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Crew

8.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.0
Very good
8,521 reviews
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Crew

8.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

6.1
Okay
3,443 reviews
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Crew

8.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

Find useful and relevant information for your journey from Missouri to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What are the cheapest airlines to fly from Missouri to Chicago Midway Airport one-way?

    For one-way options, check prices for Southwest. According to our data, you can fly for as low as $69. Users have also found prices from $75 and $89 on Frontier and Delta, respectively.

  • What are the most popular routes from Missouri to Chicago Midway Airport?

  • What are the cheapest flights from Missouri to Chicago Midway Airport?

    The cheapest flight price from Missouri to Chicago Midway Airport is $121. On average you can expect to pay $357. The most popular route, (Kansas City - Chicago Midway), can usually be booked for $249.

  • Can I find deals for flights from Missouri to Midway that include hotel bookings?

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

  • How can I find direct flights from Missouri to Midway?

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

  • Can I find deals for business class flights from Missouri to Midway?

    Yes. Cheapflights offers flight deals from Missouri 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 Missouri to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Missouri to Chicago Midway Airport (average of $160). Flying from Missouri 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 Missouri?

Book flights to Missouri if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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Alternative routes for Missouri to Midway

See prices for flight routes from nearby airports that may be better suited for you.

Top 2 airlines flying from Missouri to Midway

Discover the top 2 airlines that operate flights from Missouri 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 January 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$168Average$299FlexibilityNo cancel feeOn-time63%
DeltaCheapest$263Average$397FlexibilityNo cancel feeOn-timeN/A
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