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$122+ 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 12/4. Fares are subject to change and may not be available on all flights or dates of travel.
MSY — CHI
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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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 October 30, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/28. 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.
Fri 12/126:51 pmGPT - ORD
2 stops17h 03mMultiple Airlines
Sun 12/148:45 amORD - GPT
1 stop24h 14mMultiple Airlines
Deal found 10/28$209
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 11/255:55 pmGPT - ORD
1 stop15h 52mMultiple Airlines
Wed 11/266:15 pmORD - GPT
1 stop25h 00mMultiple Airlines
Deal found 10/28$230
This Delta deal was found by Cheapflights users on 10/28. 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 - MDW
1 stop5h 01mDelta
Sat 12/276:00 amMDW - GPT
1 stop4h 40mDelta
Deal found 10/28$249
This Delta deal was found by Cheapflights users on 10/29. 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.
Fri 11/216:03 pmGPT - ORD
1 stop5h 59mDelta
Sat 11/224:26 pmORD - GPT
1 stop5h 41mDelta
Deal found 10/29$249
This American Airlines deal was found by Cheapflights users on 10/28. 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 11/125:26 pmGPT - ORD
1 stop6h 11mAmerican Airlines
Sun 11/165:00 amORD - GPT
1 stop7h 23mAmerican Airlines
Deal found 10/28$259
This United Airlines deal was found by Cheapflights users on 10/28. 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 11/175:15 pmGPT - ORD
1 stop5h 55mUnited Airlines
Sun 11/236:00 amORD - GPT
1 stop5h 17mUnited Airlines
Deal found 10/28$264
This Delta deal was found by Cheapflights users on 10/27. 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 12/1310:35 amGPT - MDW
1 stop5h 09mDelta
Tue 12/165:39 pmMDW - GPT
1 stop4h 24mDelta
Deal found 10/27$274
This Kiwi.com deal was found by Cheapflights users on 10/28. 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.
Fri 12/56:51 pmGPT - ORD
2 stops37h 51mMultiple Airlines
Sun 12/712:09 pmORD - GPT
1 stop7h 06mMultiple Airlines
Deal found 10/28$278
This Delta deal was found by Cheapflights users on 10/29. 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.
Wed 11/126:03 pmGPT - MDW
1 stop5h 37mDelta
Sun 11/1612:47 pmMDW - GPT
1 stop4h 26mDelta
Deal found 10/29$279
This United Airlines deal was found by Cheapflights users on 10/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/125:15 pmGPT - ORD
1 stop7h 00mUnited Airlines
Sun 11/167:10 amORD - GPT
1 stop6h 10mUnited Airlines
Deal found 10/29$279
This Kiwi.com deal was found by Cheapflights users on 10/28. 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.
Mon 11/176:51 pmGPT - ORD
2 stops24h 47mMultiple Airlines
Sun 11/2311:23 amORD - GPT
1 stop7h 52mMultiple Airlines
Deal found 10/28$286
This American Airlines deal was found by Cheapflights users on 10/28. 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 11/71:45 pmGPT - ORD
1 stop5h 41mAmerican Airlines
Mon 11/106:46 amORD - GPT
1 stop6h 34mAmerican Airlines
Deal found 10/28$289

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 October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$209
(Kiwi.com)

One-way from

$122
(Kiwi.com)

Popular in

February

Cheapest in

April

Average price

$357
Provider with most accurate pricing for Gulfport Biloxi Regional-Chicago (CHI) flight deals.
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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. 14% potential increase in price ($72 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($24 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 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 October 30, 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 12/12

6:51 pm-11:54 am

2 stops17h 03m

Chicago O'Hare Intl

Sun 12/14

8:45 am-8:59 am

1 stop24h 14m

$209

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Tue 11/25

5:55 pm-9:47 am

1 stop15h 52m

Chicago O'Hare Intl

Wed 11/26

6:15 pm-7:15 pm

1 stop25h 00m

$230

GulfportChicago

GPT - MDW

GPTMDW

Gulfport Biloxi Regional

Thu 1/15

4:00 pm-10:09 pm

1 stop6h 09m

Chicago Midway

Mon 1/19

10:46 am-5:17 pm

1 stop6h 31m

$249

GulfportChicago

GPT - MDW

GPTMDW

Gulfport Biloxi Regional

Wed 12/24

5:21 pm-10:22 pm

1 stop5h 01m

Chicago Midway

Sat 12/27

6:00 am-10:40 am

1 stop4h 40m

$249

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Fri 11/21

6:03 pm-12:02 am

1 stop5h 59m

Chicago O'Hare Intl

Sat 11/22

4:26 pm-10:07 pm

1 stop5h 41m

$249

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Mon 11/17

5:15 pm-11:10 pm

1 stop5h 55m

Chicago O'Hare Intl

Sun 11/23

6:00 am-11:17 am

1 stop5h 17m

$264

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Fri 12/5

6:51 pm-8:42 am

2 stops37h 51m

Chicago O'Hare Intl

Sun 12/7

12:09 pm-7:15 pm

1 stop7h 06m

$278

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Wed 11/12

5:15 pm-12:15 am

1 stop7h 00m

Chicago O'Hare Intl

Sun 11/16

7:10 am-1:20 pm

1 stop6h 10m

$279

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Mon 11/17

6:51 pm-7:38 pm

2 stops24h 47m

Chicago O'Hare Intl

Sun 11/23

11:23 am-7:15 pm

1 stop7h 52m

$286

GulfportChicago

GPT - MDW

GPTMDW

Gulfport Biloxi Regional

Sat 12/13

10:35 am-3:44 pm

1 stop5h 09m

Chicago Midway

Tue 12/16

12:50 pm-5:16 pm

1 stop4h 26m

$294

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Showing 1-10 of 25 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, March is the cheapest month in which you can book a flight from Biloxi to Chicago (average of $58). Flying from Biloxi to Chicago in January is currently the most expensive (average of $168). 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 October 30, 2025.

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 November 3, 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 October 30, 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
7,998 reviews

Comfort

7.9

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

7.9

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
7.9
Good
7,998 reviews
Delta
7.9
Good
7,998 reviews

Comfort

7.9

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

7.9

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
American Airlines
7.2
Good
11,035 reviews
Delta
7.9
Good
7,998 reviews

Comfort

7.9

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

7.9

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

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 5h 55m. The time it takes to get you to your destination can typically vary by up to 14m. 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: Turkish Airlines (93%), Brussels Airlines (93%), SkyWest Airlines( 93%).

  • What are the cheapest flights from Biloxi to Chicago?

    Looking at all options, your cheapest flight can be booked for $65. While the most popular route (Gulfport Biloxi Regional - Chicago O'Hare Intl) can be booked for $209 on average, our data indicates $764 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, March is the cheapest month in which you can book a flight from Biloxi to Chicago (average of $58). Flying from Biloxi to Chicago in January is currently the most expensive (average of $168). 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
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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$67Average$185FlexibilityNo cancel feeOn-time65%
DeltaCheapest$116Average$401FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$140Average$303FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$163Average$367FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$185Average$285FlexibilityNo cancel feeOn-time63%

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