Cheap Flights from Chicago (MDW) to Gulf Shores (GUF)

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Frequently asked questions

Is it cheaper to buy a plane ticket from Midway Intl. Airport (MDW) to GUF last minute?
Being the spontaneous type is a fabulous way to explore the globe, but it's not necessarily the smartest way to land a cheap plane ticket. Consider booking your Midway Intl. Airport (MDW) to GUF journey well in advance rather than waiting till the last minute. Based on flight pricing and demand studies in 2022, we have found that the best time to book domestic flights is between 28 – 35 days ahead of the departure date, and international flights three to four months in advance. You can unleash your spontaneous side when you arrive in GUF!
What airports do you fly into for Gulf Shores from Chicago?
With Gulf Shores, AL (GUF-Jack Edwards), Pensacola Intl. Airport (PNS) and Mobile Regional Airport (MOB) to pick from, traveling from Chicago to Gulf Shores is no sweat. The city's main terminal, Gulf Shores, AL (GUF-Jack Edwards), is about 5 kilometers north of the center. Along with ticket costs, consider things like the ease of getting from the airport and the distance to your hotel when deciding where to touch down. Get your Gulf Shores trip off to an exciting start by checking out Gulf Shores Beach and The Wharf.
Can I change the date of my flight from Midway Intl. Airport (MDW) to GUF?
Quickly and easily make changes to your Chicago Airport to GUF flight via the Expedia Trips portal. But before doing so, read through the fare rules in your itinerary to find out what the carrier will allow you to do and if charges apply. Some airlines have a change fee per person, plus any difference in ticket prices. However, if you booked in the last 24 hours, you may be able to cancel for free and organize new flights. You can also head to our Customer Service portal for more advice and to connect with our Virtual Agent.

Travel information

Travel information

Origin airport
Midway Intl.
Destination airport
Jack Edwards
Distance
1271 km

Book with confidence

Book with confidence

Chicago to Gulf Shores Flights

Whether you’re looking for a grand adventure or just want to get away for a last-minute break, flights from Chicago to Gulf Shores offer the perfect respite. Not only does exploring Gulf Shores 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 Chicago to Gulf Shores 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 Gulf Shores are only a plane trip away. Book your travel arrangements with us today!

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

Chicago to Gulf Shores Flights

Explore a world of travel with Expedia

Explore a world of travel with Expedia