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$150+ Cheap flights from Chicago (CHI) to Gulfport (GPT)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/30. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — GPT
Dec 27 — Jan 31
Fri 12/27
Fri 1/3
1 adult, Economy
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Cheap flight deals from Chicago to Gulfport

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Gulfport (GPT). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 22, 2024.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$316
(Delta)

One-way from

$150
(Mytrip)

Popular in

February

Cheapest in

August

Average price

$453
Provider with most accurate pricing for Chicago (CHI)-Gulfport Biloxi Regional flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Gulfport Biloxi Regional flights.
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From Chicago (CHI) to Gulfport Biloxi Regional
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One-way flight from Chicago (CHI) to Gulfport Biloxi Regional
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High demand for flights, 7% potential price rise
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Best time to find cheap flights, 2% potential price drop
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Average for round-trip flights in December 2024
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Find flight deals from Chicago to Gulfport

Cheapest flights from Chicago to Gulfport
Explore the most affordable flight options available from Chicago to Gulfport. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 22, 2024.

This Delta deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/235:03 pmMDW - GPT
1 stop6h 22mDelta
Thu 1/910:10 amGPT - MDW
1 stop6h 11mDelta
Deal found 12/21$618
This Delta deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/237:05 amORD - GPT
1 stop7h 06mDelta
Thu 1/96:00 pmGPT - ORD
1 stop5h 59mDelta
Deal found 12/21$618
This United Airlines deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/248:00 pmORD - GPT
2 stops20h 02mUnited Airlines
Thu 1/94:55 pmGPT - ORD
1 stop7h 20mUnited Airlines
Deal found 12/21$690
This American Airlines deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/224:21 pmORD - GPT
1 stop5h 51mAmerican Airlines
Thu 12/265:51 pmGPT - ORD
1 stop6h 28mAmerican Airlines
Deal found 12/21$818

Find flights from Chicago to Gulfport within your budget

Customize your flight search to find flights from Chicago to Gulfport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 22, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoGulfport

MDW - GPT

MDWGPT

Chicago Midway

Tue 1/7

10:57 am-3:49 pm

1 stop4h 52m

Gulfport Biloxi Regional

Tue 1/14

6:05 am-10:12 am

1 stop4h 07m

$316

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Thu 1/9

11:05 am-5:15 pm

1 stop6h 10m

Gulfport Biloxi Regional

Tue 1/14

5:00 pm-11:59 pm

1 stop6h 59m

$332

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Wed 1/29

5:45 am-1:26 pm

1 stop7h 41m

Gulfport Biloxi Regional

Tue 2/4

4:55 pm-10:45 pm

1 stop5h 50m

$386

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Sat 2/22

1:54 pm-10:06 pm

1 stop8h 12m

Gulfport Biloxi Regional

Mon 2/24

6:37 pm-11:53 pm

1 stop5h 16m

$406

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Mon 2/3

3:35 pm-9:24 am

3 stops17h 49m

Gulfport Biloxi Regional

Mon 2/10

5:06 am-12:11 am

2 stops19h 05m

$633

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Sat 4/26

6:34 pm-6:08 pm

2 stops23h 34m

Gulfport Biloxi Regional

Fri 5/2

8:56 pm-10:21 pm

2 stops25h 25m

$652

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Thu 1/30

3:56 pm-8:45 am

2 stops16h 49m

$150

ChicagoGulfport

MDW - GPT

MDWGPT

Chicago Midway

Tue 2/25

10:57 am-3:49 pm

1 stop4h 52m

$158

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Fri 2/7

1:54 pm-9:55 pm

1 stop8h 01m

$218

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Fri 2/7

8:00 pm-1:26 pm

2 stops17h 26m

$252

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/19

Compare providers for flights from Chicago to Gulfport

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Gulfport in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Gulfport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Gulfport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Gulfport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Gulfport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Gulfport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to Gulfport

Have a flexible travel schedule? Discover the best time to fly to Gulfport from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Chicago to Gulfport

Get recent, data-driven insights about flights from Chicago to Gulfport including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Chicago to Gulfport?

Currently, November is the cheapest month in which you can book a flight from Chicago to Gulfport (average of $318). Flying from Chicago to Gulfport in March is currently the most expensive (average of $441). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Rainfall in Gulfport by month

Plan your trip to Gulfport by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Gulfport ranges from 3.6 - 7.2 inches per month. July is typically the wettest month, when rainfall can reach 7.2 in. October is typically the driest time to visit Gulfport when rainfall is around 3.6 in.

Temperature in Gulfport by month

Plan your trip to Gulfport by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Gulfport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 50.0 F).

Reviews of airlines servicing Gulfport

Get insights into the airlines that provide service to Gulfport. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Gulfport. Reviews last updated December 22, 2024.
Get a feel of what it's like to fly with American Airlines, Delta and United Airlines from Chicago to Gulfport by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,537 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.1

Crew

8.5

Comfort

7.9

Food

7.2

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

Alaska Airlines
8.0
Very good
9,537 reviews
Alaska Airlines
8.0
Very good
9,537 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.1

Crew

8.5

Comfort

7.9

Food

7.2

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

Delta
8.0
Very good
8,594 reviews
Alaska Airlines
8.0
Very good
9,537 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.1

Crew

8.5

Comfort

7.9

Food

7.2

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

United Airlines
7.4
Good
9,028 reviews
Alaska Airlines
8.0
Very good
9,537 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.1

Crew

8.5

Comfort

7.9

Food

7.2

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,537 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.1

Crew

8.5

Comfort

7.9

Food

7.2

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Gulfport. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Gulfport from Chicago?

    Gulfport Biloxi Regional (GPT), located 3.1 mi from the city center, is the airport you fly into when you book flights from Chicago to Gulfport. 2 airlines have flights to Biloxi Regional from Chicago on a regular basis. Booking flights from Chicago to Gulfport Biloxi Regional should not be difficult; the airport handles an average of 0 inbound flights from Chicago per day.

  • What are the cheapest airlines flying from Chicago to Gulfport round-trip?

    Flying on Delta is currently your cheapest option to Gulfport, with prices starting at $316. Additional round-trip tickets that might be worth considering are offered by United Airlines and American Airlines, with the lowest prices starting at $386 and $406, respectively. You may be able to fly from Chicago to Gulfport for 22% less than the average price by searching for these airlines.

  • What are the cheapest airlines to fly from Chicago to Gulfport one-way?

    For one-way options, check prices for Delta. According to our data, you can fly for as low as $158. Users have also found prices from $218 and $252 on American Airlines and United Airlines, respectively.

  • Can I find deals for flights from Chicago to Gulfport that include hotel bookings?

    Yes. In addition to deals on Chicago to Gulfport flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Gulfport?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Gulfport.

  • Can I find deals for business class flights from Chicago to Gulfport?

    Yes. Cheapflights offers flight deals from Chicago to Gulfport by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Gulfport?

    Currently, November is the cheapest month in which you can book a flight from Chicago to Gulfport (average of $318). Flying from Chicago to Gulfport in March is currently the most expensive (average of $441). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Top 2 airlines flying from Chicago to Gulfport

Discover the top 2 airlines that operate flights from Chicago to Gulfport. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 22, 2024.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$214Average$397FlexibilityNo cancel feeOn-time71%
DeltaCheapest$218Average$459FlexibilityNo cancel feeOn-timeN/A
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