CHI - GPT

$189 Find Cheap Flights from Chicago to Gulfport - Compare and Save

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1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$321
Typical prices: $336-$564
American Airlines
Fri 1/5Tue 1/9
ORD - GPT • 1 stop
Cheapest one-way
$189
Typical prices: $257-$415
Multiple Airlines
Sun 11/18
ORD - GPT • 3 stops
Nonstop flights
Not available
There are currently no direct flights between Chicago and Gulfport. You'll need to take a connecting flight to reach the destination.
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Top routes
ORD - GPT
Cheapest • 12% average savings
MDW - GPT
Most popular
Insights
Insights
When to travel
February
Cheapest • 32% price drop
July
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Houston George Bush Intcntl (IAH)
Cheapest • Avg $435 (round-trip)
Atlanta Hartsfield-Jackson (ATL)
Shortest trip • 5h 14m (one-way)
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Flight Deals

Cheap Flights from Chicago to Gulfport (CHI-GPT)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Gulfport

Tue, Jan 5 - Sat, Jan 9
American Airlines Logo
5:00 am - 11:22 amORD  Chicago O'Hare Intl-GPT Gulfport Biloxi Regional
6h 22m1 stop Dallas/Fort Worth
American Airlines Logo
6:35 am - 2:20 pmGPT  Gulfport Biloxi Regional-ORD Chicago O'Hare Intl
7h 45m1 stop Charlotte Douglas
$321American Airlines
Sat, Jan 23 - Tue, Jan 26
Delta Logo
3:00 pm - 10:08 pmORD  Chicago O'Hare Intl-GPT Gulfport Biloxi Regional
7h 08m1 stop Atlanta Hartsfield-Jackson
Delta Logo
4:00 pm - 10:20 pmGPT  Gulfport Biloxi Regional-ORD Chicago O'Hare Intl
6h 20m1 stop Atlanta Hartsfield-Jackson
$321Delta
Sat, Jan 23 - Tue, Jan 26
Delta Logo
1:57 pm - 10:08 pmORD  Chicago O'Hare Intl-GPT Gulfport Biloxi Regional
8h 11m2 stops Detroit Metropolitan Wayne County Atlanta Hartsfield-Jackson
Delta Logo
10:00 am - 3:53 pmGPT  Gulfport Biloxi Regional-ORD Chicago O'Hare Intl
5h 53m1 stop Atlanta Hartsfield-Jackson
$326Delta
Tue, Jan 5 - Sat, Jan 9
Delta Logo
3:01 pm - 10:08 pmORD  Chicago O'Hare Intl-GPT Gulfport Biloxi Regional
7h 07m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 4:41 pmGPT  Gulfport Biloxi Regional-ORD Chicago O'Hare Intl
10h 41m2 stops Atlanta Hartsfield-Jackson Minneapolis St Paul
$326Delta
Thu, Dec 10 - Sat, Dec 12
American Airlines Logo
5:00 am - 11:13 amORD  Chicago O'Hare Intl-GPT Gulfport Biloxi Regional
6h 13m1 stop Dallas/Fort Worth
American Airlines Logo
2:02 pm - 8:11 pmGPT  Gulfport Biloxi Regional-ORD Chicago O'Hare Intl
6h 09m1 stop Charlotte Douglas
$330American Airlines
Fri, Dec 4 - Mon, Dec 7
Multiple Airlines Logo
6:21 am - 6:06 pmORD  Chicago O'Hare Intl-GPT Gulfport Biloxi Regional
11h 45m1 stop Las Vegas Harry Reid Intl
Multiple Airlines Logo
6:46 pm - 2:30 pmGPT  Gulfport Biloxi Regional-ORD Chicago O'Hare Intl
19h 44m2 stops Tampa Atlanta Hartsfield-Jackson
$332Multiple Airlines
Sat, Nov 21 - Tue, Nov 24
American Airlines Logo
6:49 pm - 12:01 amORD  Chicago O'Hare Intl-GPT Gulfport Biloxi Regional
5h 12m1 stop Charlotte Douglas
American Airlines Logo
6:28 pm - 12:20 amGPT  Gulfport Biloxi Regional-ORD Chicago O'Hare Intl
5h 52m1 stop Dallas/Fort Worth
$339American Airlines
Fri, Dec 4 - Mon, Dec 7
American Airlines Logo
6:45 pm - 11:55 pmORD  Chicago O'Hare Intl-GPT Gulfport Biloxi Regional
5h 10m1 stop Charlotte Douglas
American Airlines Logo
6:23 pm - 11:59 pmGPT  Gulfport Biloxi Regional-ORD Chicago O'Hare Intl
5h 36m1 stop Dallas/Fort Worth
$339American Airlines
Fri, Dec 4 - Mon, Dec 7
Multiple Airlines Logo
6:21 am - 6:06 pmORD  Chicago O'Hare Intl-GPT Gulfport Biloxi Regional
11h 45m1 stop Las Vegas Harry Reid Intl
Multiple Airlines Logo
6:46 pm - 2:30 pmGPT  Gulfport Biloxi Regional-ORD Chicago O'Hare Intl
19h 44m2 stops Tampa Atlanta Hartsfield-Jackson
$362Multiple Airlines
Fri, Nov 13 - Tue, Nov 17
United Airlines Logo
6:55 am - 1:18 pmORD  Chicago O'Hare Intl-GPT Gulfport Biloxi Regional
6h 23m1 stop Houston George Bush Intcntl
United Airlines Logo
1:54 pm - 7:55 pmGPT  Gulfport Biloxi Regional-ORD Chicago O'Hare Intl
6h 01m1 stop Houston George Bush Intcntl
$369United Airlines
Booking Insights

Price, demand and travel trends for Chicago to Gulfport flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

How much is a round-trip flight from Chicago to Gulfport?

