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Biloxi

$123+ 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 10/30. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MSY
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
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 September 15, 2025.

Round-trip from

$249
(American Airlines)

One-way from

$123
(Kiwi.com)

Popular in

February

Cheapest in

August

Average price

$358
From Chicago (CHI) to Biloxi
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One-way flight from Chicago (CHI) to Biloxi
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Highest demand for flights based on searches. 12% potential increase in price ($59 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 15, 2025.

This American Airlines deal was found by Cheapflights users on 9/13. 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.
Thu 11/205:18 amORD - GPT
1 stop6h 21mAmerican Airlines
Sun 11/234:54 pmGPT - ORD
1 stop7h 02mAmerican Airlines
Deal found 9/13$249
This United Airlines deal was found by Cheapflights users on 9/13. 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 9/277:10 amORD - GPT
1 stop6h 15mUnited Airlines
Tue 9/302:00 pmGPT - ORD
1 stop7h 36mUnited Airlines
Deal found 9/13$259
This Delta deal was found by Cheapflights users on 9/14. 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 10/145:20 amORD - GPT
1 stop3h 56mDelta
Sat 10/1810:03 amGPT - ORD
1 stop6h 57mDelta
Deal found 9/14$279
This Delta deal was found by Cheapflights users on 9/15. 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 9/274:25 pmMDW - GPT
1 stop5h 14mDelta
Tue 9/306:08 amGPT - MDW
1 stop5h 40mDelta
Deal found 9/15$284
This Delta deal was found by Cheapflights users on 9/13. 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 9/247:20 amORD - GPT
1 stop6h 00mDelta
Sat 9/273:45 pmGPT - ORD
1 stop6h 29mDelta
Deal found 9/13$284
This Delta deal was found by Cheapflights users on 9/14. 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 10/145:20 amORD - GPT
1 stop3h 56mDelta
Thu 10/236:00 amGPT - ORD
2 stops12h 14mDelta
Deal found 9/14$287
This Delta deal was found by Cheapflights users on 9/14. 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 10/145:20 amORD - GPT
1 stop3h 56mDelta
Wed 10/222:31 pmGPT - ORD
1 stop4h 18mDelta
Deal found 9/14$294
This Delta deal was found by Cheapflights users on 9/13. 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 9/274:25 pmMDW - GPT
1 stop5h 14mDelta
Wed 10/16:08 amGPT - MDW
1 stop5h 40mDelta
Deal found 9/13$299
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
Thu 10/92:41 pmORD - GPT
2 stops18h 18mMultiple Airlines
Mon 10/136:51 pmGPT - ORD
1 stop15h 17mMultiple Airlines
Deal found 9/14$301
This Kiwi.com deal was found by Cheapflights users on 9/13. 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.
Thu 10/96:00 amORD - GPT
2 stops13h 15mMultiple Airlines
Fri 10/106:51 pmGPT - ORD
1 stop15h 23mMultiple Airlines
Deal found 9/13$303
This United Airlines deal was found by Cheapflights users on 9/14. 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.
Fri 9/262:20 pmORD - GPT
1 stop5h 35mUnited Airlines
Sun 9/285:25 pmGPT - ORD
1 stop6h 49mUnited Airlines
Deal found 9/14$312
This Delta deal was found by Cheapflights users on 9/14. 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 10/155:04 pmMDW - GPT
1 stop4h 46mDelta
Tue 10/216:05 pmGPT - MDW
1 stop4h 09mDelta
Deal found 9/14$318

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 September 15, 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

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Thu 11/20

5:18 am-11:39 am

1 stop6h 21m

Gulfport Biloxi Regional

Sun 11/23

4:54 pm-11:56 pm

1 stop7h 02m

$249

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Tue 10/14

5:20 am-9:16 am

1 stop3h 56m

Gulfport Biloxi Regional

Tue 10/21

6:05 pm-11:58 pm

1 stop5h 53m

$249

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Tue 10/14

5:20 am-9:16 am

1 stop3h 56m

Gulfport Biloxi Regional

Sat 10/18

10:03 am-5:00 pm

1 stop6h 57m

$279

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Tue 10/14

5:20 am-9:16 am

1 stop3h 56m

Gulfport Biloxi Regional

Fri 10/24

6:05 pm-11:58 pm

1 stop5h 53m

$279

ChicagoGulfport

MDW - GPT

MDWGPT

Chicago Midway

Sat 9/27

4:25 pm-9:39 pm

1 stop5h 14m

Gulfport Biloxi Regional

Tue 9/30

6:08 am-11:48 am

1 stop5h 40m

$284

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Tue 10/14

5:20 am-9:16 am

1 stop3h 56m

Gulfport Biloxi Regional

Thu 10/23

6:00 am-6:14 pm

2 stops12h 14m

$287

ChicagoGulfport

MDW - GPT

MDWGPT

Chicago Midway

Sat 9/27

4:25 pm-9:39 pm

1 stop5h 14m

Gulfport Biloxi Regional

Wed 10/1

6:08 am-11:48 am

1 stop5h 40m

$299

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Thu 10/9

2:41 pm-8:59 am

2 stops18h 18m

Gulfport Biloxi Regional

Mon 10/13

6:51 pm-10:08 am

1 stop15h 17m

$301

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Fri 9/26

2:20 pm-7:55 pm

1 stop5h 35m

Gulfport Biloxi Regional

Sun 9/28

5:25 pm-12:14 am

1 stop6h 49m

$312

ChicagoGulfport

MDW - GPT

MDWGPT

Chicago Midway

Wed 10/15

5:04 pm-9:50 pm

1 stop4h 46m

Gulfport Biloxi Regional

Tue 10/21

6:05 pm-10:14 pm

1 stop4h 09m

$318

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 32 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, August is the cheapest month in which you can book a flight from Chicago to Biloxi (average of $256). Flying from Chicago to Biloxi in April is currently the most expensive (average of $343). 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 September 15, 2025.

When flying from Chicago to Biloxi, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 Saturday afternoons when fares are most often at their lowest. Thursday afternoons 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 September 15, 2025.

The most flights from CHI to B1L are scheduled on a Monday (30 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (17 on average).

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 September 15, 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
8.0
Very good
7,954 reviews

Crew

8.5

Overall

8.0

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,954 reviews
Delta
8.0
Very good
7,954 reviews

Crew

8.5

Overall

8.0

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,954 reviews

Crew

8.5

Overall

8.0

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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 3h 56m. Chicago and Biloxi are separated by a distance of 802 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 SkyWest Airlines (88%), Envoy Air (85%) or Alaska Airlines (76%) 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 $55. On average you can expect to pay $351. 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, August is the cheapest month in which you can book a flight from Chicago to Biloxi (average of $256). Flying from Chicago to Biloxi in April is currently the most expensive (average of $343). 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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$61Average$200FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$77Average$203FlexibilityNo cancel feeOn-time65%
DeltaCheapest$158Average$403FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$159Average$372FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$168Average$389FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$183Average$436FlexibilityNo cancel feeOn-time69%

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