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Cheap flights from Chicago (CHI) to Gulfport (GPT) from $164

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 5/30. 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.
CHI — GPT
May 6 — May 131
From?
To?
Mon 5/6
Mon 5/13
1 adult, Economy
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The best prices from Chicago to Gulfport Biloxi Regional are usually found in August or September, booked 55 days in advance, depart on a Tuesday or Wednesday and return on a Tuesday

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 May 1, 2024.

Popular in

January

Cheapest in

August

Round-trip from

$317

One-way from

$164
High demand for flights, 31% potential price rise
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Best time to find cheap flights, 60% potential price drop
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From Chicago (CHI) to Gulfport Biloxi Regional
Search Deals
One-way flight from Chicago (CHI) to Gulfport Biloxi Regional
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What is the cheapest day to fly round-trip from Chicago to Gulfport?

Users have found that leaving on a Monday can be a cost-effective option. It’s possible to save up to 66% on your flight compared to booking on days when demand is much higher.

How far in advance should I book a flight from Chicago to Gulfport?

Users have found that booking a flight from Chicago to Gulfport at least 24 days early can save you up to 156% on average compared to booking a flight this week. If booking 24 days before your flight isn’t an option for you, users have found flights from Chicago to Gulfport for as little as $478 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as $639 for flights departing within the next 3 days.

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

August can be a great time to fly to Gulfport from Chicago with a flight ticket averaging about $462. Cheapflights users have found deals in the month of August for as cheap as $186. The most expensive prices can be found in the month of January.

When is the cheapest time to fly from Chicago to Gulfport (CHI - GPT)?

A simple way to save on the total cost of your ticket is to fly from Chicago to Gulfport in the morning. If you’re flexible enough to do this you can expect to save up to 13% on your trip compared to booking a flight in the afternoon.

Cheap Delta flights from Chicago to Gulfport

Explore cheap flight options specifically provided by Delta for the route between Chicago and Gulfport. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,899,487 searches. Data last updated May 1, 2024.
Peruse some of the lowest-priced Delta flights we've found from Chicago to Gulfport. Be sure to come back soon if the deals available don't appeal to you at this time.
Sun 5/265:40 amORD - GPT
1 stop4h 00mDelta
Tue 6/45:16 pmGPT - ORD
1 stop6h 38mDelta
Deal found 4/30$248
Fri 5/311:32 pmORD - GPT
2 stops9h 40mDelta
Tue 6/45:16 pmGPT - ORD
1 stop6h 38mDelta
Deal found 4/30$253
Thu 9/57:00 amORD - GPT
2 stops9h 44mDelta
Mon 9/96:59 pmGPT - ORD
1 stop5h 00mDelta
Deal found 4/30$263
Thu 9/512:15 pmORD - GPT
2 stops11h 02mDelta
Mon 9/92:15 pmGPT - ORD
2 stops8h 31mDelta
Deal found 4/30$268
Fri 5/316:48 pmMDW - GPT
1 stop4h 24mDelta
Tue 6/45:16 pmGPT - MDW
1 stop4h 45mDelta
Deal found 4/30$278
Fri 5/311:21 pmMDW - GPT
2 stops9h 51mDelta
Tue 6/45:16 pmGPT - MDW
1 stop4h 45mDelta
Deal found 4/30$283
Thu 8/297:10 amORD - GPT
1 stop6h 22mDelta
Sun 9/16:00 amGPT - ORD
1 stop5h 24mDelta
Deal found 4/30$288
Thu 8/2912:15 pmORD - GPT
2 stops11h 02mDelta
Sun 9/16:00 amGPT - ORD
1 stop5h 24mDelta
Deal found 4/30$293
Thu 8/2912:15 pmORD - GPT
2 stops11h 02mDelta
Sun 9/16:00 amGPT - ORD
2 stops11h 40mDelta
Deal found 4/30$298

