GSO - MDW

$144 Find Cheap Flights from Greensboro to Chicago Midway Airport

This is the cheapest one-way 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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Flight 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

Sat, Oct 4 - Wed, Oct 8
Delta Logo
5:15 pm - 9:10 pmGSO-MDW
4h 55m1 stop
Delta Logo
9:35 am - 4:28 pmMDW-GSO
5h 53m1 stop
$219Delta
Find Deal
Sat, Sep 20 - Sat, Sep 27
Delta Logo
10:18 am - 3:26 pmGSO-MDW
6h 08m1 stop
Delta Logo
4:25 pm - 9:48 pmMDW-GSO
4h 23m1 stop
$224Delta
Find Deal
Fri, Sep 26 - Mon, Sep 29
Delta Logo
5:00 pm - 9:36 pmGSO-MDW
5h 36m1 stop
Delta Logo
6:15 pm - 11:07 pmMDW-GSO
3h 52m1 stop
$229Delta
Find Deal
Sun, Sep 14 - Sat, Sep 20
Delta Logo
6:04 am - 8:40 amGSO-MDW
3h 36m1 stop
Delta Logo
6:15 pm - 11:55 pmMDW-GSO
4h 40m1 stop
$239Delta
Find Deal
Sat, Sep 6 - Mon, Sep 8
Delta Logo
6:40 am - 9:36 amGSO-MDW
3h 56m1 stop
Delta Logo
6:17 pm - 11:07 pmMDW-GSO
3h 50m1 stop
$243Delta
Find Deal
Wed, Sep 17 - Mon, Sep 22
Delta Logo
6:04 am - 8:40 amGSO-MDW
3h 36m1 stop
Delta Logo
6:15 pm - 11:07 pmMDW-GSO
3h 52m1 stop
$254Delta
Find Deal
Fri, Sep 12 - Mon, Sep 15
Delta Logo
5:00 pm - 9:36 pmGSO-MDW
5h 36m1 stop
Delta Logo
6:15 pm - 11:07 pmMDW-GSO
3h 52m1 stop
$264Delta
Find Deal
Mon, Sep 15 - Tue, Sep 16
Delta Logo
5:00 pm - 9:36 pmGSO-MDW
5h 36m1 stop
Delta Logo
12:43 pm - 5:39 pmMDW-GSO
3h 56m1 stop
$287Delta
Find Deal
Thu, Sep 11 - Mon, Sep 15
Delta Logo
6:35 am - 9:40 amGSO-MDW
4h 05m1 stop
Delta Logo
6:30 pm - 11:59 pmMDW-GSO
4h 29m1 stop
$294Delta
Find Deal
Sat, Nov 15 - Mon, Nov 17
Delta Logo
6:00 am - 8:52 amGSO-MDW
3h 52m1 stop
Delta Logo
6:00 am - 11:23 amMDW-GSO
4h 23m1 stop
$309Delta
Find Deal
Booking Insights

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.

Good to know

Low seasonFebruary
Cheapest flight$144
Best time to beat the crowds with an average 29% drop in price.
Most popular time to fly and prices are also 14% 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 $144 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.
7.9
DeltaOverall score based on 7977 reviews
8.5Crew
7.9Entertainment
7.3Food
7.9Comfort
8.2Boarding
Airline reviews

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

4.0 Okaypuravi, Aug 2025LGA - STL
Read more Delta reviews

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

Three seats in first class were broken and while they were able to still acommodate us it was looking very touch and go and they had others they could not acommodate

Mechanic delay in addition to a 2 hour change in takeoff time was frustrating.

Delayed due to thunderstorms and no in-flight service due to rough weather — both of which are out of Delta’s control. Flight was good overall.

The flight attendants in SLC were rude. I arrived 40 minutes early to gate. Ticket said I needed check in for seat assignments and tried check in and attendants said they weren’t doing it. And proceeded to never call me to give me a ticket so when time to board I received the very last seat. Please relay to employees to do their job better..,

On this flight I felt the food offering was not as complete as on previous flights. The tomato salad was a bit off and there was nothing additional such a bread or butter. The breakfast was only one option, so you either ate what they had or ate nothing. The crew was efficient, but most seemed frustrated throughout the flight. The flight arrived early and was obstacle-free, so I’m overall quite happy, but the shine in the rest of the experience just wasn’t there.

The seats got pretty uncomfortable pretty fast. The armrests are bigger than on other planes, so I had less room in the actual seat. My butt hurt by the end of the flight. :/ comfort was the primary issue. The crew were fantastic!

I believe that a four-hour trip should have a meal. Delta had none.

Great flight with Delta! Boarding was quick and easy, the amenities were solid, and the plane was in great shape. The flight attendants had a fun, lively energy while staying professional. All in all, a smooth trip — even managed to catch up on some rest. Thanks, Delta!

I was uncomfortably cold on the plane. Other than that it was uneventful and therefore as enjoyable as a plane ride can be.

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

Information on your arrival and departure airports

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