MDW - GSP

$119 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 12/16. 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

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
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Flights 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

Sat, Sep 27 - Tue, Sep 30
Delta Logo
6:00 am - 1:09 pmMDW-GSP
6h 09m1 stop
Delta Logo
6:13 pm - 9:36 pmGSP-MDW
4h 23m1 stop
$215Delta
Find Deal
Tue, Aug 26 - Tue, Sep 2
Delta Logo
4:25 pm - 9:11 pmMDW-GSP
3h 46m1 stop
Delta Logo
7:05 am - 12:28 pmGSP-MDW
6h 23m1 stop
$222Delta
Find Deal
Wed, Aug 20 - Sun, Aug 24
Delta Logo
6:04 am - 11:29 amMDW-GSP
4h 25m1 stop
Delta Logo
7:05 am - 12:28 pmGSP-MDW
6h 23m1 stop
$229Delta
Find Deal
Wed, Sep 17 - Tue, Sep 30
Southwest Logo
6:25 am - 2:40 pmMDW-GSP
7h 15m1 stop
Southwest Logo
9:30 am - 5:05 pmGSP-MDW
8h 35m2 stops
$231Southwest
Find Deal
Tue, Sep 23 - Tue, Sep 23
Delta Logo
6:00 am - 11:24 amMDW-GSP
4h 24m1 stop
Delta Logo
6:13 pm - 9:36 pmGSP-MDW
4h 23m1 stop
$237Delta
Find Deal
Wed, Aug 27 - Tue, Sep 2
Southwest Logo
11:25 am - 7:55 pmMDW-GSP
7h 30m2 stops
Southwest Logo
9:30 am - 2:20 pmGSP-MDW
5h 50m1 stop
$242Southwest
Find Deal
Tue, Aug 19 - Wed, Aug 20
Southwest Logo
11:45 am - 6:05 pmMDW-GSP
5h 20m1 stop
Southwest Logo
9:30 am - 2:20 pmGSP-MDW
5h 50m1 stop
$243Southwest
Find Deal
Wed, Sep 17 - Tue, Sep 30
Southwest Logo
10:05 am - 7:55 pmMDW-GSP
8h 50m2 stops
Southwest Logo
3:25 pm - 10:25 pmGSP-MDW
8h 00m2 stops
$247Southwest
Find Deal
Tue, Aug 19 - Wed, Aug 20
Southwest Logo
1:00 pm - 7:55 pmMDW-GSP
5h 55m2 stops
Southwest Logo
6:45 pm - 11:20 pmGSP-MDW
5h 35m1 stop
$248Southwest
Find Deal
Fri, Aug 15 - Mon, Aug 18
Delta Logo
6:42 pm - 11:59 pmMDW-GSP
4h 17m1 stop
Delta Logo
7:05 am - 12:28 pmGSP-MDW
6h 23m1 stop
$249Delta
Find Deal
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.

What’s the cheapest day of the week to fly from Chicago Midway Airport to Greenville?

The average price of all round-trip flights from Chicago Midway Airport to Greenville clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Greenville on a Tuesday, as we generally find the cheapest rates on that day for this route. On the other hand, Sunday is the most expensive day to fly from Chicago Midway Airport to Greenville. For your return ticket, we recommend flying on a Wednesday and avoiding Mondays for the best deals.

Good to know

Cheapest flight$119
Most popular time to fly and prices are also 19% lower on average.
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 $119 for a one-way ticket and $215 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.

  • Which is the best airline for flights from Chicago to Greenville, Delta or Southwest?

    The two airlines most popular with KAYAK users for flights from Chicago to Greenville are Delta and Southwest. With an average price for the route of $323 and an overall rating of 8.0, Delta is the most popular choice. Southwest is also a great choice for the route, with an average price of $385 and an overall rating of 8.0.

  • 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 airlines 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.
8.0
SouthwestOverall score based on 4241 reviews
7.5Entertainment
8.0Comfort
8.1Boarding
7.0Food
8.6Crew
Airline reviews

southwest just starting charging for luggage. hadnt realized it until it was too late. now out $70 when i couldve bought a carry on if i wouldve known. free bags was one of the only reasons i chose southwest over another airline (the other being no assigned seats, which is apparently also being changed). stupid business decision. wont be flying southwest anymore.

