What are the cheapest airlines flying from Chicago to Gulfport round-trip?

Flying on American Airlines is currently your cheapest option to Gulfport, with prices starting at $285. Additional round-trip tickets that might be worth considering are offered by Sun Country Air and Delta, with the lowest prices starting at $347 and $395, respectively. You may be able to fly from Chicago to Gulfport for 48% less than the average price by searching for these airlines.

What are the cheapest airlines to fly from Chicago to Gulfport one-way?

For one-way options, check prices for American Airlines. According to our data, you can fly for as low as $196. Users have also found prices from $198 and $361 on Delta and United Airlines, respectively.

What are the cheapest flights from Chicago to Gulfport?

The cheapest flight price from Chicago to Gulfport is $455. On average you can expect to pay $501. The most popular route, (Chicago O'Hare Intl - Gulfport Biloxi Regional), can usually be booked for $357.

Can I find flights from Chicago to Gulfport for under $300 on Cheapflights?

Yes, there are multiple flights from Chicago to Gulfport for under $300. The cheapest flight booked recently is on American Airlines for just $285, but on average you can expect to pay $413.

Are there last-minute flights available from Chicago to Gulfport for under $700?

There are currently 20+ open flights from Chicago to Gulfport within the next 7 days for less than $700.

Which airlines flying from Chicago to Gulfport Biloxi Regional have flexible cancellations due to COVID-19?

Delta and American Airlines are some of the carriers that may have flexible cancellation policies. You can use our site to filter for other airlines that may also have this kind of flexibility.

What is the cheapest day to fly round-trip from Chicago to Gulfport?

Users have found that leaving on a Friday can be a cost-effective option. It’s possible to save up to 30% on your flight compared to booking on days when demand is much higher.

What is the cheapest month to fly from Chicago to Gulfport?

February can be a great time to fly to Gulfport from Chicago with a flight ticket averaging about $554. Cheapflights users have found deals in the month of February for as cheap as $395. The most expensive prices can be found in the month of June.

When is the cheapest time to fly from Chicago to Gulfport (CHI - GPT)?

A simple way to save on the total cost of your ticket is to fly from Chicago to Gulfport at noon. If you’re flexible enough to do this you can expect to save up to 20% on your trip compared to booking a flight in the morning.

What airport do you fly into for flights to Gulfport from Chicago?

Gulfport Biloxi Regional (GPT), located 3.1 mi from the city center, is the airport you fly into when you book flights from Chicago to Gulfport. 2 airlines have flights to Biloxi Regional from Chicago on a regular basis. Booking flights from Chicago to Gulfport Biloxi Regional should not be difficult; the airport handles an average of 0 inbound flights from Chicago per day.

Flights from Chicago, IL to Gulfport, MS from $196

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CHI — GPT

Mar 27 — Apr 31

Round-tripOne-way

1 adult, Economy

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The best prices from Chicago to Gulfport Biloxi Regional are usually found in February or September, booked 60 days in advance, depart on a Saturday or Tuesday and return on a Wednesday

How to find the cheapest flight from Chicago (CHI) to Gulfport (GPT)

CHI - GPT Price	$455 - $672
GPT Temperature	50 - 82.4 °F
GPT Rainfall	3.6 - 7.2 inches

CHI - GPT

Price

$455 - $672

GPT

Temperature

50 - 82.4 °F

GPT

Rainfall

3.6 - 7.2 inches

Popular in	June	High demand for flights, 18% potential price rise
Cheapest in	February	Best time to find cheap flights, 18% potential price drop
Round-trip from	$455	From Chicago (CHI) to Gulfport Biloxi Regional
One-way from	$310	One-way flight from Chicago (CHI) to Gulfport Biloxi Regional

Users have found that booking a flight from Chicago to Gulfport at least 61 days early can save you up to 59% on average compared to booking a flight this week. If booking 61 days before your flight isn’t an option for you, users have found flights from Chicago to Gulfport for as little as $596 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as $709 for flights departing within the next 3 days.

