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

According to our current data, American Airlines ($234), Delta ($267), and United Airlines ($315) offers the cheapest pricing from Gulfport to Chicago. These flights start at 57% lower than the current average price 3 months from now.

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

Yes, there are multiple flights from Gulfport to Chicago for under $300. The cheapest flight booked recently is on American Airlines for just $234, but on average you can expect to pay $406.

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

Some of our airline partners flying from Gulfport Biloxi Regional to Chicago have new flexible policies in place due to COVID-19. Delta and American Airlines are some of the carriers where you may find flexible cancellation policies. You can use our site to filter for airlines like Delta with this kind of flexibility.

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

Tuesday is generally a great day to depart. Flying on this day could help you save up to 67%.

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

The best pricing can be found in the month of April. Prices to Chicago from Gulfport average $547. You can even find prices in April for less than $547, as users have found deals to Chicago from as low as $333. The month of May appears to be one of the more expensive times to travel to Chicago from Gulfport. Flying in the targeted month can save you up to 31%.

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

Unlike in the afternoon, when flights are generally more expensive, you can save up to 29% on flights from Gulfport to Chicago by exploring options for tickets in the morning.

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

For a flight from Gulfport to Chicago, you will be flying from Biloxi Regional. Gulfport Biloxi Regional (GPT) is just 3.1 mi from the center of the city. Biloxi Regional is the only Gulfport airport and it handles 0 outbound flights to Chicago per day. 2 airlines have flights to Chicago from Gulfport Biloxi Regional on a regular basis.

What does GPT to ORD mean?

Great question - GPT to ORD just means Gulfport Biloxi Regional Airport to Chicago O'Hare Intl Airport. Now you’ll know what these unique codes when you look for flights! Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD) are some additional IATA codes for airports related to your trip.

Flights from Gulfport, MS to Chicago, IL from $175

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

Popular in	May
Cheapest in	April
Average price	$573
Round-trip from	$206

High demand for flights, 24% potential price rise

Search Deals

Best time to find cheap flights, 31% potential price drop

Search Deals

Average for round-trip flights in June 2023

Search Deals

From Gulfport Biloxi Regional to Chicago (CHI)

Search Deals

GPT - CHI Price	$206 - $368
CHI Temperature	23 - 73.4 °F
CHI Rainfall	1.7 - 4.9 inches

GPT - CHI

Price

$206 - $368

CHI

Temperature

23 - 73.4 °F

CHI

Rainfall

1.7 - 4.9 inches

Cheap flights from Gulfport to Chicago in June, July 2023

These are some of the most attractive deals on flights from Gulfport to Chicago in 2023. If these deals don't appeal to you, be sure to come back soon for more options.

Jun 18 - Jun 25

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

1 stop

4h 51m

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

1 stop

4h 04m

$481

Delta

Deal found 6/4

Jul 1 - Jul 5

GPT

Gulfport Biloxi Regional

MDW

Chicago Midway

1 stop

5h 03m

MDW

Chicago Midway

GPT

Gulfport Biloxi Regional

1 stop

4h 25m

$528

Delta

Deal found 6/4

Jun 18 - Jun 25

GPT

Gulfport Biloxi Regional

MDW

Chicago Midway

1 stop

4h 44m

MDW

Chicago Midway

GPT

Gulfport Biloxi Regional

1 stop

4h 29m

$551

Delta

Deal found 6/4

Jun 18 - Jun 25

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

1 stop

5h 17m

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

2 stops

14h 19m

$587

American Airlines

Deal found 6/4

Jun 8 - Jun 12

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

1 stop

5h 01m

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

1 stop

6h 59m

$617

American Airlines

Deal found 6/4

Jun 8 - Jun 12

GPT

Gulfport Biloxi Regional

MDW

Chicago Midway

1 stop

4h 44m

MDW

Chicago Midway

GPT

Gulfport Biloxi Regional

1 stop

4h 28m

$620

Delta

Deal found 6/5

Jun 8 - Jun 12

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

1 stop

5h 01m

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

2 stops

10h 16m

$622

American Airlines

Deal found 6/4

Jun 8 - Jun 12

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

2 stops

13h 05m

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

2 stops

10h 16m

$827

American Airlines

Deal found 6/4

Jul 1 - Jul 5

GPT

Gulfport Biloxi Regional

MDW

Chicago Midway

1 stop

5h 03m

MDW

Chicago Midway

GPT

Gulfport Biloxi Regional

2 stops

9h 26m

$842

Delta

Deal found 6/4

Gulfport to Chicago 2023 flight deals

These are some of the most attractive deals on flights from Gulfport to Chicago in 2023. If these deals don't appeal to you, be sure to come back soon for more options.

