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$108+ Cheap flights from Greenville (GSP) 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 7/5. Fares are subject to change and may not be available on all flights or dates of travel.
GSP — MDW
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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Cheap flight deals from Greenville to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Greenville (GSP) 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 June 12, 2025.

Round-trip from

$215
(Southwest)

One-way from

$108
(Delta)

Popular in

November

Cheapest in

June

Average price

$219
From Greenville to Chicago Midway
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One-way flight from Greenville to Chicago Midway
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Highest demand for flights based on searches. 18% potential increase in price ($79 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($22 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Find flight deals from Greenville to Midway

Cheapest flights from Greenville to Midway
Explore the most affordable flight options available from Greenville to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 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.
Sat 8/95:05 pmGSP - MDW
1 stop4h 40mSouthwest
Sat 8/239:35 amMDW - GSP
1 stop5h 55mSouthwest
Deal found 6/11$215
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/127:00 amGSP - MDW
1 stop6h 29mDelta
Wed 7/166:00 amMDW - GSP
1 stop3h 59mDelta
Deal found 6/11$217
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/262:19 pmGSP - MDW
2 stops20h 25mMultiple Airlines
Mon 6/308:05 amMDW - GSP
3 stops25h 18mMultiple Airlines
Deal found 6/11$684

Cheapflights Fare Finder

Customize your flight search to find flights from Greenville 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 June 12, 2025.
Use the filters below to find and compare flights from Greenville to Chicago Midway Airport that are best for you.

Fly from

Greenville

Fly to

Midway

Route

Depart

Return

Price

GreenvilleChicago

GSP - MDW

GSPMDW

Greenville

Sat 8/9

5:05 pm-8:45 pm

1 stop4h 40m

Chicago Midway

Sat 8/23

9:35 am-4:30 pm

1 stop5h 55m

$215

GreenvilleChicago

GSP - MDW

GSPMDW

Greenville

Sat 7/12

7:00 am-12:29 pm

1 stop6h 29m

Chicago Midway

Wed 7/16

6:00 am-10:59 am

1 stop3h 59m

$217

GreenvilleChicago

GSP - MDW

GSPMDW

Greenville

Thu 6/26

2:19 pm-9:44 am

2 stops20h 25m

Chicago Midway

Mon 6/30

8:05 am-10:23 am

3 stops25h 18m

$684

GreenvilleChicago

GSP - MDW

GSPMDW

Greenville

Sat 7/5

7:00 am-12:29 pm

1 stop6h 29m

$108

GreenvilleChicago

GSP - MDW

GSPMDW

Greenville

Sun 7/20

3:34 pm-9:41 am

2 stops19h 07m

$136

GreenvilleChicago

GSP - MDW

GSPMDW

Greenville

Fri 8/15

6:45 pm-12:05 am

1 stop6h 20m

$151

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

Best time to book a flight from Greenville to Midway

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

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

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

Find hourly flight availability from Greenville 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 June 12, 2025.

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

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 June 12, 2025.
Get a feel of what it's like to fly with Southwest, Delta and Allegiant Air from Greenville 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.
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.6

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

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.6

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

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.6

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.
Allegiant Air
7.3
Good
725 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.6

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 Greenville 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 Greenville to Chicago Midway?

    For a flight from Greenville to Chicago Midway, you will be flying from Greenville. Greenville (GSP) is just 10.4 mi from the center of the city. Greenville is the only Greenville airport and it handles 0 outbound flights to Chicago Midway per day. 2 airlines have flights to Chicago Midway from Greenville on a regular basis.

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

    Flying on Southwest is currently your cheapest option to Chicago Midway Airport, with prices starting at $215. Another option worth looking into is Delta, starting at $217 round trip. These flights start at 40% lower than the current average price 3 months from now.

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

    The cheapest airlines for a one-way flight from Greenville to Chicago Midway Airport are Delta ($108), Allegiant Air ($136), and Southwest ($151).

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

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

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

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

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

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

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

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

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Top 2 airlines flying from Greenville to Midway

Discover the top 2 airlines that operate flights from Greenville 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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$180Average$383FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$304Average$402FlexibilityNo cancel feeOn-time63%

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