Cheap flights from Chicago to Gulfport in March, April 2023

Apr 13 - Apr 15

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

1 stop

3h 52m

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

1 stop

6h 33m

$403

Delta

Pick Dates

Deal found 3/21

Apr 13 - Apr 15

MDW

Chicago Midway

GPT

Gulfport Biloxi Regional

1 stop

4h 38m

GPT

Gulfport Biloxi Regional

MDW

Chicago Midway

2 stops

11h 46m

$408

Delta

Pick Dates

Deal found 3/21

Apr 13 - Apr 15

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

2 stops

9h 19m

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

1 stop

6h 31m

$408

Delta

Pick Dates

Deal found 3/21

Apr 4 - Apr 6

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

1 stop

5h 06m

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

1 stop

5h 40m

$412

American Airlines

Pick Dates

Deal found 3/21

Apr 3 - Apr 5

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

1 stop

6h 02m

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

1 stop

6h 39m

$415

Delta

Pick Dates

Deal found 3/21

Apr 3 - Apr 5

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

2 stops

9h 14m

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

1 stop

6h 39m

$420

Delta

Pick Dates

Deal found 3/21

Apr 4 - Apr 6

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

2 stops

10h 10m

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

1 stop

6h 35m

$451

Delta

Pick Dates

Deal found 3/21

Apr 13 - Apr 16

MDW

Chicago Midway

GPT

Gulfport Biloxi Regional

1 stop

4h 38m

GPT

Gulfport Biloxi Regional

MDW

Chicago Midway

1 stop

3h 51m

$462

Delta

Pick Dates

Deal found 3/22

Apr 3 - Apr 5

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

2 stops

10h 26m

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

2 stops

8h 53m

$485

Delta

Pick Dates

Deal found 3/21

Chicago to Gulfport 2023 flight deals

May 1 - May 3

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

1 stop

6h 37m

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

1 stop

7h 01m

$285

American Airlines

Pick Dates

Deal found 3/21

Jun 15 - Jun 19

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

1 stop

21h 44m

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

1 stop

24h 05m

$347

Sun Country Air

Pick Dates

Deal found 3/22

May 18 - May 21

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

1 stop

8h 28m

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

1 stop

25h 33m

$357

Sun Country Air

Pick Dates

Deal found 3/21

May 1 - May 3

MDW

Chicago Midway

GPT

Gulfport Biloxi Regional

1 stop

4h 38m

GPT

Gulfport Biloxi Regional

MDW

Chicago Midway

1 stop

6h 04m

$395

Delta

Pick Dates

Deal found 3/21

Jun 9 - Jun 16

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

1 stop

5h 42m

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

1 stop

4h 59m

$395

Delta

Pick Dates

Deal found 3/22

May 1 - May 3

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

1 stop

6h 37m

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

2 stops

12h 35m

$397

American Airlines

Pick Dates

Deal found 3/21

Apr 13 - Apr 15

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

1 stop

3h 52m

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

1 stop

6h 33m

$403

Delta

Pick Dates

Deal found 3/21

Apr 13 - Apr 15

MDW

Chicago Midway

GPT

Gulfport Biloxi Regional

1 stop

4h 38m

GPT

Gulfport Biloxi Regional

MDW

Chicago Midway

2 stops

11h 46m

$408

Delta

Pick Dates

Deal found 3/21

Apr 13 - Apr 15

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

2 stops

9h 19m

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

1 stop

6h 31m

$408

Delta

Pick Dates

Deal found 3/21

Cheap American Airlines flights from Chicago to Gulfport

May 1 - May 3

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

1 stop

6h 37m

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

1 stop

7h 01m

$285

American Airlines

Pick Dates

Deal found 3/21

May 1 - May 3

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

1 stop

6h 37m

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

2 stops

12h 35m

$397

American Airlines

Pick Dates

Deal found 3/21

Apr 4 - Apr 6

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

1 stop

5h 06m

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

1 stop

5h 40m

$412

American Airlines

Pick Dates

Deal found 3/21

Jun 15 - Jun 19

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

1 stop

5h 58m

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

2 stops

13h 08m

$460

American Airlines

Pick Dates

Deal found 3/22

Apr 28 - May 5

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

1 stop

5h 27m

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

2 stops

16h 34m

$486

American Airlines

Pick Dates

Deal found 3/21

Apr 28 - May 5

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

1 stop

5h 27m

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

1 stop

7h 07m

$500

American Airlines

Pick Dates

Deal found 3/21

Jun 16 - Jun 19

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

2 stops

9h 10m