Aug 22 - Aug 30

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

1 stop

6h 57m

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

1 stop

6h 47m

$234

American Airlines

Deal found 6/4

Aug 22 - Aug 30

GPT

Gulfport Biloxi Regional

MDW

Chicago Midway

1 stop

7h 04m

MDW

Chicago Midway

GPT

Gulfport Biloxi Regional

1 stop

6h 11m

$267

Delta

Deal found 6/5

Sep 2 - Sep 4

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

1 stop

6h 49m

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

1 stop

6h 34m

$302

Delta

Deal found 6/4

Sep 1 - Sep 4

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

1 stop

8h 43m

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

1 stop

27h 38m

$315

United Airlines

Deal found 6/4

Sep 2 - Sep 4

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

1 stop

6h 43m

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

2 stops

17h 22m

$316

United Airlines

Deal found 6/4

Aug 22 - Aug 30

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

1 stop

17h 37m

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

2 stops

14h 37m

$320

United Airlines

Deal found 6/4

Sep 1 - Sep 4

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

1 stop

17h 37m

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

2 stops

19h 37m

$325

United Airlines

Deal found 6/4

Sep 1 - Sep 4

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

1 stop

6h 27m

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

1 stop

6h 34m

$362

Delta

Deal found 6/4

Aug 22 - Aug 30

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

2 stops

17h 28m

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

2 stops

14h 37m

$373

United Airlines

Deal found 6/4

Cheap American Airlines flights from Gulfport to Chicago

Find some of the cheapest American Airlines flights traveling from Gulfport to Chicago. Make sure to check back often as deals are often changing.

Aug 22 - Aug 30

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

1 stop

6h 57m

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

1 stop

6h 47m

$234

American Airlines

Deal found 6/4

Jul 5 - Jul 12

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

1 stop

6h 41m

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

1 stop

6h 59m

$403

American Airlines

Deal found 6/5

Jul 5 - Jul 12

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

1 stop

6h 41m

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

2 stops

10h 13m

$420

American Airlines

Deal found 6/5

Jul 5 - Jul 12

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

2 stops

10h 27m

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

2 stops

8h 23m

$517

American Airlines

Deal found 6/5

Jun 18 - Jun 25

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

1 stop

5h 17m

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

2 stops

14h 19m

$587

American Airlines

Deal found 6/4

Sep 1 - Sep 4

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

2 stops

11h 50m

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

2 stops

14h 18m

$696

American Airlines

Deal found 6/4

Oct 6 - Oct 9

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

2 stops

11h 43m

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

2 stops

10h 01m

$782

American Airlines

Deal found 6/5

Cheap United Airlines flights from Gulfport to Chicago

Take a gander at the lowest prices we've found on United Airlines flights from Gulfport to Chicago. Make sure to examine the flight information before completing your reservation.

Sep 1 - Sep 4

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

1 stop

8h 43m

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

1 stop

27h 38m

$315

United Airlines

Deal found 6/4

Sep 2 - Sep 4

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

1 stop

6h 43m

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

2 stops

17h 22m

$316

United Airlines

Deal found 6/4

Aug 22 - Aug 30

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

1 stop

17h 37m

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

2 stops

14h 37m

$320

United Airlines

Deal found 6/4

Sep 1 - Sep 4

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

1 stop

17h 37m

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

2 stops

19h 37m

$325

United Airlines

Deal found 6/4

Aug 22 - Aug 30

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

2 stops

17h 28m

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

2 stops

14h 37m

$373

United Airlines

Deal found 6/4

Oct 6 - Oct 9

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

1 stop

14h 49m

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

1 stop

13h 56m

$424

United Airlines

Deal found 6/5

Oct 6 - Oct 9

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

1 stop

14h 49m

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

2 stops

20h 29m

$534

United Airlines

Deal found 6/5

Sep 2 - Sep 4

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

2 stops

9h 57m

ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

2 stops

7h 00m

$863

United Airlines

Deal found 6/4

One-way flights to Chicago from Gulfport

If you're seeking multiple options on one-way flights from Gulfport to Chicago, be sure to check out these deals, which are updated often. Users needing a return flight from Gulfport to Chicago should utilize the search form above.

