GSO - MDW

$219 Find Cheap Flights from Greensboro to Chicago Midway Airport

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Greensboro to Midway departing on 9/16. 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 Chicago Midway Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Greensboro to Chicago, 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 Greensboro to Chicago, as well as popular online travel agencies
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Flights Deals

Cheap Flights from Greensboro to Midway (GSO-MDW)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Greensboro to Midway 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 Greensboro to Midway

Tue, Sep 16 - Tue, Sep 23
Delta Logo
8:20 am - 11:48 amGSO-MDW
4h 28m1 stop
Delta Logo
10:35 am - 3:57 pmMDW-GSO
4h 22m1 stop
$219Delta
Find Deal
Wed, Sep 17 - Mon, Sep 22
Delta Logo
6:35 am - 9:40 amGSO-MDW
4h 05m1 stop
Delta Logo
6:15 pm - 11:07 pmMDW-GSO
3h 52m1 stop
$224Delta
Find Deal
Thu, Sep 18 - Mon, Sep 22
Delta Logo
5:02 pm - 9:36 pmGSO-MDW
5h 34m1 stop
Delta Logo
6:15 pm - 11:07 pmMDW-GSO
3h 52m1 stop
$229Delta
Find Deal
Sat, Jul 26 - Sat, Aug 2
Delta Logo
6:04 am - 8:44 amGSO-MDW
3h 40m1 stop
Delta Logo
6:00 am - 11:25 amMDW-GSO
4h 25m1 stop
$239Delta
Find Deal
Sat, Jul 26 - Tue, Jul 29
Delta Logo
6:04 am - 8:44 amGSO-MDW
3h 40m1 stop
Delta Logo
10:30 am - 4:04 pmMDW-GSO
4h 34m1 stop
$249Delta
Find Deal
Fri, Aug 22 - Sun, Aug 24
Delta Logo
4:52 pm - 9:44 pmGSO-MDW
5h 52m1 stop
Delta Logo
6:04 am - 1:36 pmMDW-GSO
6h 32m1 stop
$254Delta
Find Deal
Thu, Aug 7 - Sat, Aug 9
Delta Logo
5:33 am - 9:45 amGSO-MDW
5h 12m1 stop
Delta Logo
1:09 pm - 5:30 pmMDW-GSO
3h 21m1 stop
$269Delta
Find Deal
Thu, Aug 14 - Sun, Aug 17
Delta Logo
5:30 am - 9:36 amGSO-MDW
5h 06m1 stop
Delta Logo
9:31 am - 4:39 pmMDW-GSO
6h 08m1 stop
$274Delta
Find Deal
Thu, Sep 4 - Mon, Sep 8
Delta Logo
6:04 am - 8:35 amGSO-MDW
3h 31m1 stop
Delta Logo
6:17 pm - 11:07 pmMDW-GSO
3h 50m1 stop
$279Delta
Find Deal
Thu, Jul 24 - Tue, Jul 29
Delta Logo
6:04 am - 8:44 amGSO-MDW
3h 40m1 stop
Delta Logo
6:20 pm - 11:07 pmMDW-GSO
3h 47m1 stop
$284Delta
Find Deal
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KAYAK's insights & trends for Greensboro to Midway flights

Get data-powered insights and trends into flights from Greensboro to Midway 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 Greensboro to Chicago Midway Airport?

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

If you are looking for a flight deal from Greensboro to Chicago Midway Airport, look for departures on Wednesdays and avoid leaving on a Monday, as it's usually the priciest day. When flying back from Chicago Midway Airport, Friday is the cheapest day to fly and Monday is the most expensive.

What is the cheapest month to fly from Greensboro to Chicago Midway Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Greensboro to Chicago Midway Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Greensboro to Chicago Midway Airport is February, where tickets cost $267 (return) on average. On the other hand, the most expensive months are October and December, where the average cost of round-trip tickets is $583 and $468 respectively.

Good to know

Low seasonNovember
High seasonMay
Cheapest flight$219
Best time to beat the crowds with an average 25% drop in price.
Most popular time to fly and prices are also 13% lower on average.
Flight from Greensboro to Chicago Midway Airport

When to book flights from Greensboro to Midway

Are your dates flexible? Find out the best times to travel from Greensboro to Midway 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 Greensboro to Chicago Midway Airport flights

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

    In the last 3 days, the lowest price for a flight from Greensboro to Chicago Midway Airport was $234 for a one-way ticket and $219 for a round-trip.

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

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

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

    On your way to Chicago Midway Airport, you’ll fly out from Greensboro/H. Point. You’ll be landing at Chicago Midway.

