CHI - GPT

$151 Find Cheap Flights from Chicago to Gulfport - Compare and Save

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 9/12. 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
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$301
Typical prices: $488-$906
American Airlines
Wed 10/21Wed 10/28
ORD - GPT • 1 stop
Cheapest one-way
$151
American Airlines
Sat 9/12
ORD - GPT • 1 stop
Nonstop flights
Not available
There are currently no direct flights between Chicago and Gulfport. You'll need at least 1 connection.
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Top layover airports
Charlotte (CLT)
Cheapest • Avg $397 (round-trip)
Atlanta (ATL)
Shortest trip • 4h 35m (one-way)
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Avoid delays
Sun Country Air
Most punctual • 38% on-time
Afternoon flights
Best time • Fewest delays
Insights
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When to travel
February
Cheapest • 31% price drop
December
Most popular
Good to know
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+1
+1
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Good to know
+1
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We hope you love your trip to Gulfport!
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Booking Insights
Flight Deals

Cheap Flights 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 for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Gulfport

Wed, Oct 21 - Wed, Oct 28
American Airlines Logo
5:18 am - 12:19 pm
ORD
-
GPT
7h 01m
1 stop
American Airlines Logo
6:37 pm - 12:02 am
GPT
-
ORD
5h 25m
1 stop
$301American Airlines
Sat, Sep 12 - Sat, Sep 19
American Airlines Logo
3:50 pm - 11:24 pm
ORD
-
GPT
7h 34m
1 stop
American Airlines Logo
5:42 pm - 12:01 am
GPT
-
ORD
6h 19m
1 stop
$301American Airlines
Wed, Sep 16 - Wed, Sep 23
Delta Logo
8:05 am - 1:11 pm
ORD
-
GPT
5h 06m
1 stop
Delta Logo
1:59 pm - 6:45 pm
GPT
-
ORD
4h 46m
1 stop
$301Delta
Wed, Sep 2 - Wed, Sep 9
Delta Logo
10:54 am - 3:00 pm
MDW
-
GPT
4h 06m
1 stop
Delta Logo
4:00 pm - 10:44 pm
GPT
-
MDW
6h 44m
1 stop
$301Delta
Tue, Oct 13 - Sat, Oct 17
American Airlines Logo
4:45 pm - 11:49 pm
ORD
-
GPT
7h 04m
1 stop
American Airlines Logo
6:00 am - 11:05 am
GPT
-
ORD
5h 05m
1 stop
$301American Airlines
Tue, Dec 1 - Sat, Dec 5
American Airlines Logo
9:00 am - 5:17 pm
ORD
-
GPT
8h 17m
1 stop
American Airlines Logo
12:02 pm - 6:35 pm
GPT
-
ORD
6h 33m
1 stop
$301American Airlines
Wed, Nov 11 - Sat, Nov 14
Delta Logo
6:00 am - 1:08 pm
MDW
-
GPT
7h 08m
1 stop
Delta Logo
4:00 pm - 10:56 pm
GPT
-
MDW
6h 56m
1 stop
$301Delta
Wed, Aug 19 - Sun, Aug 23
Multiple Airlines Logo
1:59 pm - 6:45 pm
ORD
-
GPT
28h 46m
2 stops
Multiple Airlines Logo
7:25 pm - 1:20 pm
GPT
-
ORD
17h 55m
1 stop
$311Multiple Airlines
Thu, Nov 5 - Sun, Nov 8
Multiple Airlines Logo
6:00 am - 7:05 pm
ORD
-
GPT
13h 05m
2 stops
Multiple Airlines Logo
7:45 pm - 11:50 pm
GPT
-
ORD
28h 05m
1 stop
$369Multiple Airlines
Thu, Nov 5 - Sun, Nov 8
Multiple Airlines Logo
9:26 am - 7:05 pm
ORD
-
GPT
9h 39m
1 stop
Multiple Airlines Logo
7:45 pm - 11:50 pm
GPT
-
ORD
28h 05m
1 stop
$377Multiple Airlines
Booking Insights

KAYAK's insights & trends for Chicago to Gulfport flights

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.

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

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago to Gulfport departing in September.

Flight prices are above average for this route right now.

Flights to Gulfport from Chicago usually cost between $283 and $296 in September.
The lowest price found in the past 5 days was $301 on Delta (Sep 2-Sep 9).

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 round-trip 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 February, where tickets cost $289 (return) on average. On the other hand, the most expensive months are January and October, where the average cost of round-trip tickets is $526 and $481 respectively.

Find deals

Good to know

Low season

January

Cheapest flight

$151
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly with an average 1% 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 5 days, the lowest price for a flight from Chicago to Gulfport was $151 for a one-way ticket and $301 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, and SkyTeam are the airline alliances operating flights between Chicago and Gulfport, with oneworld 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 $358 and an overall rating of 7.8, Delta is the most popular choice. American Airlines is also a great choice for the route, with an average price of $324 and an overall rating of 7.1.

  • 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.

Everything you need to know for your flight from Chicago to Gulfport

Information on your arrival and departure airports

Gulfport (GPT)