Round-trip flights from Chicago to Gulfport typically range from $336 to $564. The lowest price found in the past 5 days was $321, on American Airlines.

What is the cheapest Chicago to Gulfport flight route?

Chicago O'Hare Intl Airport (ORD) to Gulfport (GPT) is the cheapest Chicago to Gulfport route, averaging $409 round-trip. Other Chicago to Gulfport routes average $516, based on KAYAK data over the past 12 months.

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

Based on deals KAYAK users found in the last 12 months, Tuesday is the cheapest day of the week to fly from Chicago to Gulfport. It’s 31% cheaper than the average day, while Thursday is the most expensive, with prices 37% higher.

What’s the cheapest month to fly from Chicago to Gulfport?

•February is the cheapest month to fly from Chicago to Gulfport at $289 round-trip.
•January ($550) and March ($546) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 90% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

Find deals

Key details for Chicago to Gulfport flights

Low season

September

Cheapest flight

$189
Beat the crowds with an average 39% drop in travelers.
The most popular month to fly with an average 33% increase in travelers.
One-way flight from Chicago O'Hare Intl 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

Your Chicago to Gulfport flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What cabin classes can I book on flights from Chicago to Gulfport?

    Only Economy Class is available on flights from Chicago to Gulfport.

  • How long is a flight from Chicago to Gulfport?

    A nonstop flight from Chicago to Gulfport takes 00m, covering 796 miles.

  • Do I need a passport to fly from Chicago to Gulfport?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

  • How much should I expect to pay for a Chicago to Gulfport flight?

    Round-trip flights from Chicago to Gulfport range from $336 to $564, with an average of $427 over the past 12 months. Anything below $336 counts as a good deal.

  • Have flight prices from Chicago to Gulfport changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $321 to $1,855. That means the highest observed fare was about 6x higher than the lowest one.

  • How are flight prices from Chicago to Gulfport looking right now?

    One-way fares from Chicago to Gulfport are currently higher than usual. Average one-way flight prices are about $416, which is 14% above the typical average for this route.

  • What car rental options are available at Gulfport Biloxi Regional Airport (GPT)?

    Gulfport Biloxi Regional Airport (GPT) hosts 5 major car rental companies, with daily rates averaging $64 for economy cars. Top options include:

    • Hertz
    • Enterprise Rent-A-Car
    • Budget
    • Alamo
    • Avis

  • Which airports can I use when flying from Chicago to Gulfport?

    Flights from Chicago to Gulfport may depart from several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD). Flights usually arrive at Gulfport Biloxi Regional (GPT).

  • Which airports do connecting flights from Chicago to Gulfport pass through?

    One-stop flights from Chicago to Gulfport most commonly connect through:

    • Atlanta Hartsfield-Jackson (ATL) - 63% of one-stop connections
    • Charlotte Douglas (CLT) - 18% of one-stop connections
    • Dallas/Fort Worth (DFW) - 10% of one-stop connections
    • Houston George Bush Intcntl (IAH) - 8% of one-stop connections

  • Can I save money by using flexible dates for flights from Chicago to Gulfport?

    Yes. Flexible dates can save you up to 50% on flights from Chicago to Gulfport. Tuesday is the cheapest departure day at $296 round-trip on average, while Thursday is the most expensive at $587, a difference of $291.

    KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • How much time can I save by choosing a different layover airport from Chicago to Gulfport?

    Flying via Atlanta Hartsfield-Jackson (ATL) gives the shortest average 1-stop total travel time at 5h 14m, compared with 5h 44m via Charlotte Douglas (CLT) and 5h 54m via Dallas/Fort Worth (DFW).

Your guide to booking Chicago to Gulfport flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Tuesday departure and avoid flying on Thursday. On this route, Tuesday flights average $296, about $291 less than Thursday fares (50% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Chicago to Gulfport trip for February. Fares historically average $289 round-trip in that month - typically $261 less than the most expensive month, which is January (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Gulfport Biloxi Regional Airport.

    • Super 8 by Wyndham Gulfport Airport NW/Near Biloxi
    • Comfort Suites Gulfport Central
    • Extended Stay America Select Suites - Gulfport

More options for your flight from Chicago to Gulfport

Complete your trip to Gulfport with a hotel stay or car rental

Car rentals in Gulfport
Hotels in Gulfport
Vacations in Gulfport