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Midway

$49+ 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 1/27. Fares are subject to change and may not be available on all flights or dates of travel.
MSP — MDW
nov. 29 — dic. 61
sáb. 11/29
sáb. 12/6
1 adult, Economy
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Cheapflights Tip: The best prices from Saint Paul to Chicago Midway are usually found in August or October, booked 65 days in advance, depart on a Thursday or Wednesday and return on a Wednesday

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 octubre 30, 2025.

This Delta deal was found by Cheapflights users on 10/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/107:24 amMSP - MDW
Nonstop1h 55mDelta
mié. 12/107:02 pmMDW - MSP
Nonstop1h 43mDelta
Deal found 10/28$97
This Southwest deal was found by Cheapflights users on 10/29. 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.
lun. 12/85:30 amMSP - MDW
1 stop5h 55mSouthwest
mar. 12/911:25 amMDW - MSP
Nonstop1h 30mSouthwest
Deal found 10/29$107
This Frontier deal was found by Cheapflights users on 10/27. 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.
lun. 11/1011:30 amMSP - MDW
1 stop7h 09mFrontier
lun. 11/1712:30 pmMDW - MSP
1 stop11h 44mFrontier
Deal found 10/27$110
This Southwest deal was found by Cheapflights users on 10/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/103:50 pmMSP - MDW
1 stop4h 55mSouthwest
lun. 12/155:15 pmMDW - MSP
1 stop4h 30mSouthwest
Deal found 10/28$117
This Delta deal was found by Cheapflights users on 10/30. 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.
vie. 12/54:30 pmMSP - MDW
Nonstop1h 48mDelta
lun. 12/87:02 pmMDW - MSP
Nonstop1h 43mDelta
Deal found 10/30$120
This Southwest deal was found by Cheapflights users on 10/29. 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.
vie. 12/55:35 pmMSP - MDW
Nonstop1h 40mSouthwest
lun. 12/85:15 pmMDW - MSP
1 stop4h 30mSouthwest
Deal found 10/29$130
This Southwest deal was found by Cheapflights users on 10/29. 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. 12/35:45 amMSP - MDW
2 stops6h 45mSouthwest
dom. 12/77:55 amMDW - MSP
Nonstop1h 30mSouthwest
Deal found 10/29$135
This Delta deal was found by Cheapflights users on 10/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/57:24 amMSP - MDW
Nonstop1h 55mDelta
dom. 12/71:50 pmMDW - MSP
Nonstop1h 40mDelta
Deal found 10/28$143

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 octubre 30, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$97
(Delta)

One-way from

$49
(Delta)

Popular in

March

Cheapest in

August

Average price

$183
Provider with most accurate pricing for Minneapolis St Paul-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Minneapolis St Paul-Chicago (CHI) flights.
Search Deals
From Saint Paul to Chicago Midway
Search Deals
One-way flight from Saint Paul to Chicago Midway
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($24 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

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 octubre 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

mié. 12/10

7:24 am-9:19 am

Nonstop1h 55m

Chicago Midway

mié. 12/10

1:50 pm-3:30 pm

Nonstop1h 40m

$97

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

mié. 12/17

5:45 am-12:35 pm

2 stops6h 50m

Chicago Midway

mié. 12/31

8:45 pm-10:15 pm

Nonstop1h 30m

$112

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

mié. 12/3

4:30 pm-6:18 pm

Nonstop1h 48m

Chicago Midway

vie. 12/5

1:50 pm-3:30 pm

Nonstop1h 40m

$120

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

vie. 12/12

7:24 am-9:19 am

Nonstop1h 55m

Chicago Midway

lun. 12/15

9:59 am-11:42 am

Nonstop1h 43m

$120

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

vie. 12/5

7:15 am-9:00 am

Nonstop1h 45m

Chicago Midway

lun. 12/8

5:15 pm-9:45 pm

1 stop4h 30m

$130

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

mar. 12/30

9:10 am-11:06 am

Nonstop1h 56m

Chicago Midway

mié. 12/31

11:48 am-1:32 pm

Nonstop1h 44m

$157

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

mar. 11/18

4:40 pm-6:18 pm

Nonstop1h 38m

Chicago Midway

mié. 11/19

9:41 am-11:23 am

Nonstop1h 42m

$163

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

jue. 12/4

6:10 am-12:34 pm

1 stop6h 24m

Chicago Midway

dom. 12/7

7:02 pm-8:45 pm

Nonstop1h 43m

$190

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

mar. 12/9

8:50 am-12:34 pm

1 stop3h 44m

Chicago Midway

vie. 12/12

1:50 pm-3:30 pm

Nonstop1h 40m

$190

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

mar. 1/27

11:22 am-1:09 pm

Nonstop1h 47m

$49

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Showing 1-10 of 19 results
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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 October 24, 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 65 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, August is the cheapest month in which you can book a flight from Saint Paul to Chicago Midway Airport (average of $77). Flying from Saint Paul to Chicago Midway Airport in July is currently the most expensive (average of $191). 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 octubre 30, 2025.

One of the essential ways to save on airfare from Saint Paul to Chicago Midway Airport is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the evening could potentially save you up to 14% on airfare.

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 October 26, 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. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

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 octubre 30, 2025.
Read through reviews of airlines operating flights from Saint Paul to Chicago Midway Airport, such as Southwest and Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,243 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,243 reviews
Southwest
8.0
Very good
4,243 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
7.9
Good
7,998 reviews
Southwest
8.0
Very good
4,243 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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.

  • How long is the flight from Saint Paul to Chicago Midway Airport?

    Departing from Saint Paul to Chicago Midway Airport will take you 1h 55m. Airlines will cover a distance of 348 mi. This flight may include one or multiple stops.

  • 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 (92%), SkyWest Airlines (90%) and Delta (90%).

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

    The cheapest flight price from Saint Paul to Chicago Midway Airport is $71. On average you can expect to pay $279. 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, August is the cheapest month in which you can book a flight from Saint Paul to Chicago Midway Airport (average of $77). Flying from Saint Paul to Chicago Midway Airport in July is currently the most expensive (average of $191). 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
Porter
Benton Harbor

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Top 2 airlines flying from Saint Paul to Midway

Discover the top 2 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 octubre 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$97Average$275FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$101Average$224FlexibilityNo cancel feeOn-time63%

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