MDW - GSP

$128 Find Cheap Flights from Chicago Midway Airport to Greenville

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Greenville departing on 4/29. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Greenville

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Greenville, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Greenville, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

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Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Everything you should know

Cheapest round-trip
$259
Multiple Airlines
Mon 4/20Fri 4/24
MDW - GSP • 1 stop
Cheapest one-way
$128
Multiple Airlines
Wed 4/29
MDW - GSP • 2 stops
Top airlines
Cheapest • from $269 (round-trip)
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Midway and Greenville. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $299 (round-trip)
Shortest trip • 3h 20m (one-way)
Insights
Insights
Insights
Insights
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Greenville!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Midway to Greenville (MDW-GSP)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Greenville that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Greenville

Mon, Apr 20 - Fri, Apr 24
Multiple Airlines Logo
9:14 am - 7:38 pm
MDW
-
GSP
9h 24m
1 stop
Multiple Airlines Logo
8:18 pm - 4:13 pm
GSP
-
MDW
20h 55m
1 stop
$259Multiple Airlines
Mon, Apr 6 - Fri, Apr 10
Southwest Logo
6:25 pm - 10:45 pm
MDW
-
GSP
3h 20m
1 stop
Southwest Logo
6:25 pm - 9:00 pm
GSP
-
MDW
3h 35m
1 stop
$264Southwest
Sat, Apr 18 - Tue, Apr 21
Southwest Logo
2:15 pm - 8:40 pm
MDW
-
GSP
5h 25m
1 stop
Southwest Logo
5:05 pm - 10:15 pm
GSP
-
MDW
6h 10m
1 stop
$269Southwest
Mon, Apr 6 - Fri, Apr 10
Southwest Logo
6:25 pm - 10:45 pm
MDW
-
GSP
3h 20m
1 stop
Southwest Logo
6:25 pm - 10:45 pm
GSP
-
MDW
5h 20m
2 stops
$270Southwest
Sat, Apr 18 - Tue, Apr 21
Southwest Logo
4:20 pm - 8:40 pm
MDW
-
GSP
3h 20m
1 stop
Southwest Logo
1:55 pm - 7:30 pm
GSP
-
MDW
6h 35m
1 stop
$272Southwest
Mon, Apr 20 - Fri, Apr 24
Multiple Airlines Logo
6:00 am - 4:53 pm
MDW
-
GSP
9h 53m
2 stops
Multiple Airlines Logo
8:18 pm - 4:13 pm
GSP
-
MDW
20h 55m
1 stop
$273Multiple Airlines
Sat, Apr 18 - Tue, Apr 21
Southwest Logo
6:10 am - 4:35 pm
MDW
-
GSP
9h 25m
2 stops
Southwest Logo
5:05 pm - 10:15 pm
GSP
-
MDW
6h 10m
1 stop
$274Southwest
Sat, Apr 18 - Tue, Apr 21
Southwest Logo
7:25 am - 4:35 pm
MDW
-
GSP
8h 10m
2 stops
Southwest Logo
5:05 pm - 10:15 pm
GSP
-
MDW
6h 10m
1 stop
$277Southwest
Sun, Apr 19 - Tue, Apr 21
Southwest Logo
5:15 am - 1:10 pm
MDW
-
GSP
6h 55m
1 stop
Southwest Logo
1:55 pm - 7:30 pm
GSP
-
MDW
6h 35m
1 stop
$279Southwest
Tue, Apr 14 - Tue, Apr 21
Southwest Logo
10:15 am - 8:00 pm
MDW
-
GSP
8h 45m
2 stops
Southwest Logo
1:55 pm - 10:15 pm
GSP
-
MDW
9h 20m
2 stops
$280Southwest
Booking Insights

KAYAK's insights & trends for Midway to Greenville flights

Get data-powered insights and trends into flights from Midway to Greenville to help you find the cheapest flights, the best time to fly and much more.

Which airlines provide the cheapest flights from Chicago Midway Airport to Greenville?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Chicago Midway Airport to Greenville were found on Southwest ($269) and Delta ($295).