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

2 stops

13h 08m

$505

American Airlines

Pick Dates

Deal found 3/22

Apr 2 - Apr 4

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

1 stop

5h 17m

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

2 stops

7h 26m

$514

American Airlines

Pick Dates

Deal found 3/21

Apr 2 - Apr 4

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

1 stop

7h 10m

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

1 stop

7h 03m

$532

American Airlines

Pick Dates

Deal found 3/21

Cheap Sun Country Air flights from Chicago to Gulfport

Jun 15 - Jun 19

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

1 stop

21h 44m

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

1 stop

24h 05m

$347

Sun Country Air

Pick Dates

Deal found 3/22

May 18 - May 21

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

1 stop

8h 28m

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

1 stop

25h 33m

$357

Sun Country Air

Pick Dates

Deal found 3/21

Last minute flights from Chicago to Gulfport

Mar 28 - Mar 28

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

1 stop

5h 24m

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

1 stop

5h 38m

$609

American Airlines

Pick Dates

Deal found 3/20

Mar 31 - Apr 1

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

1 stop

7h 10m

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

2 stops

16h 10m

$699

American Airlines

Pick Dates

Deal found 3/21

Mar 31 - Apr 1

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

2 stops

9h 29m

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

2 stops

16h 10m

$705

American Airlines

Pick Dates

Deal found 3/21

Mar 28 - Mar 28

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

2 stops

7h 40m

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

1 stop

5h 38m

$716

American Airlines

Pick Dates

Deal found 3/20

Apr 1 - Apr 2

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

1 stop

4h 45m

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

2 stops

19h 30m

$722

American Airlines

Pick Dates

Deal found 3/21

Apr 1 - Apr 2

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

1 stop

5h 12m

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

1 stop

17h 59m

$733

United Airlines

Pick Dates

Deal found 3/21

Apr 1 - Apr 7

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

2 stops

8h 43m

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

1 stop

5h 01m

$751

Delta

Pick Dates

Deal found 3/21

Apr 1 - Apr 4

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

2 stops

8h 43m

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

2 stops

12h 18m

$755

Delta

Pick Dates

Deal found 3/21

Apr 1 - Apr 4

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

1 stop

10h 13m

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

2 stops

12h 18m

$756

Delta

Pick Dates

Deal found 3/21

One-way flights to Gulfport from Chicago

May 6

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

1 stop

6h 47m

$196

American Airlines

Pick Dates

Deal found 3/20

May 6

MDW

Chicago Midway

GPT

Gulfport Biloxi Regional

1 stop

4h 38m

$198

Delta

Pick Dates

Deal found 3/20

May 6

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

2 stops

8h 29m

$202

Delta

Pick Dates

Deal found 3/20

Apr 4

MDW

Chicago Midway

GPT

Gulfport Biloxi Regional

1 stop

4h 22m

$208

Delta

Pick Dates

Deal found 3/21

Apr 4

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

1 stop

6h 02m

$208

Delta

Pick Dates

Deal found 3/21

Apr 4

MDW

Chicago Midway

GPT

Gulfport Biloxi Regional

2 stops

10h 38m

$212

Delta

Pick Dates

Deal found 3/21

Apr 4

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

2 stops

9h 46m

$212

Delta

Pick Dates

Deal found 3/21

May 6

MDW

Chicago Midway

GPT

Gulfport Biloxi Regional

2 stops

7h 39m

$233

Delta

Pick Dates

Deal found 3/20

Apr 2

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

1 stop

5h 17m

$303

American Airlines

Pick Dates

Deal found 3/21

Find flights from Chicago to Gulfport within your budget

Fly from

Fly to

Budget

$285 - $539

Route

Depart

Return

Price

Chicago O'Hare IntlGulfport Biloxi Regional

ORD - GPT

ORDGPT

Chicago O'Hare Intl

2023-05-01

1 stop6h 37m

Gulfport Biloxi Regional

2023-05-03

1 stop7h 01m

$285

Pick Dates

Chicago O'Hare IntlGulfport Biloxi Regional

ORD - GPT

ORDGPT

Chicago O'Hare Intl

2023-06-15

1 stop21h 44m

Gulfport Biloxi Regional

2023-06-19

1 stop24h 05m

$347

Pick Dates

Chicago O'Hare IntlGulfport Biloxi Regional

ORD - GPT

ORDGPT

Chicago O'Hare Intl

2023-05-18

1 stop8h 28m

Gulfport Biloxi Regional

2023-05-21

1 stop25h 33m

$357

Pick Dates

Chicago MidwayGulfport Biloxi Regional

MDW - GPT

MDWGPT

Chicago Midway

2023-05-01

1 stop4h 38m

Gulfport Biloxi Regional

2023-05-03

1 stop6h 04m

$395

Pick Dates

Chicago O'Hare IntlGulfport Biloxi Regional

ORD - GPT

ORDGPT

Chicago O'Hare Intl

2023-06-09

1 stop5h 42m

Gulfport Biloxi Regional

2023-06-16

1 stop4h 59m

$395

Pick Dates

Chicago O'Hare IntlGulfport Biloxi Regional

ORD - GPT

ORDGPT

Chicago O'Hare Intl

2023-05-01

