Cheap flights from Gulfport to Chicago from $249
This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Gulfport to Chicago departing on 6/2. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
Discover deals from 900+ travel sites with momondo.
Save money when you book flights with momondo
Big names and deals
Big names and deals
Search 100s of travel sites to compare prices.Filter for what you want
Filter for what you want
Free Wi-Fi? Stopover? Instantly customize your results.Trusted and free
Trusted and free
We’re completely free to use - no hidden charges or fees.Price Alerts
Price Alerts
Not ready to book? to track prices.Find the cheapest flights from Gulfport to Chicago
Cheap round-trip flights
Cheap last minute flights
Delta flights from Gulfport to Chicago
Our best Delta deals on Gulfport to Chicago flight tickets
American Airlines flights from Gulfport to Chicago
Our best American Airlines deals on Gulfport to Chicago flight tickets
See travel insights to Chicago from
How to get the cheapest flight ticket from Gulfport to Chicago
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest day to depart on your flight to Chicago?
The cheapest day to depart on your flight to Chicago is on a Monday when prices can be found for as low as $297. This is often the case because there is less demand to fly during this day of the week. When flying out on a Wednesday, the most expensive travel day of the week, you can expect to see flight prices from Gulfport to Chicago for around $587.
What is the cheapest time of day to depart on your flight to Chicago?
Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Gulfport to Chicago during this time can be as low as $263. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $381.
When to book flights from Gulfport to Chicago
Cheap Gulfport to Chicago (GPT to CHI) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Gulfport to Chicago
How far is Gulfport Biloxi Regional to Chicago by plane?
There are 798.7 mi between Gulfport Biloxi Regional and Chicago. Flights usually cover this in 5h 17m, depending on flying conditions and air traffic around both airports.
When did momondo last update prices for flights from Gulfport Biloxi Regional Airport to Chicago?
Prices for flights from Gulfport Biloxi Regional Airport to Chicago are updated daily.
How many operators does momondo search for flights from Gulfport Biloxi Regional Airport to Chicago?
As of May 2025, there are 2 operators available to choose from for flights from Gulfport Biloxi Regional Airport to Chicago.
How old do you have to be to fly from Gulfport Biloxi Regional Airport to Chicago?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Gulfport Biloxi Regional Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular airline from Gulfport to Chicago?
Based on momondo bookings for flights between Gulfport and Chicago, the leading airline is American Airlines, making up 53% of the total bookings. Other popular airlines include Delta with 47%.
Best airlines flying from Gulfport to Chicago
Compare and see reviews for airlines that fly from Gulfport to Chicago with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $116 | Free Cancellation | Rating 8.0 7,950 reviews | |||
| PriceFrom $258 | Free Cancellation | Rating 7.2 10,000 reviews |
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Gulfport to Chicago?
momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Gulfport to Chicago. momondo saves you time and could save you money on your trip.
Can I find flights from Gulfport to Chicago with flexible booking policies on momondo?
Flights from Gulfport to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.
How can momondo help me find flights from Gulfport to Chicago?
Once you have performed a search for Gulfport to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.
I’m not ready to book a flight from Gulfport to Chicago right now. Can momondo alert me if prices change?
Price alerts on flights to Chicago from Gulfport are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.