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Biloxi

$249+ Cheap flights from Chicago (CHI) to Biloxi, MS

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/17. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MSY
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
1 adult, Economy
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Cheap flight deals from Chicago to Biloxi

Keep the following information in mind while searching for Chicago to Biloxi flight deals. Data was last updated November 3, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$249
(Delta)

Popular in

February

Cheapest in

August

Average price

$338
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 Biloxi
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Highest demand for flights based on searches. 13% potential increase in price ($63 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($18 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Find flight deals from Chicago to Biloxi

Cheapest flights from Chicago to Biloxi
Explore the most affordable flight options available from Chicago to Biloxi. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 3, 2025.

This Delta deal was found by Cheapflights users on 11/1. 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.
Wed 12/175:29 pmMDW - GPT
1 stop4h 34mDelta
Wed 12/245:21 pmGPT - MDW
1 stop5h 01mDelta
Deal found 11/1$249
This Delta deal was found by Cheapflights users on 11/3. 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 12/16:45 amORD - GPT
1 stop7h 23mDelta
Mon 12/86:01 pmGPT - ORD
1 stop6h 00mDelta
Deal found 11/3$249
This United Airlines deal was found by Cheapflights users on 11/1. 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 11/256:00 amORD - GPT
1 stop5h 17mUnited Airlines
Sat 12/275:15 pmGPT - ORD
1 stop6h 59mUnited Airlines
Deal found 11/1$265
This United Airlines deal was found by Cheapflights users on 11/2. 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.
Sat 11/226:00 amORD - GPT
1 stop7h 20mUnited Airlines
Mon 11/245:15 pmGPT - ORD
1 stop7h 00mUnited Airlines
Deal found 11/2$277
This Delta deal was found by Cheapflights users on 11/1. 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.
Sat 11/154:28 pmMDW - GPT
1 stop5h 39mDelta
Wed 11/196:03 pmGPT - MDW
1 stop5h 37mDelta
Deal found 11/1$279
This Delta deal was found by Cheapflights users on 11/1. 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.
Sat 11/155:23 amORD - GPT
1 stop4h 26mDelta
Wed 11/192:53 pmGPT - ORD
1 stop4h 30mDelta
Deal found 11/1$279
This Delta deal was found by Cheapflights users on 11/2. 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.
Fri 12/126:45 amORD - GPT
1 stop7h 23mDelta
Sun 12/146:00 amGPT - ORD
1 stop4h 14mDelta
Deal found 11/2$304
This Delta deal was found by Cheapflights users on 11/1. 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.
Tue 11/115:34 pmMDW - GPT
1 stop4h 33mDelta
Tue 11/186:03 pmGPT - MDW
1 stop5h 37mDelta
Deal found 11/1$309
This Delta deal was found by Cheapflights users on 11/1. 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.
Tue 11/115:23 amORD - GPT
1 stop4h 26mDelta
Tue 11/186:03 pmGPT - ORD
1 stop4h 27mDelta
Deal found 11/1$309
This Delta deal was found by Cheapflights users on 11/1. 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.
Thu 11/206:45 amORD - GPT
1 stop7h 23mDelta
Sun 11/236:00 amGPT - ORD
1 stop4h 19mDelta
Deal found 11/1$319
This Delta deal was found by Cheapflights users on 11/1. 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.
Sat 11/84:09 pmORD - GPT
1 stop5h 41mDelta
Sun 11/96:03 pmGPT - ORD
1 stop5h 58mDelta
Deal found 11/1$339
This Delta deal was found by Cheapflights users on 11/2. 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.
Thu 11/135:34 pmMDW - GPT
1 stop4h 33mDelta
Tue 11/186:03 pmGPT - MDW
1 stop5h 37mDelta
Deal found 11/2$359

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Biloxi 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 November 3, 2025.
Use the filters below to find and compare flights from Chicago to Biloxi that are best for you.

Fly from

Chicago

Fly to

Biloxi

Route

Depart

Return

Price

ChicagoGulfport

MDW - GPT

MDWGPT

Chicago Midway

Wed 12/17

5:29 pm-10:03 pm

1 stop4h 34m

Gulfport Biloxi Regional

Wed 12/24

5:21 pm-10:22 pm

1 stop5h 01m

$249

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Sat 4/4

9:25 am-4:02 pm

1 stop6h 37m

Gulfport Biloxi Regional

Tue 4/7

2:00 pm-9:11 pm

1 stop7h 11m

$249

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Mon 12/1

6:45 am-2:08 pm

1 stop7h 23m

Gulfport Biloxi Regional

Mon 12/8

6:01 pm-12:01 am

1 stop6h 00m

$249

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Wed 12/17

4:20 pm-10:03 pm

1 stop5h 43m

Gulfport Biloxi Regional

Wed 12/24

5:21 pm-12:02 am

1 stop6h 41m

$249

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Tue 11/25

6:00 am-11:17 am

1 stop5h 17m

Gulfport Biloxi Regional

Sat 12/27

5:15 pm-12:14 am

1 stop6h 59m

$265

ChicagoGulfport

MDW - GPT

MDWGPT

Chicago Midway

Sat 11/15

4:28 pm-10:07 pm

1 stop5h 39m

Gulfport Biloxi Regional

Wed 11/19

6:03 pm-11:40 pm

1 stop5h 37m

$279

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Thu 11/20

6:45 am-2:08 pm

1 stop7h 23m

Gulfport Biloxi Regional

Sun 11/23

6:00 am-10:19 am

1 stop4h 19m

$279

ChicagoGulfport

MDW - GPT

MDWGPT

Chicago Midway

Tue 11/11

5:34 pm-10:07 pm

1 stop4h 33m

Gulfport Biloxi Regional

Tue 11/18

6:03 pm-11:40 pm

1 stop5h 37m

$309

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Sat 11/22

4:26 pm-10:07 pm

1 stop5h 41m

Gulfport Biloxi Regional

Mon 11/24

6:03 pm-12:02 am

1 stop5h 59m

$309

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Wed 2/18

6:10 pm-9:41 am

2 stops15h 31m

Gulfport Biloxi Regional

Sat 2/21

10:30 am-4:39 pm

1 stop6h 09m

$326

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/1

Showing 1-10 of 20 results
1
2

Best time to book a flight from Chicago to Biloxi

Have a flexible travel schedule? Discover the best time to fly to Biloxi 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.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Biloxi

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

Currently, June is the cheapest month in which you can book a flight from Chicago to Biloxi (average of $80). Flying from Chicago to Biloxi in July is currently the most expensive (average of $161). 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.

What is the cheapest time of day to fly from CHI to B1L?

Find hourly flight availability from Chicago to Biloxi. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 3, 2025.

One of the essential ways to save on airfare from Chicago to Biloxi is to remain as flexible as possible. Flights that are in the evening tend to be the most expensive. A flight in the afternoon could potentially save you up to 21% on airfare.

What is the cheapest day to fly from Chicago to Biloxi?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Biloxi. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Chicago to Biloxi flight should consider departing on Sunday at noon when fares are most often at their lowest. Thursday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago to Biloxi

Explore weekly flight availability from Chicago to Biloxi. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated November 3, 2025.

The most flights from CHI to B1L are scheduled on a Thursday (38 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (22 on average).

How much does it cost to fly round-trip from Chicago to Biloxi?

Reviews of airlines servicing Biloxi

Get insights into the airlines that provide service to Biloxi. 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 Biloxi. Reviews last updated November 3, 2025.
Read through reviews of airlines operating flights from Chicago to Biloxi, such as Delta, United Airlines, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,002 reviews

Overall

7.9

Food

7.3

Crew

8.5

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,002 reviews
Delta
7.9
Good
8,002 reviews

Overall

7.9

Food

7.3

Crew

8.5

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
8,997 reviews
Delta
7.9
Good
8,002 reviews

Overall

7.9

Food

7.3

Crew

8.5

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,038 reviews
Delta
7.9
Good
8,002 reviews

Overall

7.9

Food

7.3

Crew

8.5

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

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

  • How long is the flight from Chicago to Biloxi?

    Departing from Chicago to Biloxi will take you 4h 34m. Chicago and Biloxi are separated by a distance of 789 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    $274 is the cheapest one-way deal found within the past few days, from United Airlines. You may also be able to find cheap deals on Delta and American Airlines, with prices starting from $390 and $574, respectively.

  • What are the most reliable airlines from Chicago to Biloxi?

    No one likes to see their flight delayed. When booking a flight from Chicago to Biloxi consider choosing Spirit Airlines (100%), Envoy Air (97%) or Qantas Airways (89%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Chicago to Biloxi?

    The cheapest flight price from Chicago to Biloxi is $53. On average you can expect to pay $433. The most popular route, (Chicago O'Hare Intl - Gulfport Biloxi Regional), can usually be booked for $249.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Chicago to Biloxi 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 Biloxi?

    Currently, June is the cheapest month in which you can book a flight from Chicago to Biloxi (average of $80). Flying from Chicago to Biloxi in July is currently the most expensive (average of $161). 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 6 airlines flying from Chicago to Biloxi

Discover the top 6 airlines that operate flights from Chicago to Biloxi. 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 November 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$61Average$187FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$80Average$204FlexibilityNo cancel feeOn-time65%
DeltaCheapest$98Average$389FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$159Average$376FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$168Average$382FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$174Average$396FlexibilityNo cancel feeOn-time69%

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