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Biloxi

$175+ 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 10/6. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MSY
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
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 July 31, 2025.

Round-trip from

$249
(Delta)

One-way from

$175
(Delta)

Popular in

February

Cheapest in

August

Average price

$562
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 ($60 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 31, 2025.

This Delta deal was found by Cheapflights users on 7/31. 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 8/274:25 pmMDW - GPT
1 stop5h 13mDelta
Wed 9/35:00 pmGPT - MDW
1 stop4h 26mDelta
Deal found 7/31$249
This American Airlines deal was found by Cheapflights users on 7/30. 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 8/278:37 amORD - GPT
1 stop7h 40mAmerican Airlines
Wed 9/32:01 pmGPT - ORD
1 stop5h 04mAmerican Airlines
Deal found 7/30$249
This Delta deal was found by Cheapflights users on 7/30. 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 8/183:30 pmORD - GPT
1 stop6h 08mDelta
Tue 8/266:00 amGPT - ORD
1 stop6h 16mDelta
Deal found 7/30$279
This United Airlines deal was found by Cheapflights users on 7/31. 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.
Thu 12/187:35 amORD - GPT
1 stop8h 28mUnited Airlines
Thu 1/85:15 pmGPT - ORD
1 stop6h 55mUnited Airlines
Deal found 7/31$292
This Mytrip deal was found by Cheapflights users on 7/31. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/66:05 amORD - GPT
1 stop13h 05mMultiple Airlines
Sun 11/910:19 amGPT - ORD
1 stop6h 49mMultiple Airlines
Deal found 7/31$322

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 July 31, 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 8/27

4:25 pm-9:38 pm

1 stop5h 13m

Gulfport Biloxi Regional

Wed 9/3

5:00 pm-9:26 pm

1 stop4h 26m

$249

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Wed 8/27

8:37 am-4:17 pm

1 stop7h 40m

Gulfport Biloxi Regional

Wed 9/3

2:01 pm-7:05 pm

1 stop5h 04m

$249

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Mon 8/18

3:30 pm-9:38 pm

1 stop6h 08m

Gulfport Biloxi Regional

Tue 8/26

6:00 am-12:16 pm

1 stop6h 16m

$279

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Thu 12/18

7:35 am-4:03 pm

1 stop8h 28m

Gulfport Biloxi Regional

Thu 1/8

5:15 pm-12:10 am

1 stop6h 55m

$292

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Thu 11/6

6:05 am-7:10 pm

1 stop13h 05m

Gulfport Biloxi Regional

Sun 11/9

10:19 am-5:08 pm

1 stop6h 49m

$322

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Mon 10/6

6:45 am-1:46 pm

1 stop7h 01m

$175

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Sun 10/12

5:46 pm-8:59 am

1 stop15h 13m

$198

ChicagoGulfport

MDW - GPT

MDWGPT

Chicago Midway

Mon 10/6

12:48 pm-5:20 pm

1 stop4h 32m

$210

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Mon 10/6

7:15 am-7:55 pm

2 stops12h 40m

$259

ChicagoGulfport

MDW - GPT

MDWGPT

Chicago Midway

Sun 10/12

11:07 am-6:11 pm

3 stops31h 04m

$480

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

Showing 1-10 of 11 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 July 31, 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 July 31, 2025.

The most flights from CHI to B1L are scheduled on a Thursday (34 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (13 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 July 31, 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
8.0
Very good
7,981 reviews

Comfort

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

Entertainment

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
7,981 reviews
Delta
8.0
Very good
7,981 reviews

Comfort

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

Entertainment

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!
United Airlines
7.4
Good
8,900 reviews
Delta
8.0
Very good
7,981 reviews

Comfort

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

Entertainment

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
7,981 reviews

Comfort

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

Entertainment

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.

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

    $175 is the cheapest one-way deal found within the past few days, from Delta. You may also be able to find cheap deals on United Airlines and American Airlines, with prices starting from $259 and $562, 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 SkyWest Airlines (93%), United Airlines (85%) or Republic Airways (84%) 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 $74. On average you can expect to pay $239. The most popular route, (Chicago O'Hare Intl - Gulfport Biloxi Regional), can usually be booked for $259.

  • 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 5 airlines flying from Chicago to Biloxi

Discover the top 5 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 July 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$75Average$205FlexibilityNo cancel feeOn-time65%
DeltaCheapest$158Average$370FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$159Average$364FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$168Average$391FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$177Average$461FlexibilityNo cancel feeOn-time69%

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