2.0 MediocreAnonymous, Jul 2025AUS - RDU
Read more Southwest reviews

southwest just starting charging for luggage. hadnt realized it until it was too late. now out $70 when i couldve bought a carry on if i wouldve known. free bags was one of the only reasons i chose southwest over another airline (the other being no assigned seats, which is apparently also being changed). stupid business decision. wont be flying southwest anymore.

The quality of Southwest Airlines continues to degrade each time I fly with them. If it were not for the free luggage, I would probably choose another airline. Their prices are a little bit competitive, but way too high for the quality of the service. Southwest is not unique in this way. Domestic flight in the United States of America has continued to be a lower and lower quality product. Very sad when you compare the quality of domestic airlines to that of many international airlines around the world.

Very smooth checking in our luggage with a super pleasant SW agent. I enjoyed a fun entertaining movie.

WiFi did not work. For as outrageous as these flights cost, when they’re advertised with certain services/ features they should be in working order

Worst experience I had on Southwest. Still better than most, but the seating was barely tolerable.

The Southwest employees (all two of them) were very nice and cheerful despite the fact the line to self-check a bag (simply drop it off) was hundreds of people long. Thank God I arrived early to the airport because I stood in this line for at least an hour. Once on the flight that had been delayed by an hour, we had no Wi-Fi and thus no entertainment. Finally, I hope the investor strong arm tactics against Southwest pay off in a short-term windfall to your C-Suite because the rest of you are screwed. I have been a faithful Southwest customer for 15 years due to everything you just got rid of. I'm flying to Idaho and Washington in October, both places I used to simply book with Southwest without a second thought now with Frontier (Washington) and United (Idaho) because they offer everything the "new" Southwest does but cheaper and at better times, destinations, etc. This really makes me sad...

It was okay. The plane was delayed from earlier in the day, but they kept updating the departure time, sometimes later, sometimes earlier. That was stressful. Once we finally got on and took off, it was fine. I was supposed to have a connection in Chicago to Los Angeles, and the time for so late I was rebooked to arrive in LA 3 hours late. The departure time to Chicago later became early enough to have taken my original connection and arrive earlier but that wasn't an option.

It was one and half hour late... Not sure if any other experience matters.

Delayed flight. Nicest crew member was a SW pilot flying seated next to me who kindly move to seat the final passenger. Flight extra delayed. My cup of refreshment of ginger ale was so packed with ice it was literally 2 sips.

For my birthday trip this was my second time ever flying, this trip was the best.

Delayed and took off even later than the scheduled delay time

For a 69 year old with health problems I had the worse experience, no wheelchair when I entered a lady told me to sit and wait while a gentleman told me I had to walk to the Delta station, which I did. I had a carry on and a bag, and I was traveling with my service dog, which was on his carrier and the lady charged me for my carry on luggage, beside all the waiting cause of the delay, I had to walk to get my luggage cause no wheelchair showed up, I am so disappointed. I will get in touch with the company. I got home at 3:00 am, not good for my health situation.

Great experience on Delta. Staff from baggage check to flight attendants were very courteous and professional. My only issue was a personal preference for pretzels instead of the chips and cookies that were offered.

There was no problems, just a little uncomfortable with seats that do not lay back a little

Always good but we must do something about people in rows ahead of you that don't put their seats back up when they are suppose to. And It's rough to not be able to even lean over to get something out of my purse.

Flight was delayed, 30+ bags had to be gate checked. Crew were very friendly!

Everything was good until we were boarding our connection flight in Atlanta, we were told to gate check our carry-on, but when we got inside the plane, there was plenty of room in the overhead.

Did not know my son and I had different seating arrangements. He was fine, but it was disappointing.

Flight was canceled, and no effort was made to help with rebooking, no hotel vouchers, no car transportation and minimal food voucher and most places for food were closed by the time the voucher was given. Waited for 3 hours for bags. Simply the worst travel experience I have ever had

Food was surprisingly good but the WiFi was not great

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

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