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$134+ 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 1/19. Fares are subject to change and may not be available on all flights or dates of travel.
MSY — CHI
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap 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 December 18, 2025.

This American Airlines deal was found by Cheapflights users on 12/17. 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 12/2512:35 pmGPT - ORD
1 stop6h 47mAmerican Airlines
Thu 1/12:50 pmORD - GPT
1 stop8h 07mAmerican Airlines
Deal found 12/17$309
This American Airlines deal was found by Cheapflights users on 12/16. 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 12/166:13 pmGPT - ORD
1 stop5h 22mAmerican Airlines
Sat 1/176:55 pmORD - GPT
1 stop5h 04mAmerican Airlines
Deal found 12/16$319
This American Airlines deal was found by Cheapflights users on 12/16. 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 12/235:58 pmGPT - ORD
1 stop5h 17mAmerican Airlines
Thu 1/16:37 pmORD - GPT
1 stop5h 35mAmerican Airlines
Deal found 12/16$339
This United Airlines deal was found by Cheapflights users on 12/17. 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 12/265:15 pmGPT - ORD
1 stop5h 22mUnited Airlines
Tue 12/302:17 pmORD - GPT
1 stop7h 20mUnited Airlines
Deal found 12/17$367
This American Airlines deal was found by Cheapflights users on 12/16. 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 12/247:05 amGPT - ORD
1 stop7h 07mAmerican Airlines
Sat 12/276:38 pmORD - GPT
1 stop5h 34mAmerican Airlines
Deal found 12/16$424
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Tue 12/2310:05 amGPT - ORD
2 stops14h 25mMultiple Airlines
Thu 1/112:09 pmORD - GPT
1 stop7h 01mMultiple Airlines
Deal found 12/16$437
This Delta deal was found by Cheapflights users on 12/17. 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 12/245:21 pmGPT - ORD
1 stop6h 41mDelta
Sat 12/276:45 amORD - GPT
1 stop6h 41mDelta
Deal found 12/17$448
This Delta deal was found by Cheapflights users on 12/17. 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.
Thu 12/255:21 pmGPT - MDW
1 stop5h 01mDelta
Thu 1/19:50 amMDW - GPT
1 stop5h 55mDelta
Deal found 12/17$468
This United Airlines deal was found by Cheapflights users on 12/17. 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.
Wed 12/315:15 pmGPT - ORD
1 stop6h 59mUnited Airlines
Sat 1/312:45 pmORD - GPT
2 stops24h 37mUnited Airlines
Deal found 12/17$613
This Delta deal was found by Cheapflights users on 12/16. 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 12/235:21 pmGPT - MDW
1 stop5h 01mDelta
Thu 1/19:50 amMDW - GPT
1 stop5h 55mDelta
Deal found 12/16$619

Find flight deals from Biloxi to Chicago

Keep the following information in mind while searching for Biloxi to Chicago flight deals. Data was last updated December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$269
(Delta)

One-way from

$169
(Delta)

Popular in

December

Cheapest in

November

Average price

$758
Provider with most accurate pricing for Gulfport Biloxi Regional-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Gulfport Biloxi Regional-Chicago (CHI) flights.
Search Deals
From Biloxi to Chicago (CHI)
Search Deals
One-way flight from Biloxi to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 19% potential increase in price ($96 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 9% potential price decrease ($36 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 December 18, 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 - ORD

GPTORD

Gulfport Biloxi Regional

Fri 1/9

10:21 am-4:44 pm

1 stop6h 23m

Chicago O'Hare Intl

Tue 1/13

2:50 pm-9:53 pm

1 stop7h 03m

$269

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Tue 1/6

1:03 pm-8:39 pm

1 stop7h 36m

Chicago O'Hare Intl

Sat 1/17

5:37 pm-11:59 pm

1 stop6h 22m

$269

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Fri 1/9

10:21 am-4:44 pm

1 stop6h 23m

Chicago O'Hare Intl

Wed 1/14

9:55 am-3:09 pm

1 stop5h 14m

$269

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Thu 1/8

6:05 am-10:59 am

1 stop4h 54m

Chicago O'Hare Intl

Wed 1/14

9:55 am-3:09 pm

1 stop5h 14m

$269

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Wed 1/7

6:05 am-10:59 am

1 stop4h 54m

Chicago O'Hare Intl

Tue 1/13

2:50 pm-9:53 pm

1 stop7h 03m

$294

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Fri 3/13

10:04 am-4:46 pm

1 stop6h 42m

Chicago O'Hare Intl

Sun 3/15

7:05 am-1:59 pm

1 stop6h 54m

$294

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Sat 1/10

10:21 am-4:44 pm

1 stop6h 23m

Chicago O'Hare Intl

Wed 1/14

2:50 pm-9:53 pm

1 stop7h 03m

$294

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Sat 1/10

10:21 am-4:44 pm

1 stop6h 23m

Chicago O'Hare Intl

Sat 1/17

8:00 am-3:09 pm

1 stop7h 09m

$294

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Thu 3/12

2:44 pm-9:00 pm

1 stop6h 16m

Chicago O'Hare Intl

Sun 3/15

7:05 am-1:59 pm

1 stop6h 54m

$294

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Thu 1/8

6:05 am-10:59 am

1 stop4h 54m

Chicago O'Hare Intl

Tue 1/13

6:00 am-9:53 pm

2 stops15h 53m

$331

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 29 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, February is the cheapest month in which you can book a flight from Biloxi to Chicago (average of $57). Flying from Biloxi to Chicago in January is currently the most expensive (average of $174). 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 December 18, 2025.

It’s typically best to fly out from Biloxi to Chicago in the evening. Doing so could potentially save you 49% on the flight price compared to flying at noon, which is usually more expensive.

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 December 16, 2024.

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

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 December 18, 2025.
Read through reviews of airlines operating flights from Biloxi to Chicago, such as Delta 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
7.9
Good
8,005 reviews

Entertainment

7.9

Food

7.3

Boarding

8.1

Comfort

7.9

Crew

8.5

Overall

7.9

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
8,005 reviews
Delta
7.9
Good
8,005 reviews

Entertainment

7.9

Food

7.3

Boarding

8.1

Comfort

7.9

Crew

8.5

Overall

7.9

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
11,054 reviews
Delta
7.9
Good
8,005 reviews

Entertainment

7.9

Food

7.3

Boarding

8.1

Comfort

7.9

Crew

8.5

Overall

7.9

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 Biloxi to Chicago. 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 Biloxi to Chicago?

    Airlines like Delta and American Airlines fly from Biloxi to Chicago in about 4h 54m. The time it takes to get you to your destination can typically vary by up to 2h 42m. Biloxi and Chicago are separated by a distance of 802 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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: Iberia (86%), Brussels Airlines (84%), ANA( 81%).

  • What are the cheapest flights from Biloxi to Chicago?

    Looking at all options, your cheapest flight can be booked for $84. While the most popular route (Gulfport Biloxi Regional - Chicago O'Hare Intl) can be booked for $269 on average, our data indicates $996 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, February is the cheapest month in which you can book a flight from Biloxi to Chicago (average of $57). Flying from Biloxi to Chicago in January is currently the most expensive (average of $174). 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
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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Top 5 airlines flying from Biloxi to Chicago

Discover the top 5 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$64Average$141FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$138Average$285FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$162Average$352FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$172Average$276FlexibilityNo cancel feeOn-time63%
DeltaCheapest$210Average$429FlexibilityNo cancel feeOn-timeN/A

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