CHI - GPT

$141 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
$304
Typical prices: $325-$593
Multiple Airlines
Mon 11/5Thu 11/8
ORD - GPT • 1 stop
Cheapest one-way
$141
Typical prices: $244-$415
Multiple Airlines
Sun 10/14
ORD - GPT • 2 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.
Insights
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Top routes
ORD - GPT
Cheapest • 7% 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 $471 (round-trip)
Atlanta Hartsfield-Jackson (ATL)
Shortest trip • 5h 11m (one-way)
Insights
Insights
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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

Thu, Nov 5 - Sun, Nov 8
Multiple Airlines Logo
9:51 am - 7:05 pmORD  Chicago O'Hare Intl-GPT Gulfport Biloxi Regional
9h 14m1 stop Orlando
Multiple Airlines Logo
7:45 pm - 8:46 amGPT  Gulfport Biloxi Regional-ORD Chicago O'Hare Intl
13h 01m1 stop Orlando
$304Multiple Airlines
Sat, Nov 7 - Tue, Nov 10
Delta Logo
4:19 pm - 8:46 pmMDW  Chicago Midway-GPT Gulfport Biloxi Regional
4h 27m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:04 pm - 10:54 pmGPT  Gulfport Biloxi Regional-MDW Chicago Midway
4h 50m1 stop Atlanta Hartsfield-Jackson
$305Delta
Sat, Nov 7 - Wed, Nov 11
Delta Logo
4:19 pm - 8:46 pmMDW  Chicago Midway-GPT Gulfport Biloxi Regional
4h 27m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:20 am - 10:24 amGPT  Gulfport Biloxi Regional-MDW Chicago Midway
4h 04m1 stop Atlanta Hartsfield-Jackson
$305Delta
Sat, Nov 7 - Wed, Nov 11
Delta Logo
4:19 pm - 8:46 pmMDW  Chicago Midway-GPT Gulfport Biloxi Regional
4h 27m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:20 am - 12:51 pmGPT  Gulfport Biloxi Regional-MDW Chicago Midway
6h 31m2 stops Atlanta Hartsfield-Jackson Detroit Metropolitan Wayne County
$310Delta
Thu, Oct 22 - Sun, Oct 25
Multiple Airlines Logo
8:04 am - 8:51 amORD  Chicago O'Hare Intl-GPT Gulfport Biloxi Regional
24h 47m2 stops Fort Lauderdale Tampa
Multiple Airlines Logo
7:45 pm - 7:31 amGPT  Gulfport Biloxi Regional-ORD Chicago O'Hare Intl
11h 46m1 stop Orlando
$313Multiple Airlines
Wed, Dec 2 - Mon, Dec 7
American Airlines Logo
12:02 pm - 5:46 pmORD  Chicago O'Hare Intl-GPT Gulfport Biloxi Regional
5h 44m1 stop Dallas/Fort Worth
American Airlines Logo
6:21 pm - 11:59 pmGPT  Gulfport Biloxi Regional-ORD Chicago O'Hare Intl
5h 38m1 stop Dallas/Fort Worth
$319American Airlines
Wed, Oct 28 - Wed, Nov 4
American Airlines Logo
12:05 pm - 6:22 pmORD  Chicago O'Hare Intl-GPT Gulfport Biloxi Regional
6h 17m1 stop Charlotte Douglas
American Airlines Logo
11:44 am - 6:30 pmGPT  Gulfport Biloxi Regional-ORD Chicago O'Hare Intl
6h 46m1 stop Dallas/Fort Worth
$321American Airlines
Sat, Oct 17 - Wed, Oct 21
United Airlines Logo
7:30 am - 1:25 pmORD  Chicago O'Hare Intl-GPT Gulfport Biloxi Regional
5h 55m1 stop Houston George Bush Intcntl
United Airlines Logo
5:14 pm - 11:27 pmGPT  Gulfport Biloxi Regional-ORD Chicago O'Hare Intl
6h 13m1 stop Houston George Bush Intcntl
$321United Airlines
Wed, Oct 21 - Sat, Oct 24
United Airlines Logo
7:30 am - 1:25 pmORD  Chicago O'Hare Intl-GPT Gulfport Biloxi Regional
5h 55m1 stop Houston George Bush Intcntl
United Airlines Logo
5:14 pm - 12:23 amGPT  Gulfport Biloxi Regional-ORD Chicago O'Hare Intl
7h 09m1 stop Houston George Bush Intcntl
$321United Airlines
Sat, Oct 10 - Sat, Oct 17
American Airlines Logo
6:40 pm - 11:59 pmORD  Chicago O'Hare Intl-GPT Gulfport Biloxi Regional
5h 19m1 stop Charlotte Douglas
American Airlines Logo
6:42 pm - 12:08 amGPT  Gulfport Biloxi Regional-ORD Chicago O'Hare Intl
5h 26m1 stop Charlotte Douglas
$330American 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 from Chicago to Gulfport with more confidence.

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 $418 round-trip. Other Chicago to Gulfport routes average $483, based on KAYAK data over the past 12 months.

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

Tuesday is the cheapest day of the week to fly from Chicago to Gulfport, it is 31% cheaper than the average day. Monday is the most expensive day with flight prices 87% higher than average. Based on deals found by KAYAK users in the last 12 months.

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

•February is the cheapest month to fly from Chicago to Gulfport at $289 round-trip.
•March ($546) and July ($524) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 88% 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

$141
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly with an average 23% increase in price.
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 route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • 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).

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

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

  • 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) - 66% of one-stop connections
    • Charlotte Douglas (CLT) - 18% of one-stop connections
    • Houston George Bush Intcntl (IAH) - 11% of one-stop connections
    • Dallas/Fort Worth (DFW) - 4% of one-stop connections

    Atlanta Hartsfield-Jackson (ATL) handles the largest share of one-stop connections on this route.

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

    Yes. Being flexible with your travel dates can save you up to 63% on the Chicago to Gulfport route. Tuesday is the cheapest departure day at $296 round-trip on average, while Monday is the most expensive at $796, a difference of $500. 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 long is a flight from Chicago to Gulfport?

    A nonstop flight from Chicago to Gulfport takes 0h 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.

  • 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 $304 to $1,661. That means the highest observed fare was about 5x 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 lower than usual. Average one-way flight prices are about $174, which is 53% below the typical average for this route.

  • 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 11m, compared with 5h 40m via Charlotte Douglas (CLT) and 5h 42m via Dallas/Fort Worth (DFW).

  • 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 starting from around $26 for economy cars. Top options include:
    • Hertz
    • Enterprise Rent-A-Car
    • Budget
    • Alamo
    • Avis

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

    Round-trip flights from Chicago to Gulfport range from $325 to $593, with an average of $424 over the past 12 months. Anything below $325 counts as a good deal.

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 can be flexible, aim for a Tuesday departure instead of Monday. On this route, Tuesday flights average $296 - about $500 less than Monday (63% 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 $257 less than the most expensive month, which is March (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.
    - Extended Stay America Select Suites - Gulfport
    - Super 8 by Wyndham Gulfport Airport NW/Near Biloxi
    - Holiday Inn Gulfport-Airport By IHG

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
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