How often are flights from Chicago to Gulfport delayed?

Historically, on average around 75% of flights between Chicago and Gulfport have experienced a delay on any given week. The average delay length over the past 12 months has been 99 minutes.

What is the cheapest airline that flies from Chicago O'Hare Intl to Gulfport Biloxi Regional?

Delta is the most popular carrier operating from Chicago O'Hare Intl to Gulfport Biloxi Regional

What day of the week experiences the fewest flight delays on this route?

Sunday is statistically the day of the week which experiences the fewest number of delays on this flight route. Thursday has historically seen more delays on average compared to the rest of the week.

What airlines fly to Gulfport?

American Airlines, Spirit Airlines and United Airlines are the top three most popular airlines that fly to Gulfport from Chicago O'Hare Intl Airport according to our data. American Airlines is the first choice among our users, with 33% of people opting to fly with this airline when traveling to Gulfport. Keep in mind that there are 6 different airlines that fly to Gulfport on a routine basis, so you have a few additional options to choose from.

What is the most punctual flight time for Chicago to Gulfport flights?

Generally, flights departing in the early afternoon tend to experience fewer delays. Flights in the evening have, in the past, seen delays more frequently in comparison.

Which airline has the best punctuality record on Chicago to Gulfport flights?

According to our data, Sun Country Air have had the least number of delays on this route over the last 12 months; with about 75% of their flights experiencing any sort of delay.

When did momondo last update prices for flights from Chicago O'Hare Intl Airport to Gulfport Biloxi Regional Airport?

Prices for flights from Chicago O'Hare Intl Airport to Gulfport Biloxi Regional Airport were last updated today.

How many operators does momondo search for flights from Chicago O'Hare Intl Airport to Gulfport Biloxi Regional Airport?

As of December 2025, there are 2 operators available to choose from for flights from Chicago O'Hare Intl Airport to Gulfport Biloxi Regional Airport.

What documentation or ID do you need to fly to Gulfport Biloxi Regional Airport?

The necessary travel and health documents for your Gulfport Biloxi Regional Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$199 Cheap Flights from Chicago O'Hare Intl Airport to Gulfport in 2025/26

Q: What is the typical price of a round-trip flight between Chicago O'Hare Intl Airport and Gulfport?

Prices are currently low for flights on this route. Typical prices usually range from $396 to $541. The lowest price recently found on this route was $199.

