HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Chicago

$142+ 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 7/3. Fares are subject to change and may not be available on all flights or dates of travel.
MSY — CHI
Jun 12 — Jun 191
Fri 6/12
Fri 6/19
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Biloxi to Chicago with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 May 13, 2026.

This American Airlines deal was found by Cheapflights users on 5/12. 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.
Tue 7/146:35 pm
GPT
-
ORD
1 stop5h 26m
American Airlines
Tue 7/215:07 am
ORD
-
GPT
1 stop5h 04m
American Airlines
Deal found 5/12$291
This Delta deal was found by Cheapflights users on 5/8. 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 7/296:00 pm
GPT
-
MDW
1 stop4h 15m
Delta
Mon 8/36:05 am
MDW
-
GPT
1 stop6h 58m
Delta
Deal found 5/8$305
This American Airlines deal was found by Cheapflights users on 5/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/276:38 pm
GPT
-
ORD
1 stop5h 20m
American Airlines
Sun 6/285:00 am
ORD
-
GPT
1 stop5h 52m
American Airlines
Deal found 5/9$305
This Delta deal was found by Cheapflights users on 5/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2710:01 am
GPT
-
MDW
1 stop6h 14m
Delta
Sun 8/306:05 am
MDW
-
GPT
1 stop6h 58m
Delta
Deal found 5/11$319
This American Airlines deal was found by Cheapflights users on 5/12. 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.
Sat 6/66:38 pm
GPT
-
ORD
1 stop5h 20m
American Airlines
Mon 6/86:47 pm
ORD
-
GPT
1 stop5h 12m
American Airlines
Deal found 5/12$319
This American Airlines deal was found by Cheapflights users on 5/13. 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 6/236:38 pm
GPT
-
ORD
1 stop5h 20m
American Airlines
Mon 6/295:34 pm
ORD
-
GPT
1 stop6h 25m
American Airlines
Deal found 5/13$325
This Delta deal was found by Cheapflights users on 5/13. 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 11/206:00 pm
GPT
-
ORD
1 stop5h 50m
Delta
Sun 11/225:30 am
ORD
-
GPT
1 stop4h 09m
Delta
Deal found 5/13$334
This Delta deal was found by Cheapflights users on 5/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2710:01 am
GPT
-
ORD
1 stop6h 53m
Delta
Sun 8/306:40 am
ORD
-
GPT
1 stop6h 23m
Delta
Deal found 5/11$339
This American Airlines deal was found by Cheapflights users on 5/12. 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.
Tue 7/76:35 pm
GPT
-
ORD
1 stop5h 26m
American Airlines
Tue 7/144:51 pm
ORD
-
GPT
1 stop6h 06m
American Airlines
Deal found 5/12$341
This American Airlines deal was found by Cheapflights users on 5/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/86:38 pm
GPT
-
ORD
1 stop5h 20m
American Airlines
Mon 6/154:49 pm
ORD
-
GPT
1 stop7h 10m
American Airlines
Deal found 5/9$344
This Delta deal was found by Cheapflights users on 5/12. 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.
Tue 7/76:00 pm
GPT
-
ORD
1 stop5h 53m
Delta
Tue 7/1412:27 pm
ORD
-
GPT
2 stops9h 47m
Delta
Deal found 5/12$364
This Delta deal was found by Cheapflights users on 5/10. 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 7/156:00 pm
GPT
-
MDW
1 stop4h 15m
Delta
Mon 7/205:10 pm
MDW
-
GPT
1 stop5h 04m
Delta
Deal found 5/10$365

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 May 13, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$291
(American Airlines)

One-way from

$142
(Kiwi.com)

Popular in

April

Cheapest in

November

Average price

$323
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. 22% potential increase in price ($118 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 18% potential price decrease ($64 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
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 May 13, 2026.
Use the filters below to find and compare flights from Biloxi to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