1 stop6h 37m

Gulfport Biloxi Regional

2023-05-03

2 stops12h 35m

$397

Pick Dates

Chicago O'Hare IntlGulfport Biloxi Regional

ORD - GPT

ORDGPT

Chicago O'Hare Intl

2023-04-13

1 stop3h 52m

Gulfport Biloxi Regional

2023-04-15

1 stop6h 33m

$403

Pick Dates

Chicago O'Hare IntlGulfport Biloxi Regional

ORD - GPT

ORDGPT

Chicago O'Hare Intl

2023-05-18

1 stop8h 28m

Gulfport Biloxi Regional

2023-05-21

3 stops38h 29m

$522

Pick Dates

Chicago O'Hare IntlGulfport Biloxi Regional

ORD - GPT

ORDGPT

Chicago O'Hare Intl

2023-04-28

2 stops17h 26m

Gulfport Biloxi Regional

2023-05-05

2 stops21h 34m

$539

Pick Dates

Flights are sorted by cheapest first

Deals found on 3/21

Reviews of Airlines Servicing Gulfport

Delta

8.0

Very good

2,333 reviews

Check prices

Reviews

1 / 10

My golf clubs were not on my flight and I missed my tee time the next day

Delta

8.0

Very good

2,333 reviews

Delta

8.0

Very good

2,333 reviews

Check prices

Reviews

1 / 10

My golf clubs were not on my flight and I missed my tee time the next day

United Airlines

7.6

Good

1,427 reviews

Delta

8.0

Very good

2,333 reviews

Check prices

Reviews

1 / 10

My golf clubs were not on my flight and I missed my tee time the next day

American Airlines

7.4

Good

1,742 reviews

Delta

8.0

Very good

2,333 reviews

Check prices

Reviews

1 / 10

My golf clubs were not on my flight and I missed my tee time the next day

Sun Country Air

7.4

Good

76 reviews

Delta

8.0

Very good

2,333 reviews

Check prices

Reviews

1 / 10

My golf clubs were not on my flight and I missed my tee time the next day

Related info for your journey

ORD and GPT are unique codes to identify airports used in the aviation industry. They are defined by IATA (International Air Transport Association) and are commonly called IATA codes. ORD to GPT refers to a flight route from Chicago O'Hare Intl Airport to Gulfport Biloxi Regional Airport. Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD) are other airports near this flight route and their unique identifiers/IATA codes.

Alternative routes for Chicago to Gulfport

Moline to Jacksonfrom $386 pp

Bloomington to Jacksonfrom $528 pp

Moline to Gulfportfrom $550 pp

Top 2 airlines flying from Chicago to Gulfport

Airline	Cheapest	Average	Flexibility	On-time	COVID-19 safety
Delta	Cheapest$279	Average$548	FlexibilityNo cancel fee	On-timeN/A	COVID-19 safety	Search Delta flights
American Airlines	Cheapest$414	Average$533	FlexibilityNo cancel fee	On-time71%	COVID-19 safety	Search American Airlines flights

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Cheap flights from Chicago (CHI) to Gulfport (GPT) from $196

The best prices from Chicago to Gulfport Biloxi Regional are usually found in February or September, booked 60 days in advance, depart on a Saturday or Tuesday and return on a Wednesday

How to find the cheapest flight from Chicago (CHI) to Gulfport (GPT)

All the information you need to plan the best CHI to GPT flight in 2023: compare Chicago to Gulfport flight prices with the expected peak season, weather and rainfall in Gulfport.

What is the cheapest day to fly round-trip from Chicago to Gulfport?

How far in advance should I book a flight from Chicago to Gulfport?

What is the cheapest month to fly from Chicago to Gulfport?

When is the cheapest time to fly from Chicago to Gulfport (CHI - GPT)?

Cheap flights from Chicago to Gulfport in March, April 2023

The best prices found for CHI to GPT flights for March, April

Chicago to Gulfport 2023 flight deals

Cheap flights to Gulfport from Chicago found for this year

Cheap American Airlines flights from Chicago to Gulfport

Cheap Sun Country Air flights from Chicago to Gulfport

Last minute flights from Chicago to Gulfport

Late deals on return flights to Gulfport from Chicago, departing today and this week

One-way flights to Gulfport from Chicago

The cheapest one-way flights from Chicago to Gulfport

Find flights from Chicago to Gulfport within your budget

Use the slider to find flights from Chicago to Gulfport that fit your budget.

Reviews of Airlines Servicing Gulfport

Related info for your journey

Useful info, stats and facts about Chicago to Gulfport flights.

What airport do you fly into for flights to Gulfport from Chicago?

Which airlines flying from Chicago to Gulfport Biloxi Regional have flexible cancellations due to COVID-19?

Can I find flights from Chicago to Gulfport for under $300 on Cheapflights?

Are there last-minute flights available from Chicago to Gulfport for under $700?

What are the cheapest airlines flying from Chicago to Gulfport round-trip?

What are the cheapest airlines to fly from Chicago to Gulfport one-way?

What are the cheapest flights from Chicago to Gulfport?

What does ORD to GPT mean?

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Alternative routes for Chicago to Gulfport

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Top 2 airlines flying from Chicago to Gulfport

The chart below displays the airlines Cheapflights users traveling from Chicago to Gulfport choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.

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