Cheap United Airlines flights from Chicago to Gulfport

Explore cheap flight options specifically provided by United Airlines for the route between Chicago and Gulfport. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,899,487 searches. Data last updated May 1, 2024.
Take a gander at the lowest prices we've found on United Airlines flights from Chicago to Gulfport. Make sure to examine the flight information before completing your reservation.
Mon 8/59:17 pmORD - GPT
2 stops18h 51mUnited Airlines
Thu 8/85:25 pmGPT - ORD
1 stop6h 48mUnited Airlines
Deal found 4/30$442
Mon 8/59:17 pmORD - GPT
2 stops18h 51mUnited Airlines
Thu 8/85:25 pmGPT - ORD
2 stops16h 26mUnited Airlines
Deal found 4/30$571
Wed 5/157:30 amORD - GPT
1 stop12h 09mUnited Airlines
Wed 5/225:00 pmGPT - ORD
1 stop7h 12mUnited Airlines
Deal found 5/1$572
Thu 6/279:17 pmORD - GPT
2 stops18h 51mUnited Airlines
Sun 6/305:25 pmGPT - ORD
1 stop6h 48mUnited Airlines
Deal found 4/30$576

Cheap Chicago to Gulfport flights in May & June 2024

Find cheap flight options from Chicago to Gulfport specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,899,487 searches. Prices were last updated on May 1, 2024.
These are some of the best deals we've found on flights to Gulfport in 2024 at this time. If these deals don't appeal to you, be sure to come back soon for more options.
Sun 5/265:40 amORD - GPT
1 stop4h 00mDelta
Tue 6/45:16 pmGPT - ORD
1 stop6h 38mDelta
Deal found 4/30$248
Fri 5/311:32 pmORD - GPT
2 stops9h 40mDelta
Tue 6/45:16 pmGPT - ORD
1 stop6h 38mDelta
Deal found 4/30$253
Fri 5/316:48 pmMDW - GPT
1 stop4h 24mDelta
Tue 6/45:16 pmGPT - MDW
1 stop4h 45mDelta
Deal found 4/30$278
Fri 5/311:21 pmMDW - GPT
2 stops9h 51mDelta
Tue 6/45:16 pmGPT - MDW
1 stop4h 45mDelta
Deal found 4/30$283
Sun 5/59:55 amORD - GPT
1 stop5h 46mAmerican Airlines
Tue 5/74:30 pmGPT - ORD
1 stop7h 29mAmerican Airlines
Deal found 4/29$330
Sun 5/265:40 amORD - GPT
1 stop4h 00mDelta
Tue 6/45:16 pmGPT - ORD
2 stops27h 39mDelta
Deal found 4/30$347
Fri 5/313:20 pmORD - GPT
1 stop6h 07mAmerican Airlines
Mon 6/34:30 pmGPT - ORD
1 stop7h 29mAmerican Airlines
Deal found 5/1$385
Fri 5/311:32 pmORD - GPT
2 stops9h 40mDelta
Mon 6/35:16 pmGPT - ORD
1 stop4h 10mDelta
Deal found 5/1$428
Fri 5/311:32 pmORD - GPT
2 stops9h 40mDelta
Tue 6/410:30 amGPT - ORD
2 stops7h 47mDelta
Deal found 4/30$433

Chicago to Gulfport 2024 flight deals

Discover exclusive flight deals for travel between Chicago and Gulfport in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,899,487 searches. Data last updated May 1, 2024.
These are some of the best deals we've found on flights to Gulfport in 2024 at this time. If these deals don't appeal to you, be sure to come back soon for more options.
Sun 5/265:40 amORD - GPT
1 stop4h 00mDelta
Tue 6/45:16 pmGPT - ORD
1 stop6h 38mDelta
Deal found 4/30$248
Fri 5/311:32 pmORD - GPT
2 stops9h 40mDelta
Tue 6/45:16 pmGPT - ORD
1 stop6h 38mDelta
Deal found 4/30$253
Thu 9/58:20 amORD - GPT
1 stop7h 54mAmerican Airlines
Mon 9/94:44 pmGPT - ORD
1 stop6h 52mAmerican Airlines
Deal found 4/30$255
Tue 11/511:19 amORD - GPT
1 stop5h 22mDelta
Fri 11/82:15 pmGPT - ORD
1 stop6h 49mDelta
Deal found 4/30$258
Thu 9/57:00 amORD - GPT
2 stops9h 44mDelta
Mon 9/96:59 pmGPT - ORD
1 stop5h 00mDelta
Deal found 4/30$263
Thu 9/512:15 pmORD - GPT
2 stops11h 02mDelta
Mon 9/92:15 pmGPT - ORD
2 stops8h 31mDelta
Deal found 4/30$268
Fri 5/316:48 pmMDW - GPT
1 stop4h 24mDelta
Tue 6/45:16 pmGPT - MDW
1 stop4h 45mDelta
Deal found 4/30$278
Fri 5/311:21 pmMDW - GPT
2 stops9h 51mDelta
Tue 6/45:16 pmGPT - MDW
1 stop4h 45mDelta
Deal found 4/30$283
Thu 8/297:10 amORD - GPT
1 stop6h 22mDelta
Sun 9/16:00 amGPT - ORD
1 stop5h 24mDelta
Deal found 4/30$288

