Find flights
Deals
Insights
When to book
FAQs & Tips
Airlines

CHI - GPT

$143 Find cheap flights from Chicago to Gulfport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Gulfport departing on 6/25. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Sat 6/29
Sat 7/6

Search hundreds of travel sites at once for deals on flights to Gulfport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Gulfport, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Gulfport, as well as popular online travel agencies
In the last 7 days travelers have searched 42,686,544 times on KAYAK, and here is why:

Save 21% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

Cheap flight deals from Chicago to Gulfport (CHI-GPT)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Gulfport that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
10:15 am - 4:09 pmORD-GPT
5h 54m1 stop
4:39 pm - 11:57 pmGPT-ORD
7h 18m1 stop
$215American Airlines
Find Deal
Sat, Sep 7 - Mon, Sep 9
7:00 am - 4:47 pmORD-GPT
9h 47m2 stops
6:59 pm - 11:59 pmGPT-ORD
5h 00m1 stop
$223Delta
Find Deal
Sat, Sep 7 - Mon, Sep 9
6:00 am - 1:23 pmORD-GPT
7h 23m1 stop
5:25 pm - 12:25 amGPT-ORD
7h 00m1 stop
$248United Airlines
Find Deal
Wed, Jul 10 - Sat, Jul 13
6:00 am - 1:23 pmORD-GPT
7h 23m1 stop
5:25 pm - 12:25 amGPT-ORD
7h 00m1 stop
$260United Airlines
Find Deal
Wed, Jul 10 - Sat, Jul 13
1:31 pm - 11:10 pmORD-GPT
9h 39m2 stops
5:37 pm - 11:54 pmGPT-ORD
6h 17m1 stop
$263Delta
Find Deal
Sat, Jul 20 - Sat, Jul 27
5:59 pm - 11:22 pmORD-GPT
5h 23m1 stop
5:33 pm - 11:56 pmGPT-ORD
6h 23m1 stop
$268Delta
Find Deal
Sat, Jun 29 - Mon, Jul 1
5:20 am - 1:40 pmORD-GPT
8h 20m1 stop
3:13 pm - 10:46 pmGPT-ORD
7h 33m1 stop
Wed, Jul 17 - Sat, Jul 20
7:10 am - 11:22 pmORD-GPT
16h 12m2 stops
5:33 pm - 11:56 pmGPT-ORD
6h 23m1 stop
$308Delta
Find Deal
Sat, Jun 29 - Mon, Jul 1
5:59 pm - 11:10 pmORD-GPT
5h 11m1 stop
5:37 pm - 11:54 pmGPT-ORD
6h 17m1 stop
$325Delta
Find Deal
Sat, Jul 20 - Sat, Jul 27
7:25 am - 12:17 pmORD-GPT
4h 52m1 stop
4:39 pm - 11:57 pmGPT-ORD
7h 18m1 stop
$335American Airlines
Find Deal
Thu, Sep 26 - Sun, Sep 29

Flights from Chicago to Gulfport - Travel Insights & Trends

Get data-powered insights and trends into flights from Chicago to Gulfport to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Chicago to Gulfport?

The average price of all flights from Chicago to Gulfport clicked on KAYAK for each day over the last 12 months.
When flying from Chicago to Gulfport, you should consider leaving on a Saturday and avoid Thursdays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Tuesdays and the most expensive ones on Wednesdays.

What is the cheapest month to fly from Chicago to Gulfport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Chicago to Gulfport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Chicago to Gulfport is August, where tickets cost $244 on average. On the other hand, the most expensive months are February and October, where the average cost of tickets is $506 and $484 respectively.

Which airlines provide the cheapest flights from Chicago to Gulfport?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the last 3 days, American Airlines offered the best one-way deal for that route, at $143. KAYAK users also found Chicago to Gulfport round-trip flights on American Airlines from $215 and on Delta from $223.

Good to know

Low season

February

High season

July

Cheapest flight

$143
Best time to beat the crowds but there is an average 29% increase in price.
Most popular time to fly with an average 17% increase in price.
Flight from Chicago O'Hare Airport to Gulfport

When to book flights from Chicago to Gulfport

Are your dates flexible? Find out the best times to travel from Chicago to Gulfport based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Chicago to Gulfport

  • What is the cheapest flight from Chicago to Gulfport?

    In the last 3 days, the lowest price for a flight from Chicago to Gulfport was $143 for a one-way ticket and $215 for a round-trip.

  • Do I need a passport to fly between Chicago and Gulfport?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which airports will I be using when flying from Chicago to Gulfport?

    There are 2 airports in Chicago (Chicago Midway and Chicago O'Hare Intl.) and only 1 airport in Gulfport (Gulfport Biloxi Regional). The cheapest flights are generally found on the Chicago O'Hare Airport to Gulfport Biloxi Regional flight route.

  • Which aircraft models fly most regularly from Chicago to Gulfport?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Chicago to Gulfport?

    oneworld, SkyTeam, and Star Alliance are the airline alliances operating flights between Chicago and Gulfport, with SkyTeam being the most commonly used for this route.

  • Which is the best airline for flights from Chicago to Gulfport, Delta or American Airlines?