Good to know

Cheapest flight$128
Flight from Chicago Midway Airport to Greenville

When to book flights from Midway to Greenville

Are your dates flexible? Find out the best times to travel from Midway to Greenville based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago Midway Airport to Greenville flights

  • What is the cheapest flight from Chicago Midway Airport to Greenville?

    In the last 3 days, the lowest price for a flight from Chicago Midway Airport to Greenville was $128 for a one-way ticket and $269 for a round-trip.

  • Do I need a passport to fly between Chicago Midway Airport and Greenville?

    A passport is not required to fly from Chicago Midway Airport to Greenville.

  • Which airports will I be using when flying from Chicago Midway Airport to Greenville?

    On your way to Greenville, you’ll fly out from Chicago Midway. You’ll be landing at Greenville.

  • Which aircraft models fly most regularly from Chicago Midway Airport to Greenville?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Chicago Midway Airport to Greenville?

    SkyTeam is the only airline alliance operating flights between Chicago Midway Airport and Greenville.

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Greenville?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago Midway Airport to Greenville.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Greenville?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Greenville from Chicago Midway Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago Midway Airport to Greenville?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Greenville with an airline and back to Chicago Midway Airport with another airline. Booking your flights between Chicago Midway Airport and GSP can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to Greenville?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Greenville from Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Midway to Greenville

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Greenville. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Midway to Greenville? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 8286 reviews
7.9Comfort
7.2Food
8.5Crew
8.1Boarding
7.8Entertainment
Airline reviews

My flight was canceled on Sunday. Rebooking took three hours. Had to pay for accommodations another night. New flight was delayed for 5 hours, all that was sent was a 12 dollar food voucher, which doesn’t tell you how to use it. Then when we landed we had to sit on the plane for an hour before we could get off.

2.0 MediocreAnonymous, Mar 2026
LAX - BNA
Read more Delta reviews

My flight was canceled on Sunday. Rebooking took three hours. Had to pay for accommodations another night. New flight was delayed for 5 hours, all that was sent was a 12 dollar food voucher, which doesn’t tell you how to use it. Then when we landed we had to sit on the plane for an hour before we could get off.

Miserable. This entire round trip was miserable. I booked evening flights to and from Detroit on consecutive days that should have had me at my destination by 10:30. Instead I arrived after 3am on my flight to Detroit and after midnight on my return. Multiple unforced errors like awaiting bags to get put on the plane for almost an hour in Detroit and a 20 minute delay to pull up to the gate in Atlanta has me rethinking my assumption that delta is the best and most reliable airline

Perhaps when you’re sitting in 1st class and the crew closes the bathroom for the pilots, there could be a notification other than holding your hands up as a blockade when you get there and you’re told the restrooms are closed please turn around … especially at night when visibility is poor and you’re met by a flight attendants with their arms up

First class is comfortable. Enjoyed a movie and was able to relax compared to coach.

Loved flying First Class. Very comfortable. The seat was amazing. Enjoyed a movie and was able to relax so much better than in coach.

We landed and sat on the tarmac for 45 minutes because they only have one gate at the airport and there was another plane running late so we had to wait

The WiFi was not working. That made for a long flight.

Absolutely no communication on why there's a delay and multiple flight time reschedules. I would have canceled the flight and drove back home if I known it was going to be rescheduled 3 or 4 times.

Another late night flight and MORE men belligerently drinking and yelling. I had to move from first to economy because they were so obnoxious and disruptive. Crazy to go from a cozy chair to cardboard when you were supposed to be in first. Delta allows was too much drinking which leads to belligerent behavior.

I was in first class and literally the men behind me were so aggressively loud I moved myself to economy. This has become so common on Delta - people using audio without headphones, and men on 12am / late night flights drinking and yelling to talk to each other which prevents anyone around them from resting. Pretty crazy to have to move from first to economy (poorer service, less comfort...). Wild wild. Looking into other airlines.

Everything you need to know for your flight from Midway to Greenville

Information on your arrival and departure airports