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$205+ 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 8/29. Fares are subject to change and may not be available on all flights or dates of travel.
MSY — CHI
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
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 June 12, 2025.

Round-trip from

$249
(Delta)

One-way from

$205
(Delta)

Popular in

February

Cheapest in

April

Average price

$330
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. 19% potential increase in price ($96 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($27 potential savings vs. average RT price).
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Average for round-trip flights in June 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 June 12, 2025.

This Delta deal was found by Cheapflights users on 6/12. 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 7/236:07 amGPT - MDW
1 stop5h 51mDelta
Sat 7/264:22 pmMDW - GPT
1 stop5h 41mDelta
Deal found 6/12$249
This American Airlines deal was found by Cheapflights users on 6/12. 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 7/96:36 pmGPT - ORD
1 stop5h 21mAmerican Airlines
Tue 7/151:23 pmORD - GPT
1 stop5h 48mAmerican Airlines
Deal found 6/12$249
This Delta deal was found by Cheapflights users on 6/9. 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 7/256:00 pmGPT - ORD
1 stop6h 09mDelta
Sun 7/277:00 amORD - GPT
1 stop6h 07mDelta
Deal found 6/9$344
This United Airlines deal was found by Cheapflights users on 6/12. 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 7/265:25 pmGPT - ORD
1 stop5h 47mUnited Airlines
Wed 7/309:30 pmORD - GPT
2 stops18h 44mUnited Airlines
Deal found 6/12$396
This Mytrip deal was found by Cheapflights users on 6/11. 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.
Fri 6/275:37 pmGPT - ORD
1 stop27h 42mMultiple Airlines
Sun 6/299:55 amORD - GPT
2 stops21h 50mMultiple Airlines
Deal found 6/11$466

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 June 12, 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

Wed 7/23

6:07 am-11:58 am

1 stop5h 51m

Chicago Midway

Sat 7/26

4:22 pm-10:03 pm

1 stop5h 41m

$249

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Wed 7/9

6:36 pm-11:57 pm

1 stop5h 21m

Chicago O'Hare Intl

Tue 7/15

1:23 pm-7:11 pm

1 stop5h 48m

$249

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Fri 7/25

6:00 pm-12:09 am

1 stop6h 09m

Chicago O'Hare Intl

Sun 7/27

7:00 am-1:07 pm

1 stop6h 07m

$344

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Sat 7/26

5:25 pm-11:12 pm

1 stop5h 47m

Chicago O'Hare Intl

Wed 7/30

9:30 pm-4:14 pm

2 stops18h 44m

$396

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Fri 6/27

5:37 pm-9:19 pm

1 stop27h 42m

Chicago O'Hare Intl

Sun 6/29

9:55 am-7:45 am

2 stops21h 50m

$466

GulfportChicago

GPT - MDW

GPTMDW

Gulfport Biloxi Regional

Fri 8/29

5:00 pm-9:49 pm

1 stop4h 49m

$205

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Sun 6/29

12:55 pm-3:33 pm

2 stops26h 38m

$246

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Sun 6/29

7:43 pm-12:59 am

1 stop5h 16m

$251

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Fri 8/29

5:00 pm-10:37 pm

1 stop5h 37m

$270

GulfportChicago

GPT - MDW

GPTMDW

Gulfport Biloxi Regional

Sun 6/29

12:55 pm-2:03 pm

2 stops25h 08m

$296

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

Showing 1-10 of 11 results
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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 June 12, 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 June 12, 2025.

The most flights from B1L to CHI are scheduled on a Thursday (42 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (9 on average).

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 June 12, 2025.
Read through reviews of airlines operating flights from Biloxi to Chicago, 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
7,950 reviews

Food

7.3

Overall

8.0

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

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
7,950 reviews
Delta
8.0
Very good
7,950 reviews

Food

7.3

Overall

8.0

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

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
8,790 reviews
Delta
8.0
Very good
7,950 reviews

Food

7.3

Overall

8.0

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

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
7,950 reviews

Food

7.3

Overall

8.0

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

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 cheapest airlines to fly from Biloxi to Chicago one-way?

    $205 is the cheapest one-way deal found within the past few days, from Delta. You may also be able to find cheap deals on American Airlines and United Airlines, with prices starting from $251 and $446, respectively.

  • 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: Republic Airways (100%), Turkish Airlines (95%), United Airlines( 91%).

  • What are the cheapest flights from Biloxi to Chicago?

    Looking at all options, your cheapest flight can be booked for $79. While the most popular route (Gulfport Biloxi Regional - Chicago O'Hare Intl) can be booked for $299 on average our data indicates $1,751 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 Biloxi?

Book flights to Biloxi if you plan to visit one of these locations
Merrillville
Lansing
Benton Harbor
Porter
Hammond
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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$50Average$178FlexibilityNo cancel feeOn-time65%
FrontierCheapest$59Average$93FlexibilityNo cancel feeOn-time62%
DeltaCheapest$116Average$404FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$141Average$333FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$159Average$355FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$189Average$289FlexibilityNo cancel feeOn-time63%

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