    The two airlines most popular with KAYAK users for flights from Chicago to Gulfport are Delta and American Airlines. With an average price for the route of $350 and an overall rating of 8.0, Delta is the most popular choice. American Airlines is also a great choice for the route, with an average price of $457 and an overall rating of 7.3.

  • How does KAYAK find such low prices on flights from Chicago to Gulfport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Gulfport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Gulfport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Gulfport from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Gulfport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Gulfport with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Gulfport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Gulfport from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top airlines flying from Chicago to Gulfport

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Gulfport. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Gulfport? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 10457 reviews
8.2Boarding
8.0Entertainment
8.6Crew
7.4Food
7.9Comfort
Airline reviews

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

10.0 ExcellentMichael, May 2024SJC - ATL
Read more about Delta reviews

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

Had to change aircraft due to a faulty door. Surprisingly it only caused about an hour and a half of delay. Delta handled this situation as well as can be expected.

Awful. Flight was continuously getting delayed and gates kept changing without any reason. Flight was delayed for more then 3 hours

Paid premium for Delta only to be on safe but tired old 767 with ancient cabin in mediocre condition. Poor wifi and horrible inflight entertainment. Hardly a premium experience. Should have flown SW and had fun flight crew and no pretense

Our flight to Zurich was delayed by almost 3 hours, so we missed our next flight. There was no indication it would be delayed this much. We were told the gate had changed and then it apparently took over 2 hours to load the "catering" on the plane. We were not compensated in any way for the trouble.

Rated entertainment as Mediocre as there were major problems with the Infotainment system that took probably a half hour for them to fix.

Your crew could maybe answer the call bell at least one of the times I pressed it. I pressed it first time with 2.5 hours left in our flight bc my partner was hungry and wanted a sandwich. We finally got the sandwich with 40 mins left in the flight.

Delta crushed it. Flight attendant in first was attentive and just never stopped. Honestly one of the best domestic flights I’ve been on.

They were an hour late and they didn’t have my wheelchair for me

The Flight crew didn’t serve us until about 1.5 hours into the flight because of turbulence but after it ended it was fine to move around. They served us water only and snacks and then NEVER, NOT ONE TIME came through to collect trash until right before landing about 1.5 hours later. There was absolutely no need for that. They crew was just standing around talking and visiting with each other and really never tried to see if we might want something besides water or even try to come pick up trash. This is VERY unusual for a Delta flight but it was not what I would have expected for a 4 hour flight.

Good flights. Departure and arrivals were on time. DFW was a little problematic in that the Skytrain without prior notice bypassed the Echo terminal so that delayed my arrival at my connecting flight.

Because I can’t stand very long in one place, I was allowed to reword.

5 hour flight - full flight - not enough room to use my computer - slightly delayed - Admirals club was excellent quality food, drink made up for flight seating. No food offerred on flight, you ahd to prebook.

Excellent- plan was barely populated. I cannot remember a flight where I was able/encouraged to stretch out!

Great flight. Boarding was efficient and quick. On time departure and smooth flight. Flight arrived early at destination. Good experience.

Had technical issue which delayed the flight period. Flight crew knew there was 5 passengers that the connecting flight was within 15 minutes once at the gate. Rather than identify the 5 passengers to assure they got first. The flight attended mentioned it but didn't assist to assure passengers with connecting flights off first. This caused a hardship and our party of 3 missed the connecting flight.

I don't like that I have to pay if I want extra leg room. The seats are so expensive; I sit in normal seats and my legs and knees cramp the entire flight. I never feel comfortable on AA flights.

Flight was delayed at departure due to weather and the need for de-icing. The flight was smooth but there was a delay at arrival due to weather. We were in a hold for 20 minutes or more. The flight arrived more than 30 minutes late. Airlines have no control over the weather and I'm glad that they follow all safety procedures. Had to wait a long time for my checked luggage. Whole process was slow and the bags arrived wet due to the rain. The onboard wifi and entertainment access was spotty and the signal was dropped several times. Otherwise the crew was great and friendly. They tried to get everyone's bags stowed and seated so we could take off.

Regarding the boarding: it needs more efforts to make it more convenient

Deicing in Denver took forever and I almost missed my connection. De-ice faster! Not Americans fault.

Book cheap flights from Chicago to Gulfport

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Gulfport found on KAYAK in the last 72 hours.
6/25Tue
1 stopAmerican Airlines
6h 24mORD-GPT
$143
6/25Tue
1 stopDelta
4h 33mMDW-GPT
$144
6/25Tue
2 stopsDelta
8h 58mMDW-GPT
$149
6/25Tue
2 stopsDelta
10h 47mORD-GPT
$149
7/27Sat
1 stopAmerican Airlines
7h 09mORD-GPT
$193
7/27Sat
2 stopsDelta
7h 23mMDW-GPT
$206
7/28Sun
1 stopDelta
4h 15mMDW-GPT
$259
7/28Sun
1 stopDelta
7h 10mORD-GPT
$259
7/27Sat
1 stopDelta
4h 12mMDW-GPT
$339
7/28Sun
2 stopsUnited Airlines
18h 51mORD-GPT
$343

Search by stops

Search by airline

Search by price

Flights to Gulfport

Destination:

Gulfport (GPT)United States

Return flight deals:

Gulfport - Chicago

Cabin classes: