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Biloxi

$94+ Cheap flights from Chicago (CHI) to Biloxi, MS

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 1/18. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MSY
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap 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 December 18, 2025.

This Delta deal was found by Cheapflights users on 12/17. 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 12/185:30 amORD - GPT
1 stop4h 20mDelta
Tue 12/235:21 pmGPT - ORD
1 stop6h 41mDelta
Deal found 12/17$354
This American Airlines deal was found by Cheapflights users on 12/16. 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.
Sat 12/205:28 pmORD - GPT
1 stop6h 44mAmerican Airlines
Mon 12/224:38 pmGPT - ORD
1 stop7h 04mAmerican Airlines
Deal found 12/16$369
This United Airlines deal was found by Cheapflights users on 12/16. 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 12/234:00 pmORD - GPT
1 stop5h 37mUnited Airlines
Sun 12/285:15 pmGPT - ORD
1 stop5h 22mUnited Airlines
Deal found 12/16$370
This United Airlines deal was found by Cheapflights users on 12/16. 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 12/234:00 pmORD - GPT
1 stop5h 37mUnited Airlines
Tue 12/305:15 pmGPT - ORD
1 stop5h 22mUnited Airlines
Deal found 12/16$379
This United Airlines deal was found by Cheapflights users on 12/16. 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.
Sun 12/217:35 amORD - GPT
1 stop8h 28mUnited Airlines
Tue 12/305:15 pmGPT - ORD
1 stop6h 59mUnited Airlines
Deal found 12/16$394
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/313:10 pmMDW - GPT
1 stop28h 00mMultiple Airlines
Sun 1/47:50 pmGPT - MDW
1 stop26h 08mMultiple Airlines
Deal found 12/16$395
This American Airlines deal was found by Cheapflights users on 12/17. 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.
Wed 12/245:00 amORD - GPT
1 stop7h 01mAmerican Airlines
Fri 12/262:32 pmGPT - ORD
1 stop7h 48mAmerican Airlines
Deal found 12/17$442
This Delta deal was found by Cheapflights users on 12/16. 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 12/1811:15 amORD - GPT
1 stop6h 01mDelta
Sun 12/215:21 pmGPT - ORD
1 stop6h 41mDelta
Deal found 12/16$444
This United Airlines deal was found by Cheapflights users on 12/16. 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 12/234:00 pmORD - GPT
1 stop5h 37mUnited Airlines
Sat 12/275:15 pmGPT - ORD
1 stop6h 59mUnited Airlines
Deal found 12/16$454
This United Airlines deal was found by Cheapflights users on 12/16. 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.
Sun 12/2110:35 amORD - GPT
1 stop5h 28mUnited Airlines
Mon 12/295:15 pmGPT - ORD
1 stop6h 59mUnited Airlines
Deal found 12/16$469
This United Airlines deal was found by Cheapflights users on 12/16. 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 12/204:00 pmORD - GPT
1 stop5h 37mUnited Airlines
Tue 12/305:15 pmGPT - ORD
1 stop6h 59mUnited Airlines
Deal found 12/16$472
This Delta deal was found by Cheapflights users on 12/16. 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 12/246:08 pmMDW - GPT
2 stops15h 51mDelta
Mon 12/295:21 pmGPT - MDW
1 stop5h 01mDelta
Deal found 12/16$476

Find flight deals from Chicago to Biloxi

Keep the following information in mind while searching for Chicago to Biloxi flight deals. Data was last updated December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$269
(Delta)

One-way from

$94
(Kiwi.com)

Popular in

February

Cheapest in

August

Average price

$427
Provider with most accurate pricing for Chicago (CHI)-Gulfport Biloxi Regional flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Gulfport Biloxi Regional flights.
Search Deals
From Chicago (CHI) to Biloxi
Search Deals
One-way flight from Chicago (CHI) to Biloxi
Search Deals
Highest demand for flights based on searches. 19% potential increase in price ($100 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 December 18, 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 1/7

5:31 pm-9:53 pm

1 stop4h 22m

Gulfport Biloxi Regional

Sat 1/10

6:05 am-10:32 am

1 stop4h 27m

$269

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Wed 1/7

10:35 am-3:58 pm

1 stop5h 23m

Gulfport Biloxi Regional

Sat 1/10

5:13 pm-12:28 am

1 stop7h 15m

$269

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Fri 1/9

3:21 pm-10:41 pm

1 stop7h 20m

Gulfport Biloxi Regional

Sun 1/11

5:31 am-11:55 am

1 stop6h 24m

$269

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Sat 1/10

8:00 am-3:09 pm

1 stop7h 09m

Gulfport Biloxi Regional

Thu 1/15

6:05 am-10:59 am

1 stop4h 54m

$269

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Tue 2/24

2:10 pm-7:34 pm

1 stop5h 24m

Gulfport Biloxi Regional

Tue 3/3

4:55 pm-12:26 am

1 stop7h 31m

$269

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Wed 1/7

2:50 pm-9:53 pm

1 stop7h 03m

Gulfport Biloxi Regional

Sat 1/10

10:21 am-4:44 pm

1 stop6h 23m

$269

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Tue 2/24

4:01 pm-11:51 pm

2 stops7h 50m

Gulfport Biloxi Regional

Tue 3/3

5:00 am-10:47 am

1 stop5h 47m

$274

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Wed 1/7

10:19 am-6:03 pm

1 stop7h 44m

Gulfport Biloxi Regional

Sat 1/10

1:45 pm-10:16 pm

2 stops8h 31m

$309

ChicagoGulfport

MDW - GPT

MDWGPT

Chicago Midway

Sat 1/17

5:31 pm-9:53 pm

1 stop4h 22m

Gulfport Biloxi Regional

Tue 1/20

10:21 am-5:29 pm

1 stop7h 08m

$338

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Wed 1/14

8:54 am-3:58 pm

1 stop7h 04m

Gulfport Biloxi Regional

Sat 1/17

5:13 pm-12:28 am

1 stop7h 15m

$339

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/15

Showing 1-10 of 31 results
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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 December 18, 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 20% 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. Saturday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

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 December 18, 2025.
Read through reviews of airlines operating flights from Chicago to Biloxi, such as Delta and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,005 reviews

Crew

8.5

Food

7.3

Overall

7.9

Comfort

7.9

Boarding

8.1

Entertainment

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
8,005 reviews
Delta
7.9
Good
8,005 reviews

Crew

8.5

Food

7.3

Overall

7.9

Comfort

7.9

Boarding

8.1

Entertainment

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
11,054 reviews
Delta
7.9
Good
8,005 reviews

Crew

8.5

Food

7.3

Overall

7.9

Comfort

7.9

Boarding

8.1

Entertainment

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 22m. 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 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 Sun Country Air (100%), Envoy Air (88%) or Air Canada (82%) 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 $78. On average you can expect to pay $506. The most popular route, (Chicago O'Hare Intl - Gulfport Biloxi Regional), can usually be booked for $269.

  • 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.

See more FAQs

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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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$77Average$200FlexibilityNo cancel feeOn-time65%
DeltaCheapest$98Average$358FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$119Average$129FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$168Average$377FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$168Average$383FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$169Average$374FlexibilityNo cancel feeOn-time71%

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