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$169+ Cheap flights from Biloxi, MS to Chicago (CHI)

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 9/6. Fares are subject to change and may not be available on all flights or dates of travel.
MSY — CHI
Aug 6 — Aug 131
Wed 8/6
Wed 8/13
1 adult, Economy
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Cheap flight deals from Biloxi to Chicago

Keep the following information in mind while searching for Biloxi to Chicago flight deals. Data was last updated August 1, 2025.

Round-trip from

$249
(Delta)

One-way from

$169
(Delta)

Popular in

February

Cheapest in

April

Average price

$383
From Biloxi to Chicago (CHI)
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One-way flight from Biloxi to Chicago (CHI)
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Highest demand for flights based on searches. 15% potential increase in price ($77 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($25 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Biloxi to Chicago

Cheapest flights from Biloxi to Chicago
Explore the most affordable flight options available from Biloxi to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 1, 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.
Sat 8/233:45 pmGPT - MDW
1 stop5h 27mDelta
Tue 8/264:25 pmMDW - GPT
1 stop5h 13mDelta
Deal found 7/31$249
This Delta deal was found by Cheapflights users on 7/29. 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 8/305:00 pmGPT - ORD
1 stop6h 56mDelta
Wed 9/33:30 pmORD - GPT
1 stop6h 08mDelta
Deal found 7/29$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.
Fri 8/154:50 pmGPT - ORD
1 stop6h 09mAmerican Airlines
Tue 8/198:37 amORD - GPT
1 stop4h 39mAmerican Airlines
Deal found 7/30$259
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/219:45 amGPT - ORD
1 stop7h 33mMultiple Airlines
Thu 9/255:46 pmORD - GPT
1 stop15h 13mMultiple Airlines
Deal found 7/30$336
This United Airlines deal was found by Cheapflights users on 8/1. 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.
Mon 8/185:25 pmGPT - ORD
1 stop6h 22mUnited Airlines
Fri 8/222:20 pmORD - GPT
2 stops25h 45mUnited Airlines
Deal found 8/1$419

Cheapflights Fare Finder

 
Customize your flight search to find flights from Biloxi to Chicago 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 August 1, 2025.
Use the filters below to find and compare flights from Biloxi to Chicago that are best for you.

Fly from

Biloxi

Fly to

Chicago

Route

Depart

Return

Price

GulfportChicago

GPT - MDW

GPTMDW

Gulfport Biloxi Regional

Sat 8/23

3:45 pm-9:12 pm

1 stop5h 27m

Chicago Midway

Tue 8/26

4:25 pm-9:38 pm

1 stop5h 13m

$249

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Sat 8/30

5:00 pm-11:56 pm

1 stop6h 56m

Chicago O'Hare Intl

Wed 9/3

3:30 pm-9:38 pm

1 stop6h 08m

$249

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Fri 8/15

4:50 pm-10:59 pm

1 stop6h 09m

Chicago O'Hare Intl

Tue 8/19

8:37 am-1:16 pm

1 stop4h 39m

$259

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Sun 9/21

9:45 am-5:18 pm

1 stop7h 33m

Chicago O'Hare Intl

Thu 9/25

5:46 pm-8:59 am

1 stop15h 13m

$336

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Mon 8/18

5:25 pm-11:47 pm

1 stop6h 22m

Chicago O'Hare Intl

Fri 8/22

2:20 pm-4:05 pm

2 stops25h 45m

$419

GulfportChicago

GPT - MDW

GPTMDW

Gulfport Biloxi Regional

Sat 9/6

3:45 pm-9:12 pm

1 stop5h 27m

$169

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Sat 9/6

6:00 am-12:17 pm

1 stop6h 17m

$169

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Mon 10/6

6:51 pm-10:18 am

1 stop15h 27m

$188

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Fri 8/8

5:25 pm-12:15 am

1 stop6h 50m

$308

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/31

Best time to book a flight from Biloxi to Chicago

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

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

Currently, August is the cheapest month in which you can book a flight from Biloxi to Chicago (average of $245). Flying from Biloxi to Chicago in March is currently the most expensive (average of $321). 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 B1L to CHI?

Find hourly flight availability from Biloxi to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 1, 2025.

When flying from Biloxi to Chicago, 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 Biloxi to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Biloxi to Chicago. Price data was last updated on November 3, 2024.

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

Weekly flight availability from Biloxi to Chicago

Explore weekly flight availability from Biloxi to Chicago. 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 August 1, 2025.

The most flights from B1L to CHI are scheduled on a Thursday (41 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (11 on average).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated August 1, 2025.
Read through reviews of airlines operating flights from Biloxi to Chicago, such as Delta, United Airlines, and American Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,983 reviews

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Food

7.3

Crew

8.5

Overall

8.0

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
7,983 reviews
Delta
8.0
Very good
7,983 reviews

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Food

7.3

Crew

8.5

Overall

8.0

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
8,904 reviews
Delta
8.0
Very good
7,983 reviews

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Food

7.3

Crew

8.5

Overall

8.0

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
7,983 reviews

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Food

7.3

Crew

8.5

Overall

8.0

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 Biloxi to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    Before booking your flight to Chicago from Biloxi, check out the most reliable airlines to get you to your destination on time: SkyWest Airlines (97%), Turkish Airlines (95%), Envoy Air( 95%).

  • What are the cheapest flights from Biloxi to Chicago?

    Looking at all options, your cheapest flight can be booked for $80. While the most popular route (Gulfport Biloxi Regional - Chicago O'Hare Intl) can be booked for $249 on average our data indicates $5,816 when flying from Biloxi to Chicago.

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

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

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

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

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

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

    Currently, August is the cheapest month in which you can book a flight from Biloxi to Chicago (average of $245). Flying from Biloxi to Chicago in March is currently the most expensive (average of $321). 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

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Valparaiso
Chesterton

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Alternative routes for Biloxi to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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Top 6 airlines flying from Biloxi to Chicago

Discover the top 6 airlines that operate flights from Biloxi to Chicago. 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 August 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$56Average$187FlexibilityNo cancel feeOn-time65%
FrontierCheapest$59Average$93FlexibilityNo cancel feeOn-time62%
DeltaCheapest$116Average$395FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$135Average$336FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$159Average$357FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$183Average$289FlexibilityNo cancel feeOn-time63%

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