Cheap Flights from Chicago to Gulfport

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Flight deals from Chicago to Gulfport Airport

Looking for a cheap last-minute deal or the best return flight from Chicago to Gulfport Airport? If you want to travel next month, return fares start from Rs63,327. Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Chicago to Gulfport

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Gulfport flights are currently cheapest in May.

Direct flights from Chicago to Gulfport

Chicago to Gulfport: Alternative routes

Compare routes from Chicago to Gulfport below. You may find an airport to fly into that's cheaper, faster, or easier than Gulfport.

Chicago to Gulfport: Flight information

The things to know before you go.
Cheapest flight foundRs41,845
Cheapest month to flyMay
Average flight time2 hrs, 5 mins
Most popular airlineSun Country Airlines
Average flights per week1

Finding cheap flights from Chicago to Gulfport: Frequently asked questions

The best price we found for a return flight from Chicago to Gulfport is Rs63,327. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
2 hours and 5 minutes is the average flight time from Chicago to Gulfport.
Sun Country Airlines flies direct from Chicago to Gulfport.
As of March 2026, there is one flight per week flying from Chicago to Gulfport.
The cheapest month to fly from Chicago to Gulfport is usually April.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Gulfport Airport on Sunday, 12 April 2026.
Yes – the average flight time is 2 hours and 5 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Gulfport but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Gulfport is around 40 days in advance, so don’t leave your flight to the last minute.
The cheapest airline that flies to Gulfport is Frontier Airlines .

Travelling from Chicago to Gulfport-Biloxi International Airport (GPT): What you need to know

  • Begin your journey at one of Chicago's main airports, O'Hare International Airport (ORD) or Chicago Midway International Airport (MDW). Check out your options for booking a flight from Chicago to Gulfport-Biloxi International Airport (GPT) departing from either of these.

  • Gulfport (where Gulfport-Biloxi International Airport is located) and Chicago share the UTC-5 timezone. Same timezone means no confusion when scheduling your trip.

  • Arrive at the airport on time so you don't miss your flight from Chicago to GPT. Be there at least two hours ahead for international flights and an hour early for domestic departures to prevent a last-minute sprint to your gate.

  • In high season, expect longer queues and arrive earlier. Aim for at least two hours ahead for domestic flights and as much as four hours for international journeys.

Airports in Chicago

O'Hare International Airport (ORD)

  • ORD is about 40 kilometres from central Chicago. If you're ride-sharing, catching a cab or driving from the centre, it'll take 35 minutes or so to get there, depending on traffic. If you're using public transport, expect the travel time to be around 55 minutes.

  • Have an early flight from Chicago to Gulfport-Biloxi International Airport? Avoid the mad dash to the terminal (and get some bonus sleep) by choosing one of these stays close to O'Hare International Airport:

  • When it comes to O'Hare International Airport's on-time performance, data shows 74.85% of flights arrive within the scheduled time frame.

  • You'll find ORD at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Using public transport, you can travel from central Chicago to MDW in around 45 minutes. The terminal is roughly 19 kilometres away, and making the trip by car takes approximately 20 minutes.

  • Start your holiday sooner with an additional night away from home. Before your Chicago to GPT flight, kick back in one of these hotels near Chicago Midway International Airport:

  • When it comes to flight punctuality, Chicago Midway International Airport has an on-time arrival rate of 77.88%.

  • MDW is located at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • The journey to RFD from the centre of Chicago is around 4 hours 15 minutes by public transport. If you're planning to travel by car, it'll take you about 1 hour 25 minutes to cover the 137 kilometres or so.

  • Sleep a little longer, move a little slower, and still make your Chicago to Gulfport-Biloxi International Airport flight with time to spare. These hotels near Chicago Rockford International Airport make departure day a breeze if you're setting off early:

  • The on-time performance rating of RFD is 76.19%. In other words, that's how frequently flights departing this airport arrive within the expected time frame.

  • The address of Chicago Rockford International Airport is 2 Airport Cir.

About Gulfport-Biloxi International Airport (GPT)

  • If you're coming in on a late flight from Chicago to Gulfport-Biloxi International Airport, few things beat the convenience of staying close to the terminal. Grab your bags from the carousel and then be showered and relaxing soon after at one of these hotels near GPT:

  • The street address for GPT is 14035 Airport Road.

How to find the cheapest flights from Chicago to Gulfport-Biloxi International Airport (GPT)

  • The cheapest price we've found for a one-way ticket from Chicago to Gulfport-Biloxi International Airport is Rs41,845. For a return flight on this route, the best price is Rs63,327. Depending on when you book and the availability, these fares may change.

  • To find cheap flights from Chicago to GPT, book early. Airlines generally offer lower prices when tickets first go on sale.

  • The 'Whole month' tool will show you the cheapest Chicago to Gulfport-Biloxi International Airport tickets throughout the entire month. It's a good way to snap up a bargain if your trip dates aren't set in stone.

  • Finding a cheap flight ticket from Chicago to GPT couldn't be easier with Price Alerts. Simply set up one of these automatic alerts and we'll let you know as soon as there's a price drop.

  • Tailor your flights using filters. Select your preferred arrival and departure times, total journey duration and airlines. You can also sort the results by 'Fastest,' 'Cheapest' or 'Best' flights from Chicago to Gulfport-Biloxi International Airport.

The best time to fly from Chicago to Gulfport-Biloxi International Airport (GPT)

  • February is the quietest month for flights from Chicago to Gulfport-Biloxi International Airport (GPT), while July is the most popular. Pick the ideal time to go to Gulfport based on whether you like a laid-back vibe or a more bustling atmosphere.

  • Before locking in your Chicago to GPT flight ticket, consider the kind of weather forecast you're hoping for. August is the warmest month in Gulfport, with temperatures ranging from 24ºC to 35ºC.

  • Search for cheap tickets from Chicago to Gulfport-Biloxi International Airport in January if you want to travel in cooler conditions. Temperatures are at their lowest then, ranging between 3ºC and 18ºC.

More about Gulfport

  • Once you've booked your flight from Chicago to Gulfport-Biloxi International Airport, find a hotel that's got location and comfort covered. Make one of these accommodation options your base for exploring Gulfport:

  • Ocean Adventures Marine Park and Mississippi Blues Trail – Gulfport Boogie are just the start of the leading attractions to put on your Gulfport to-do list. Keep the momentum going by heading to Mississippi Aquarium.

Explore more of the United States

  • Gulfport is easy to fall in love with, but there are so many other corners of the United States waiting to be discovered. About 113 kilometres south-west of Gulfport, a trip to New Orleans will keep you busy. Start with attractions like Bourbon Street, French Quarter and Cafe Du Monde.

  • Around 209 kilometres west of Gulfport, Baton Rouge is another favourite stop in the United States. Start your sightseeing at Beauregard Town Historic District, Main Street Historic District and Louisiana's Old State Capitol.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.