1 adult

0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

Find the cheapest flights from Chicago O'Hare Intl Airport to Gulfport

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

2:50 pm - 9:53 pm

ORD

GPT

7h 03m1 stop

6:05 am - 10:59 am

GPT

ORD

4h 54m1 stop

$199Delta

Tue, Jan 6 - Tue, Jan 13

3:55 pm - 9:00 am

ORD

GPT

17h 05m1 stop

6:54 pm - 1:58 pm

GPT

ORD

19h 04m2 stops

$242Multiple Airlines

Thu, Jan 22 - Mon, Jan 26

6:50 am - 9:53 pm

ORD

GPT

15h 03m2 stops

6:05 am - 1:40 pm

GPT

ORD

7h 35m1 stop

$246Delta

Tue, Jan 6 - Thu, Jan 15

7:10 am - 1:34 pm

ORD

GPT

6h 24m1 stop

3:00 pm - 7:48 pm

GPT

ORD

4h 48m1 stop

$249Delta

Wed, Apr 15 - Sat, Apr 18

2:50 pm - 9:53 pm

ORD

GPT

7h 03m1 stop

6:05 am - 10:59 am

GPT

ORD

4h 54m1 stop

$259Delta

Thu, Jan 8 - Thu, Jan 15

11:05 am - 9:53 pm

ORD

GPT

10h 48m2 stops

6:05 am - 10:59 am

GPT

ORD

4h 54m1 stop

$262Delta

Thu, Jan 8 - Tue, Jan 13

5:18 am - 12:25 pm

ORD

GPT

7h 07m1 stop

5:58 pm - 11:15 pm

GPT

ORD

5h 17m1 stop

$264American Airlines

Mon, Dec 15 - Mon, Dec 22

6:05 am - 1:19 pm

ORD

GPT

7h 14m1 stop

4:38 pm - 11:53 pm

GPT

ORD

7h 15m1 stop

$269American Airlines

Fri, Feb 6 - Fri, Feb 13

3:21 pm - 10:41 pm

ORD

GPT

7h 20m1 stop

6:32 am - 4:50 pm

GPT

ORD

10h 18m2 stops

$274American Airlines

Wed, Jan 7 - Mon, Jan 12

2:10 pm - 7:45 pm

ORD

GPT

5h 35m1 stop

4:55 pm - 11:08 pm

GPT

ORD

6h 13m1 stop

$278United Airlines

Tue, Mar 17 - Sat, Mar 21

Delta flights from Chicago O'Hare Intl Airport to Gulfport

Our best Delta deals on Chicago O'Hare Intl Airport to Gulfport flight tickets

Delta

Jan 6

ORD2:50 pmChicago O'Hare Intl

7h 03m

1 stop

GPT9:53 pmGulfport Biloxi Regional

Jan 13

GPT6:05 amGulfport Biloxi Regional

4h 54m

1 stop

ORD10:59 amChicago O'Hare Intl

$199

Find similar

Delta

Jan 6

ORD11:05 amChicago O'Hare Intl

10h 48m

2 stops

GPT9:53 pmGulfport Biloxi Regional

Jan 14

GPT6:05 amGulfport Biloxi Regional

4h 54m

1 stop

ORD10:59 amChicago O'Hare Intl

$246

Find similar

Delta

Apr 15

ORD7:10 amChicago O'Hare Intl

6h 24m

1 stop

GPT1:34 pmGulfport Biloxi Regional

Apr 18

GPT3:00 pmGulfport Biloxi Regional

4h 48m

1 stop

ORD7:48 pmChicago O'Hare Intl

$249

Find similar

American Airlines flights from Chicago O'Hare Intl Airport to Gulfport

Our best American Airlines deals on Chicago O'Hare Intl Airport to Gulfport flight tickets

American Airlines

Dec 15

ORD5:18 amChicago O'Hare Intl

7h 07m

1 stop

GPT12:25 pmGulfport Biloxi Regional

Dec 22

GPT5:58 pmGulfport Biloxi Regional

5h 17m

1 stop

ORD11:15 pmChicago O'Hare Intl

$264

Find similar

American Airlines

Feb 6

ORD6:05 amChicago O'Hare Intl

7h 14m

1 stop

GPT1:19 pmGulfport Biloxi Regional

Feb 13

GPT4:38 pmGulfport Biloxi Regional

7h 15m

1 stop

ORD11:53 pmChicago O'Hare Intl

$269

Find similar

American Airlines

Jan 7

ORD3:21 pmChicago O'Hare Intl

7h 20m

1 stop

GPT10:41 pmGulfport Biloxi Regional

Jan 12

GPT6:32 amGulfport Biloxi Regional

10h 18m

2 stops

ORD4:50 pmChicago O'Hare Intl

$274

Find similar

momondo Fare Finder

Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Gulfport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Tue 1/6

