$114 Cheap Flights from Greensboro (GSO) to Chicago (MDW)

Bundle Your Flight + Hotel & Save!

    Plan, book, fly with confidence
  • trending down icon
    Be in the know
    Get alerts if flight prices drop or rise*
  • bex rewards loyalty icon
    Book smarter
    Save up to 30% on select hotels after you book a flight*
  • one key icon
    Earn twice
    Earn your airline miles on top of our OneKeyCash

Cheap Flights from Greensboro to Chicago (GSO-MDW)

Prices were available within the past 7 days and start at $114 for one-way flights and $177 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Delta
Delta
Delta
Delta
Delta
Delta
Delta
Delta
Delta
Flights from Greensboro (GSO) to Chicago (MDW)
Origin airport
Piedmont Triad Intl.
Destination airport
Midway Intl.
Airlines serving
Delta
Roundtrip price
$176
Distance
573 mi

Greensboro to Chicago Flights

Whether you’re looking for a grand adventure or just want to get away for a last-minute break, flights from Greensboro to Chicago offer the perfect respite. Not only does exploring Chicago provide the chance to make some magical memories, dip into delectable dishes, and tour the local landmarks, but the cheap airfare means you won’t bust your budget. So no matter whether your ideal itinerary involves flying one way, non-stop, or round trip, you’re bound to find flights that match your schedule on Expedia, and at prices that won’t shock your wallet.

Bagging a cheap flight from Greensboro to Chicago may mean more dollars to spend on for one-of-a-kind souvenirs when you arrive, but it doesn’t mean you have to skimp on your travel experience, as Expedia offers a sizzling selection of cheap airlines that’ll put you in your happy place on their planes, whether that’s getting lost in a hair-raising airport thriller, dreaming on the passing landscape over a glass of bubbly, or jotting down your vacation bucket list at 38,000 feet. There’s also bound to be plenty of opportunities to snap a few photos of the high life that will make your friends green with envy. After all, enjoying the journey is part of the fun.

With so many affordable flights and so many wonderful adventures awaiting you, there’s no reason to put off booking a fantastic flight from to today. So don’t leave it to the last minute to make your dream trip a reality: pack your bags with your go-to travel accessories, put together your list of must-see attractions and can’t-miss activities, and get ready to broaden your horizons – with Expedia, the wonders of Chicago are only a plane trip away. Book your travel arrangements with us today!

If you would like to book flights to Chicago more flexibly many prefer to purchase one-way tickets with options to take different airlines. A one way ticket to Chicago is $114 now!

Frequently asked questions

How much is a flight from Piedmont Triad Intl. Airport (GSO) to Chicago Airport?
Based on airfares available within the last 7 days on Expedia for flights departing within the next year, round-trip flights between Piedmont Triad Intl. Airport (GSO) and MDW start from $177. Make your booking ASAP to get the best price for your big adventure. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from GSO to Midway Intl. Airport (MDW)?
The majority of flights can be conveniently canceled online, but whether or not you are charged a fee varies between airlines. If you do need to cancel your getaway, follow the instructions in the Customer Service Portal.
How do I find cheap flights from Piedmont Triad Intl. Airport (GSO) to MDW that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you’re searching for Piedmont Triad Intl. Airport (GSO) to Midway Intl. Airport (MDW) flights, you’ll see a “no change fees” filter for you to select.
How far is the flight from GSO to Midway Airport?
That new movie you’ve been wanting to see will have to wait — the flight distance between GSO (GSO) and Midway Intl. Airport (MDW) (MDW) is only 572 mi. The captain will be instructing you to put your seat upright for touchdown before you know it.
Which airlines fly direct from Piedmont Triad Intl. Airport (GSO) to Chicago Airport?
If you want to travel straight from Piedmont Triad Intl. Airport (GSO) to Midway Airport, you’ll have to book a flight with one or more stops. Unfortunately, there are no airlines that fly directly between these airports.
Are GSO to Midway Airport flight tickets cheaper when they're purchased at the last minute?
Booking your trip from Piedmont Triad Intl. Airport (GSO) to Midway Airport last minute could save you some cash. However, it could end up costing you a whole lot more! If you’d prefer to err on the side of caution, book well ahead of your departure date. In fact, Expedia has some of the biggest bargains as far ahead as 12 months in advance. If your preferred air carrier hasn’t released tickets yet, check back often as deals are updated all the time on Expedia.
Chicago nearby Airports
*Available to One Key members.