$99 Cheap Flights from Chicago (MDW) to Gulfport (GPT)

Bundle Your Flight + Hotel & Save!

Featured airlines

Top nine airline logos for desktop

Cheap Flights from Chicago to Gulfport (MDW-GPT)

Prices were available within the past 7 days and start at $99 for one-way flights and $198 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 Chicago (MDW) to Gulfport (GPT)
Origin airport
Midway Intl.
Destination airport
Gulfport - Biloxi Intl.
Airlines serving
Delta
Roundtrip price
$198
Distance
789 mi

Chicago to Gulfport Flights

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

If you would like to book flights to Gulfport more flexibly many prefer to purchase one-way tickets with options to take different airlines. A one way ticket to Gulfport is $99 now!

Frequently asked questions

Is it cheaper to buy a plane ticket from Midway Intl. Airport (MDW) to Gulfport - Biloxi Intl. Airport (GPT) last minute?
Being spontaneous is a great way to explore the globe, but it isn’t necessarily the best way to nab a bargain plane ticket. It’s better to book your Midway Intl. Airport (MDW) to Gulfport - Biloxi Intl. Airport (GPT) journey ahead of time instead of waiting until 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’re exploring Gulfport - Biloxi Intl. Airport (GPT)!
What airports do you fly into for Gulfport from Chicago?
From Chicago, you can travel to Gulfport through Gulfport - Biloxi Intl. Airport (GPT), Mobile Regional Airport (MOB) and Keesler Air Force Base Airport (BIX). Determine which hub is the right option for you before making your decision. If you decide on Gulfport - Biloxi Intl. Airport (GPT), it’s around 3 mi north of the city center. Use the dollars you save when booking your trip with Expedia to discover the city’s top sights, such as Island View Casino and Gulf Islands Waterpark.
Can I change the date of my flight from Midway Airport to Gulfport - Biloxi Intl. Airport (GPT)?
Expedia makes it a breeze to make amendments to your MDW to Gulfport - Biloxi Intl. Airport journey yourself. Just log in to the Expedia Trips portal and select “change flight.” Look around for new flights and book the one that works best. You’ll see an estimate of any flight change fees. You can also head to our Customer Service portal to chat to our Virtual Agent and quickly get answers to your questions.
Chicago nearby Airports
*Available to One Key members.