2:50 pm-9:53 pm

1 stop7h 03m

Gulfport Biloxi Regional

Tue 1/13

6:05 am-10:59 am

1 stop4h 54m

$199

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Thu 1/22

3:55 pm-9:00 am

1 stop17h 05m

Gulfport Biloxi Regional

Mon 1/26

6:54 pm-1:58 pm

2 stops19h 04m

$242

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Tue 1/6

6:50 am-9:53 pm

2 stops15h 03m

Gulfport Biloxi Regional

Thu 1/15

6:05 am-1:40 pm

1 stop7h 35m

$246

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Wed 4/15

7:10 am-1:34 pm

1 stop6h 24m

Gulfport Biloxi Regional

Sat 4/18

3:00 pm-7:48 pm

1 stop4h 48m

$249

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Thu 1/8

2:50 pm-9:53 pm

1 stop7h 03m

Gulfport Biloxi Regional

Thu 1/15

6:05 am-10:59 am

1 stop4h 54m

$259

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Thu 1/8

11:05 am-9:53 pm

2 stops10h 48m

Gulfport Biloxi Regional

Tue 1/13

6:05 am-10:59 am

1 stop4h 54m

$262

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Mon 12/15

5:18 am-12:25 pm

1 stop7h 07m

Gulfport Biloxi Regional

Mon 12/22

5:58 pm-11:15 pm

1 stop5h 17m

$264

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Fri 2/6

6:05 am-1:19 pm

1 stop7h 14m

Gulfport Biloxi Regional

Fri 2/13

4:38 pm-11:53 pm

1 stop7h 15m

$269

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Wed 1/7

3:21 pm-10:41 pm

1 stop7h 20m

Gulfport Biloxi Regional

Mon 1/12

6:32 am-4:50 pm

2 stops10h 18m

$274

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Tue 3/17

2:10 pm-7:45 pm

1 stop5h 35m

Gulfport Biloxi Regional

Sat 3/21

4:55 pm-11:08 pm

1 stop6h 13m

$278

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Chicago O'Hare Intl Airport to Gulfport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Delays

What is the typical price of a round-trip flight between Chicago O'Hare Intl Airport and Gulfport?

What is the cheapest day to depart on your flight to Gulfport?

The cheapest day to depart from Chicago O'Hare Intl Airport to Gulfport is on a Tuesday when prices can be found for as low as $314. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Chicago O'Hare Intl Airport to Gulfport for around $464.

What is the cheapest time of day to depart on your flight to Gulfport?

According to our data, the cheapest time of day to fly to Gulfport is in the morning. momondo users have found flights departing from Chicago O'Hare Intl Airport to Gulfport in the morning for as low as $390. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In contrast, the most expensive time of day to depart to Gulfport is at noon when prices are around $493.

When to book flights from Chicago O'Hare Intl Airport to Gulfport

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago O'Hare Intl Airport to Gulfport according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Chicago O'Hare Intl Airport to Gulfport (ORD to GPT) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to Gulfport

Fastest flight time	4h 15m
Direct flights	None

The fastest flight from Chicago O'Hare Intl Airport to Gulfport takes 4h 15m

There are no direct flights from Chicago O'Hare Intl Airport to Gulfport. There are no popular flight routes from Chicago O'Hare Intl Airport to Gulfport.

Search flight deals

How far is Chicago O'Hare Intl to Gulfport Biloxi Regional by plane?
The straight-line distance from Chicago O'Hare Intl to Gulfport Biloxi Regional is 804.5 mi. Typically, this will take 4h 04m by plane in normal conditions.
When did momondo last update prices for flights from Chicago O'Hare Intl Airport to Gulfport Biloxi Regional Airport?
Prices for flights from Chicago O'Hare Intl Airport to Gulfport Biloxi Regional Airport were last updated today.
How many operators does momondo search for flights from Chicago O'Hare Intl Airport to Gulfport Biloxi Regional Airport?
As of December 2025, there are 2 operators available to choose from for flights from Chicago O'Hare Intl Airport to Gulfport Biloxi Regional Airport.
How old do you have to be to fly from Chicago O'Hare Intl Airport to Gulfport Biloxi Regional Airport?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago O'Hare Intl Airport to Gulfport Biloxi Regional Airport.
What documentation or ID do you need to fly to Gulfport Biloxi Regional Airport?
The necessary travel and health documents for your Gulfport Biloxi Regional Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular airline from Chicago O'Hare Intl Airport to Gulfport?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Chicago O'Hare Intl Airport to Gulfport is American Airlines (59% of total bookings). The next most popular airline is Delta (41%).

