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$59+ Cheap flights from Saint Paul, MN 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 8/19. Fares are subject to change and may not be available on all flights or dates of travel.
MSP — MDW
Aug 4 — Aug 111
Mon 8/4
Mon 8/11
1 adult, Economy
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Cheapflights Tip: The best prices from Saint Paul to Chicago Midway are usually found in September or October, booked 56 days in advance, depart on a Thursday or Friday and return on a Wednesday

Cheap flight deals from Saint Paul to Midway

Keep the following information in mind while searching for Saint Paul to Midway flight deals. Data was last updated July 30, 2025.

Round-trip from

$97
(Southwest)

One-way from

$59
(Southwest)

Popular in

March

Cheapest in

September

Average price

$243
From Saint Paul to Chicago Midway
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One-way flight from Saint Paul to Chicago Midway
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Highest demand for flights based on searches. 8% potential increase in price ($22 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find flight deals from Saint Paul to Midway

Cheapest flights from Saint Paul to Midway
Explore the most affordable flight options available from Saint Paul to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 30, 2025.

This Southwest deal was found by Cheapflights users on 7/30. 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 11/83:00 pmMSP - MDW
Nonstop1h 35mSouthwest
Tue 11/118:10 amMDW - MSP
Nonstop1h 35mSouthwest
Deal found 7/30$97
This Delta deal was found by Cheapflights users on 7/30. 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.
Fri 8/224:05 pmMSP - MDW
Nonstop1h 32mDelta
Sat 8/231:43 pmMDW - MSP
Nonstop1h 42mDelta
Deal found 7/30$157
This Frontier deal was found by Cheapflights users on 7/28. 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.
Sat 8/24:14 pmMSP - MDW
1 stop6h 21mFrontier
Sat 8/96:20 amMDW - MSP
1 stop8h 31mFrontier
Deal found 7/28$178

Cheapflights Fare Finder

 
Customize your flight search to find flights from Saint Paul 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 July 30, 2025.
Use the filters below to find and compare flights from Saint Paul to Chicago Midway Airport that are best for you.

Fly from

Saint Paul

Fly to

Midway

Route

Depart

Return

Price

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Sat 8/23

7:14 am-8:51 am

Nonstop1h 37m

Chicago Midway

Tue 8/26

9:15 am-10:53 am

Nonstop1h 38m

$97

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Sat 8/23

3:25 pm-7:05 pm

1 stop3h 40m

Chicago Midway

Tue 8/26

8:20 pm-9:55 pm

Nonstop1h 35m

$107

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Sat 8/2

4:14 pm-10:35 pm

1 stop6h 21m

Chicago Midway

Sat 8/9

6:20 am-2:51 pm

1 stop8h 31m

$178

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Tue 8/19

4:30 pm-9:55 pm

1 stop5h 25m

$59

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Sun 8/31

4:05 pm-5:37 pm

Nonstop1h 32m

$62

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Sat 8/16

4:08 pm-10:33 pm

1 stop6h 25m

$83

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Fri 9/12

7:24 am-4:43 pm

1 stop9h 19m

$101

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

Best time to book a flight from Saint Paul to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Saint Paul 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 Saint Paul to Chicago Midway Airport

How far ahead should I book a flight from Saint Paul to Chicago Midway Airport?

Use this chart to determine the optimal time to book a round-trip flight from Saint Paul to Midway. Price data was last updated on July 25, 2025.

To ensure you get the cheapest price possible for a flight from Saint Paul to Chicago Midway Airport, you should look to book at least 56 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Currently, April is the cheapest month in which you can book a flight from Saint Paul to Chicago Midway Airport (average of $160). Flying from Saint Paul 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 SA1 to MDW?

Find hourly flight availability from Saint Paul 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 July 30, 2025.

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

What is the cheapest day to fly from Saint Paul to Chicago Midway Airport?

Use this chart to determine the cheapest time to fly round-trip from Saint Paul to Midway. Price data was last updated on July 27, 2025.

Travelers seeking maximum savings on their Saint Paul to Chicago Midway Airport flight should consider departing on Monday evenings when fares are most often at their lowest. Saturday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Saint Paul to Chicago Midway Airport

Explore weekly flight availability from Saint Paul 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 July 30, 2025.

The most flights from SA1 to MDW are scheduled on a Monday (13 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (4 on average).

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 July 30, 2025.
Read through reviews of airlines operating flights from Saint Paul to Chicago Midway Airport, such as Southwest, Delta, and Frontier. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,241 reviews

Entertainment

7.5

Boarding

8.1

Overall

8.0

Food

7.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,241 reviews
Southwest
8.0
Very good
4,241 reviews

Entertainment

7.5

Boarding

8.1

Overall

8.0

Food

7.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,980 reviews
Southwest
8.0
Very good
4,241 reviews

Entertainment

7.5

Boarding

8.1

Overall

8.0

Food

7.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Frontier
5.9
Fair
3,237 reviews
Southwest
8.0
Very good
4,241 reviews

Entertainment

7.5

Boarding

8.1

Overall

8.0

Food

7.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

Related info for your journey

Find useful and relevant information for your journey from Saint Paul 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 Saint Paul 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 $62 while deals on Frontier start at $83 one-way.

  • What are the most reliable airlines from Saint Paul to Chicago Midway Airport?

    The top 3 most reliable airlines when flying from Saint Paul to Chicago Midway Airport are WestJet (87%), SkyWest Airlines (85%) and Delta (85%).

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

    The cheapest flight price from Saint Paul to Chicago Midway Airport is $67. On average you can expect to pay $210. The most popular route, (Minneapolis St Paul - Chicago Midway), can usually be booked for $97.

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

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

  • How can I find direct flights from Saint Paul to Midway?

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

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

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

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

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Valparaiso
Chesterton

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Top 3 airlines flying from Saint Paul to Midway

Discover the top 3 airlines that operate flights from Saint Paul 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 July 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$97Average$273FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$97Average$223FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$107Average$209FlexibilityNo cancel feeOn-time69%

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