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

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

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

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

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

    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 Greensboro to Chicago Midway Airport.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from Greensboro 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 Greensboro to Chicago Midway Airport?

    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 Chicago Midway Airport with an airline and back to Greensboro with another airline. Booking your flights between Greensboro and MDW 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 Greensboro to Chicago Midway Airport?

    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 Chicago Midway Airport from Greensboro 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 Greensboro to Midway

 
See real verified KAYAK customer reviews for airlines flying from Greensboro to Chicago. 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 Greensboro to Midway? 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
DeltaOverall score based on 7951 reviews
7.9Comfort
7.3Food
8.5Crew
8.2Boarding
7.9Entertainment
Airline reviews

Very late arrival at PWM. Late jet getting to ATL. Equipment problem with aircraft - could not get enough water onto plane., Another delay getting FAA approval for flight with bottled H2O. Not the crew’s problem.

4.0 OkayJames, Jul 2025MSN - ATL
Read more Delta reviews

Very late arrival at PWM. Late jet getting to ATL. Equipment problem with aircraft - could not get enough water onto plane., Another delay getting FAA approval for flight with bottled H2O. Not the crew’s problem.

Everything was fine except the entertainment was not working for half of the flight.

Easy boarding with an extremely kind attendant. Seats were spacious and we had 3 seats for 2 people so we could stretch out. Comfortable air flow and very attentive and hospital attendants. Bathrooms and food were the only negative. Bathrooms were so small you could hardly get in and close the door. I don’t think an obese person would fit or a person with a movement disability. Food was the trending food for flights, nonexistent. We spent $40 getting sandwich and snack at airport for our 6 hour flught.

At first, we were on the runway for about an hour, literally. The Captain did explain that the Control Tower just had a change shift (sounds like an unrealistic excuse) and then that we had to change a runway. A regular economy seat is made for 12 yo twiggy. I understand Delta wants to push for an upgrade, but after sitting in a Comfort seat and in First class. I would say First class is not worthy of my money. The landing was delayed because of the weather in NYC, I don't hold that against Delta, of course. The Captain did alert us to that upon takeoff in Vegas and again as we reached NY.

No one fussed at me about my pap machine as a 3rd pice on the plane. Boarding was pleasant and smooth. The boarding agent in Anchorage was a fun character- he could be in a movie. :~) The on-board crew were downright pleasant. No militant attitudes on Delta. Like all planes these days the seats are too narrow for standard Americans and at 5’2” there is barely enough leg room. I don’t know how tall people fold themselves into the seats. But that’s nothing specific to Delta

My husband upgraded our seats and I don't know if it was due to the type of planet was or if they didn't upgrade our seats. We were supposed to be in I believe comfort seats and they were just as tight as any other seat- no leg room and we are very tall people but at least it wasn't extremely cold. My husband did put in a complaint about our seating because he paid extra and if we would have known that the space and the tightness would have been the same, we just would have gotten the emergency row emergency row seats that we normally get. We love Delta but both our flights coming home we're not good. Oh I forgot to mention that on our flight to Hawaii our luggage wheels got broke and we had to purse new luggage on vacation then we never had this problem so we didn't know protocol and reported it after we got home only for them to tell is we only had 24hrs to report the damage. Not sure what was going on with Delta this vacation trip.

My flight was extremely cold. I had a jacket and a cover was left in each seat. The cover was extremely thin and I have a disability, fibromyalgia and arthrithis and AC air is the worst. I closed my vent and my husbands vent and it still was frigid. I asked the attendant if I could get another cover and she quickly almost dismissively and totally unconcerned stating, (I quote) (one per chair) and walked off so quickly that I didn't get a chance to explain to her that I literally have adisability. I didnt want to make a seen so I set on that flight for over 5 hours in pain, joints locking up and extremely uncomfortable. When my fibromyalgia flares up my joints not only ache but they will lock up also and it takes me days to get back to my regular self even though I take medication for it. I felt like it would not have hurt anyone at all for her to just give me an extra cover because I'm sure they have all types of medical issues in people that fly every day.

After all the weather issues at least they got me to my destination the next day

My flight was canceled after being rescheduled for four days canceling my trip. Kayak and everyone affiliated with it I.e the airlines, and just fly have been excruciating to deal with. My trip to visit family had to be canceled as there was no way to make it. I am furious at all of you.

They delayed our flight because of bad weather in NY which was completely understandable. Then they cancelled our flight and a later flight that evening. The earliest we could fly was the next morning. We ended up buying last minute tickets on another airline and made it home slightly delayed but safely that evening. Delta kept saying it was weather related but if that was the case how did we make it back on another airline? The weather in NY was cloudy but not bad.

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

Information on your arrival and departure airports

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