Best airlines flying from Chicago O'Hare Intl Airport to Gulfport

Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to Gulfport with momondo

Airline	Rating	Free Cancellation	Price
American Airlines	PriceFrom $248	Free Cancellation	Rating 7.2 11,047 reviews		Search American Airlines flights
Delta	PriceFrom $248	Free Cancellation	Rating 7.9 8,011 reviews		Search Delta flights

Biloxi

Ocean Springs

D'Iberville

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Gulfport?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to Gulfport. momondo saves you time and could save you money on your trip.

Can I find flights from Chicago to Gulfport with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Chicago to Gulfport flights to just show those with flexible booking policies.

How can momondo help me find flights from Chicago to Gulfport?

Once all potential Chicago to Gulfport flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Chicago to Gulfport right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Gulfport, momondo offers a useful price alert feature which will track prices for flights to Gulfport from Chicago and alert you when they change.

An easier way to manage your Gulfport trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Start using Trips

Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

1 adult

Sat 1/3

Sat 1/10

Email me momondo's favorite deals

By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States

Cheap flights from Chicago O'Hare Intl Airport to Gulfport from $199

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Chicago O'Hare Intl Airport to Gulfport

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Delta flights from Chicago O'Hare Intl Airport to Gulfport

Our best Delta deals on Chicago O'Hare Intl Airport to Gulfport flight tickets

American Airlines flights from Chicago O'Hare Intl Airport to Gulfport

Our best American Airlines deals on Chicago O'Hare Intl Airport to Gulfport flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Gulfport that are best for you.

See travel insights to Gulfport from

How to get the cheapest flight ticket from Chicago O'Hare Intl Airport to Gulfport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Chicago O'Hare Intl Airport and Gulfport?

What is the cheapest day to depart on your flight to Gulfport?

What is the cheapest time of day to depart on your flight to Gulfport?

What is the cheapest airline that flies from Chicago O'Hare Intl to Gulfport Biloxi Regional?

Delta is the most popular carrier operating from Chicago O'Hare Intl to Gulfport Biloxi Regional

What airlines fly to Gulfport?

How often are flights from Chicago to Gulfport delayed?

Historically, on average around 75% of flights between Chicago and Gulfport have experienced a delay on any given week. The average delay length over the past 12 months has been 99 minutes.

What is the most punctual flight time for Chicago to Gulfport flights?

Generally, flights departing in the early afternoon tend to experience fewer delays. Flights in the evening have, in the past, seen delays more frequently in comparison.

What day of the week experiences the fewest flight delays on this route?

Sunday is statistically the day of the week which experiences the fewest number of delays on this flight route. Thursday has historically seen more delays on average compared to the rest of the week.

Which airline has the best punctuality record on Chicago to Gulfport flights?

According to our data, Sun Country Air have had the least number of delays on this route over the last 12 months; with about 75% of their flights experiencing any sort of delay.

When to book flights from Chicago O'Hare Intl Airport to Gulfport

Cheap Chicago O'Hare Intl Airport to Gulfport (ORD to GPT) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to Gulfport

Fastest flight time

Direct flights

How far is Chicago O'Hare Intl to Gulfport Biloxi Regional by plane?

When did momondo last update prices for flights from Chicago O'Hare Intl Airport to Gulfport Biloxi Regional Airport?

How many operators does momondo search for flights from Chicago O'Hare Intl Airport to Gulfport Biloxi Regional Airport?

How old do you have to be to fly from Chicago O'Hare Intl Airport to Gulfport Biloxi Regional Airport?

What documentation or ID do you need to fly to Gulfport Biloxi Regional Airport?

What is the most popular airline from Chicago O'Hare Intl Airport to Gulfport?

Best airlines flying from Chicago O'Hare Intl Airport to Gulfport

Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to Gulfport with momondo

Traveling to a place near Gulfport?

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Gulfport?

Can I find flights from Chicago to Gulfport with flexible booking policies on momondo?

How can momondo help me find flights from Chicago to Gulfport?

I’m not ready to book a flight from Chicago to Gulfport right now. Can momondo alert me if prices change?

An easier way to manage your Gulfport trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

Airports servicing Mississippi