One-way flights to Gulfport from Chicago

Search for one-way flight options from Chicago to Gulfport. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,899,487 searches. Data last updated May 1, 2024.
If you're seeking multiple options on one-way flights from Chicago to Gulfport, be sure to check out these deals, which are updated often. Users needing a return flight from Chicago to Gulfport should utilize the search form above.
Thu 5/309:32 amORD - GPT
1 stop6h 49mDelta
Deal found 4/30$164
Sat 6/225:59 pmORD - GPT
1 stop5h 23mDelta
Deal found 4/30$169
Sat 6/221:25 pmORD - GPT
2 stops9h 57mDelta
Deal found 4/30$174
Sat 6/2210:41 amMDW - GPT
1 stop6h 02mDelta
Deal found 4/30$176
Thu 5/307:09 amORD - GPT
2 stops9h 12mDelta
Deal found 4/30$194
Sat 6/227:00 amORD - GPT
2 stops9h 09mAmerican Airlines
Deal found 4/30$434

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 2,899,487 searches. Data last updated May 1, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$248 - $442

Route

Depart

Return

Price

Chicago O'Hare IntlGulfport Biloxi Regional

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Sun 5/26

1 stop4h 00m

Gulfport Biloxi Regional

Tue 6/4

1 stop6h 38m

$248

Chicago O'Hare IntlGulfport Biloxi Regional

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Fri 5/31

2 stops9h 40m

Gulfport Biloxi Regional

Tue 6/4

1 stop6h 38m

$253

Chicago O'Hare IntlGulfport Biloxi Regional

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Thu 9/5

1 stop7h 54m

Gulfport Biloxi Regional

Mon 9/9

1 stop6h 52m

$255

Chicago O'Hare IntlGulfport Biloxi Regional

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Thu 9/5

2 stops9h 44m

Gulfport Biloxi Regional

Mon 9/9

1 stop5h 00m

$263

Chicago O'Hare IntlGulfport Biloxi Regional

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Thu 9/5

2 stops11h 02m

Gulfport Biloxi Regional

Mon 9/9

2 stops8h 31m

$268

Chicago MidwayGulfport Biloxi Regional

MDW - GPT

MDWGPT

Chicago Midway

Fri 5/31

1 stop4h 24m

Gulfport Biloxi Regional

Tue 6/4

1 stop4h 45m

$278

Chicago O'Hare IntlGulfport Biloxi Regional

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Mon 8/5

1 stop5h 18m

Gulfport Biloxi Regional

Thu 8/8

1 stop7h 13m

$324

Chicago O'Hare IntlGulfport Biloxi Regional

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Thu 6/27

1 stop5h 32m

Gulfport Biloxi Regional

Sun 6/30

1 stop6h 56m

$371

Chicago O'Hare IntlGulfport Biloxi Regional

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Mon 8/5

2 stops18h 51m

Gulfport Biloxi Regional

Thu 8/8

1 stop6h 48m

$442

Flights are sorted by cheapest first

Deals found on 4/30

When is the best time to book a flight from Chicago to Gulfport?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Gulfport. Price data was last updated on January 28, 2024.
The best time to book flights from Chicago to Gulfport is 23 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
Search Deals

When is the cheapest time to fly from Chicago to Gulfport?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Gulfport. Price data was last updated on April 28, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Chicago to Gulfport flight should consider departing on Saturday afternoons when fares are most often at their lowest. Thursday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Average price of flights to Gulfport by month

Plan your trip from Chicago to Gulfport by taking into account the cheapest months to travel. The average price of a one-way flight from Chicago to Gulfport is currently $219 while a round-trip flight costs $300. Price data was last updated on April 28, 2024.

