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Biloxi

$107+ 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 3/4. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MSY
Mar 7 — Mar 141
Sat 3/7
Sat 3/14
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 February 5, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/57:30 am
MDW
-
GPT
1 stop11h 10m
Multiple Airlines
Thu 3/127:20 pm
GPT
-
MDW
1 stop17h 48m
Multiple Airlines
Deal found 2/3$219
This Kiwi.com deal was found by Cheapflights users on 2/4. 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 3/129:10 am
MDW
-
GPT
1 stop9h 30m
Multiple Airlines
Sun 3/157:20 pm
GPT
-
MDW
1 stop25h 33m
Multiple Airlines
Deal found 2/4$236
This Kiwi.com deal was found by Cheapflights users on 2/4. 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 3/128:05 am
ORD
-
GPT
1 stop10h 35m
Multiple Airlines
Sun 3/157:20 pm
GPT
-
ORD
1 stop20h 08m
Multiple Airlines
Deal found 2/4$236
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/510:44 am
ORD
-
GPT
1 stop7h 56m
Multiple Airlines
Thu 3/127:20 pm
GPT
-
ORD
1 stop21h 36m
Multiple Airlines
Deal found 2/3$237
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/88:00 am
MDW
-
GPT
1 stop10h 40m
Multiple Airlines
Thu 3/127:20 pm
GPT
-
MDW
1 stop28h 31m
Multiple Airlines
Deal found 2/2$247
This Delta deal was found by Cheapflights users on 2/2. 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.
Mon 3/210:49 am
MDW
-
GPT
1 stop6h 26m
Delta
Mon 3/95:57 pm
GPT
-
MDW
1 stop4h 34m
Delta
Deal found 2/2$269
This Delta deal was found by Cheapflights users on 2/4. 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 3/75:25 am
ORD
-
GPT
1 stop4h 15m
Delta
Wed 3/115:57 pm
GPT
-
ORD
1 stop5h 57m
Delta
Deal found 2/4$269
This Delta deal was found by Cheapflights users on 2/4. 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 2/242:46 pm
ORD
-
GPT
1 stop7h 08m
Delta
Mon 3/26:00 pm
GPT
-
ORD
1 stop5h 56m
Delta
Deal found 2/4$274
This Delta deal was found by Cheapflights users on 2/4. 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 2/2012:45 pm
MDW
-
GPT
1 stop4h 30m
Delta
Tue 2/246:00 am
GPT
-
MDW
1 stop5h 59m
Delta
Deal found 2/4$279
This American Airlines deal was found by Cheapflights users on 2/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/175:00 am
ORD
-
GPT
1 stop5h 13m
American Airlines
Sat 2/214:29 pm
GPT
-
ORD
1 stop7h 29m
American Airlines
Deal found 2/2$279
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/16:00 am
MDW
-
GPT
2 stops27h 00m
Multiple Airlines
Sun 3/87:20 pm
GPT
-
MDW
1 stop17h 48m
Multiple Airlines
Deal found 2/1$284
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/88:00 am
MDW
-
GPT
1 stop10h 40m
Multiple Airlines
Fri 3/136:54 pm
GPT
-
MDW
2 stops51h 25m
Multiple Airlines
Deal found 2/2$286

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 February 5, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$219
(Kiwi.com)

One-way from

$107
(Kiwi.com)

Popular in

November

Cheapest in

August

Average price

$289
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. 8% potential increase in price ($38 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
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 February 5, 2026.
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

Thu 3/12

9:10 am-6:40 pm

1 stop9h 30m

Gulfport Biloxi Regional

Sun 3/15

7:20 pm-8:53 pm

1 stop25h 33m

$236

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Tue 3/17

11:10 am-5:11 pm

1 stop6h 01m

Gulfport Biloxi Regional

Tue 3/24

5:57 pm-11:54 pm

1 stop5h 57m

$269

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Tue 3/3

2:00 pm-7:34 pm

1 stop5h 34m

Gulfport Biloxi Regional

Tue 3/10

4:55 pm-11:08 pm

1 stop6h 13m

$269

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Wed 3/11

4:18 pm-6:40 pm

1 stop26h 22m

Gulfport Biloxi Regional

Sun 3/15

7:20 pm-10:52 am

2 stops15h 32m

$269

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Tue 2/24

2:46 pm-9:54 pm

1 stop7h 08m

Gulfport Biloxi Regional

Mon 3/2

6:00 pm-11:56 pm

1 stop5h 56m

$274

ChicagoGulfport

MDW - GPT

MDWGPT

Chicago Midway

Fri 2/20

12:45 pm-5:15 pm

1 stop4h 30m

Gulfport Biloxi Regional

Tue 2/24

6:00 am-11:59 am

1 stop5h 59m

$279

ChicagoGulfport

MDW - GPT

MDWGPT

Chicago Midway

Sun 3/1

6:00 am-9:00 am

2 stops27h 00m

Gulfport Biloxi Regional

Sun 3/8

7:20 pm-1:08 pm

1 stop17h 48m

$284

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Sun 2/15

2:13 pm-9:00 am

1 stop18h 47m

Gulfport Biloxi Regional

Thu 2/19

7:20 pm-7:47 pm

1 stop24h 27m

$302

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Sat 3/7

4:04 pm-11:57 pm

2 stops7h 53m

Gulfport Biloxi Regional

Wed 3/11

4:29 pm-12:06 am

1 stop7h 37m

$309

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Tue 3/3

4:04 pm-11:49 pm

2 stops7h 45m

Gulfport Biloxi Regional

Tue 3/10

6:31 am-12:35 pm

1 stop6h 04m

$309

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/4

Showing 1-10 of 35 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 February 5, 2026.

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 morning tend to be the most expensive. A flight in the evening could potentially save you up to 13% 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 January 31, 2026.

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 mornings 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 February 5, 2026.

The most flights from CHI to B1L are scheduled on a Wednesday (29 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (14 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 February 5, 2026.
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
8,144 reviews

Boarding

8.1

Comfort

7.9

Crew

8.5

Overall

7.9

Food

7.2

Entertainment

7.8

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
8,144 reviews
Delta
7.9
Good
8,144 reviews

Boarding

8.1

Comfort

7.9

Crew

8.5

Overall

7.9

Food

7.2

Entertainment

7.8

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
9,236 reviews
Delta
7.9
Good
8,144 reviews

Boarding

8.1

Comfort

7.9

Crew

8.5

Overall

7.9

Food

7.2

Entertainment

7.8

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
11,222 reviews
Delta
7.9
Good
8,144 reviews

Boarding

8.1

Comfort

7.9

Crew

8.5

Overall

7.9

Food

7.2

Entertainment

7.8

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 5h 34m. 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 Envoy Air (88%), Air Canada (82%) or United Airlines (80%) 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 $49. On average you can expect to pay $568. The most popular route, (Chicago O'Hare Intl - Gulfport Biloxi Regional), can usually be booked for $237.

  • 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 February 5, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$66Average$173FlexibilityNo cancel feeOn-time65%
FrontierCheapest$87Average$203FlexibilityNo cancel feeOn-time62%
DeltaCheapest$98Average$334FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$159Average$354FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$168Average$356FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$169Average$352FlexibilityNo cancel feeOn-time71%

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