GulfportChicago

GPT - MDW

GPTMDW

Gulfport Biloxi Regional

Thu 8/27

10:01 am-4:15 pm

1 stop6h 14m

Chicago Midway

Sun 8/30

6:05 am-1:03 pm

1 stop6h 58m

$319

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Thu 8/27

10:01 am-4:54 pm

1 stop6h 53m

Chicago O'Hare Intl

Sun 8/30

6:40 am-1:03 pm

1 stop6h 23m

$339
Quickest round-trip

GulfportChicago

GPT - MDW

GPTMDW

Gulfport Biloxi Regional

Wed 7/15

6:00 pm-10:15 pm

1 stop4h 15m

Chicago Midway

Mon 7/20

5:10 pm-10:14 pm

1 stop5h 04m

$365

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Wed 7/8

6:00 pm-11:53 pm

1 stop5h 53m

Chicago O'Hare Intl

Mon 7/13

8:03 am-1:05 pm

1 stop5h 02m

$419

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Tue 10/27

5:15 pm-12:15 am

1 stop7h 00m

Chicago O'Hare Intl

Sat 10/31

2:15 pm-9:27 pm

1 stop7h 12m

$463

GulfportChicago

GPT - MDW

GPTMDW

Gulfport Biloxi Regional

Wed 5/27

1:55 pm-9:09 pm

1 stop7h 14m

Chicago Midway

Mon 6/1

5:08 pm-9:51 pm

1 stop4h 43m

$464

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Thu 6/11

5:56 pm-11:59 pm

1 stop6h 03m

Chicago O'Hare Intl

Thu 6/18

8:08 am-1:07 pm

1 stop4h 59m

$483

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Sat 6/6

5:24 pm-11:15 pm

1 stop5h 51m

Chicago O'Hare Intl

Mon 6/8

7:59 pm-4:11 pm

2 stops20h 12m

$519

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Sat 6/27

5:19 pm-12:45 am

1 stop7h 26m

Chicago O'Hare Intl

Sun 6/28

9:20 pm-7:51 pm

2 stops22h 31m

$629

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Fri 6/5

5:19 pm-12:45 am

1 stop7h 26m

Chicago O'Hare Intl

Fri 6/12

9:36 pm-4:11 pm

1 stop18h 35m

$643

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/8

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 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 May 13, 2026.

It’s typically best to fly out from Biloxi to Chicago in the evening. Doing so could potentially save you 48% 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 May 9, 2026.

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.

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 May 13, 2026.

The most flights from B1L to CHI are scheduled on a Monday (43 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (27 on average).

How much does it cost to fly round-trip from Biloxi to Chicago?

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 May 13, 2026.
Read through reviews of airlines operating flights from Biloxi to Chicago, such as American Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.1
Good
11,662 reviews

Boarding

7.5

Entertainment

6.9

Crew

7.9

Food

6.4

Overall

7.1

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

BNA - ORD

My flight was 8 hours delayed, so I missed my connecting flight to Dublin. I understand it’s not the staff’s fault but the lack of sympathy and apology was appalling. I had been sat in the airport since 4am until 3pm and they did not seem understanding. Not good. Need better customer service.
American Airlines
7.1
Good
11,662 reviews
American Airlines
7.1
Good
11,662 reviews

Boarding

7.5

Entertainment

6.9

Crew

7.9

Food

6.4

Overall

7.1

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

BNA - ORD

My flight was 8 hours delayed, so I missed my connecting flight to Dublin. I understand it’s not the staff’s fault but the lack of sympathy and apology was appalling. I had been sat in the airport since 4am until 3pm and they did not seem understanding. Not good. Need better customer service.

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 United Airlines fly from Biloxi to Chicago in about 6h 14m. The time it takes to get you to your destination can typically vary by up to 46m. Biloxi and Chicago are separated by a distance of 789 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: Turkish Airlines (85%), Brussels Airlines (80%), ANA( 78%).

  • What are the cheapest flights from Biloxi to Chicago?

    Looking at all options, your cheapest flight can be booked for $128. While the most popular route (Gulfport Biloxi Regional - Chicago O'Hare Intl) can be booked for $291 on average, our data indicates $756 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.

See more FAQs

Traveling to a place near Chicago?

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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 May 13, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$18Average$192FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$78Average$171FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$133Average$281FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$163Average$377FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$173Average$295FlexibilityNo cancel feeOn-time63%
DeltaCheapest$210Average$441FlexibilityNo cancel feeOn-timeN/A

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.