Currently, September is the cheapest month in which you can book a flight from Chicago to Gulfport (average of $317). Flying from Chicago to Gulfport in May is currently the most expensive (average of $406). 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.

January

$336

February

$376

March

$380

April

$373

May

$406

June

$405

July

$404

August

$336

September

$317

October

$351

November

$384

December

$343

Temperature and rainfall in Gulfport by month

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

GPT

Temperature

50 - 82.4 °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 May 1, 2024.
Get a feel of what it's like to fly with Delta, United Airlines and American 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.
Delta
8.1
Very good
10,874 reviews
Check prices

Overall

8.1

Comfort

7.9

Food

7.4

Boarding

8.2

Crew

8.6

Entertainment

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Delta
8.1
Very good
10,874 reviews
Delta
8.1
Very good
10,874 reviews
Check prices

Overall

8.1

Comfort

7.9

Food

7.4

Boarding

8.2

Crew

8.6

Entertainment

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

United Airlines
7.4
Good
11,159 reviews
Delta
8.1
Very good
10,874 reviews
Check prices

Overall

8.1

Comfort

7.9

Food

7.4

Boarding

8.2

Crew

8.6

Entertainment

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

American Airlines
7.3
Good
14,788 reviews
Delta
8.1
Very good
10,874 reviews
Check prices

Overall

8.1

Comfort

7.9

Food

7.4

Boarding

8.2

Crew

8.6

Entertainment

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

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.

  • Can I find flights from Chicago to Gulfport for under $300 on Cheapflights?

    Yes, there are multiple flights from Chicago to Gulfport for under $300. The cheapest flight booked recently is on Delta for just $248, but on average you can expect to pay $320.

  • 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 $248. Additional round-trip tickets that might be worth considering are offered by American Airlines and United Airlines, with the lowest prices starting at $255 and $442, respectively. You may be able to fly from Chicago to Gulfport for 46% less than the average price by searching for these airlines.

  • What does ORD to GPT mean?

    ORD and GPT are unique codes to identify airports used in the aviation industry. They are defined by IATA (International Air Transport Association) and are commonly called IATA codes. ORD to GPT refers to a flight route from Chicago O'Hare Intl Airport to Gulfport Biloxi Regional Airport. Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD) are other airports near this flight route and their unique identifiers/IATA codes.

  • Can I find deals for flights from Chicago to Gulfport that include extra baggage allowance?

    The amount of baggage you can bring on your Chicago to Gulfport flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Chicago to Gulfport with specific airlines?

    Yes, Cheapflights allows you to browse and filter Chicago to Gulfport flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • 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.

  • Can I find deals for flights from Chicago to Gulfport that allow pets onboard?

    Many airlines flying from Chicago to Gulfport offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Chicago to Gulfport?

    Yes, you can often find last-minute deals on Chicago to Gulfport flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Chicago to Gulfport flight deals updated?

    The Chicago to Gulfport flight deals you see on this page were last updated on 4/30.

See more FAQs

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Alternative routes for Chicago to Gulfport
See prices for flight routes from nearby airports that may be better suited for you.

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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 2,899,487 searches. Data last updated May 1, 2024.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$214Average$435FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
DeltaCheapest$245Average$488FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
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Search flights from Chicago to Gulfport by cabin class

Find flights from Chicago to Gulfport, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Chicago to Gulfport?

When you search for this flight from Chicago to Gulfport, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

Why should you use Cheapflights to find cheap flight tickets from Chicago to Gulfport?

Millions of users choose and trust Cheapflights to book the best flight deals from Chicago to Gulfport for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

Can Cheapflights find flights from Chicago to Gulfport with no change fees?

Yes! Cheapflights helps users easily find flights from Chicago to Gulfport with no change fees.

Can Cheapflights notify me if prices for flights from Chicago to Gulfport become cheaper?

Not ready to book yet? You can track prices for flights from Chicago to Gulfport on Cheapflights with our Price Alert feature and get notified when better prices are available.

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