Jul 27

GPT

Gulfport Biloxi Regional

MDW

Chicago Midway

1 stop

6h 32m

$175

Delta

Deal found 6/3

Jul 27

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

1 stop

6h 27m

$175

Delta

Deal found 6/5

Nov 6

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

1 stop

5h 04m

$203

Delta

Deal found 6/4

Jul 27

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

2 stops

19h 28m

$311

United Airlines

Deal found 6/5

Nov 6

GPT

Gulfport Biloxi Regional

MDW

Chicago Midway

1 stop

6h 15m

$319

Delta

Deal found 6/4

Nov 6

GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

2 stops

19h 56m

$338

United Airlines

Deal found 6/4

Jul 27

GPT

Gulfport Biloxi Regional

MDW

Chicago Midway

2 stops

9h 49m

$577

Multiple Airlines

Deal found 6/3

Nov 6

GPT

Gulfport Biloxi Regional

MDW

Chicago Midway

2 stops

6h 49m

$782

Delta

Deal found 6/4

Find flights from Gulfport to Chicago within your budget

Fly from

Fly to

Budget

$234 - $403

Route

Depart

Return

Price

Gulfport Biloxi RegionalChicago O'Hare Intl

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Tue 8/22

1 stop6h 57m

Chicago O'Hare Intl

Wed 8/30

1 stop6h 47m

$234

Pick Dates

Gulfport Biloxi RegionalChicago Midway

GPT - MDW

GPTMDW

Gulfport Biloxi Regional

Tue 8/22

1 stop7h 04m

Chicago Midway

Wed 8/30

1 stop6h 11m

$267

Pick Dates

Gulfport Biloxi RegionalChicago O'Hare Intl

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Sat 9/2

1 stop6h 49m

Chicago O'Hare Intl

Mon 9/4

1 stop6h 34m

$302

Pick Dates

Gulfport Biloxi RegionalChicago O'Hare Intl

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Fri 9/1

1 stop8h 43m

Chicago O'Hare Intl

Mon 9/4

1 stop27h 38m

$315

Pick Dates

Gulfport Biloxi RegionalChicago O'Hare Intl

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Sat 9/2

1 stop6h 43m

Chicago O'Hare Intl

Mon 9/4

2 stops17h 22m

$316

Pick Dates

Gulfport Biloxi RegionalChicago O'Hare Intl

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Tue 8/22

1 stop17h 37m

Chicago O'Hare Intl

Wed 8/30

2 stops14h 37m

$320

Pick Dates

Gulfport Biloxi RegionalChicago O'Hare Intl

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Fri 9/1

1 stop17h 37m

Chicago O'Hare Intl

Mon 9/4

2 stops19h 37m

$325

Pick Dates

Gulfport Biloxi RegionalChicago O'Hare Intl

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Fri 9/1

1 stop6h 27m

Chicago O'Hare Intl

Mon 9/4

1 stop6h 34m

$362

Pick Dates

Gulfport Biloxi RegionalChicago O'Hare Intl

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Wed 7/5

1 stop6h 41m

Chicago O'Hare Intl

Wed 7/12

1 stop6h 59m

$403

Pick Dates

Flights are sorted by cheapest first

Deals found on 6/4

Reviews of Airlines Servicing Chicago

Read through reviews of airlines operating flights from Gulfport to Chicago, such as American Airlines, United Airlines and Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Delta

8.0

Very good

2,388 reviews

Check prices

Reviews

1 / 10

Boarding didn’t go well due to taking too long not sure why but crew was great and flight itself great

Delta

8.0

Very good

2,388 reviews

Delta

8.0

Very good

2,388 reviews

Check prices

Reviews

1 / 10

Boarding didn’t go well due to taking too long not sure why but crew was great and flight itself great

United Airlines

7.6

Good

1,551 reviews

Delta

8.0

Very good

2,388 reviews

Check prices

Reviews

1 / 10

Boarding didn’t go well due to taking too long not sure why but crew was great and flight itself great

American Airlines

7.3

Good

2,149 reviews

Delta

8.0

Very good

2,388 reviews

Check prices

Reviews

1 / 10

Boarding didn’t go well due to taking too long not sure why but crew was great and flight itself great

Related info for your journey

Top 2 airlines flying from Gulfport to Chicago

Airline	Cheapest	Average	Flexibility	On-time	COVID-19 safety
Delta	Cheapest$303	Average$480	FlexibilityNo cancel fee	On-timeN/A	COVID-19 safety	Search Delta flights
American Airlines	Cheapest$318	Average$449	FlexibilityNo cancel fee	On-time71%	COVID-19 safety	Search American Airlines flights

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Cheap flights from Gulfport (GPT) to Chicago (CHI) from $175

This is the cheapest one-way flight price, found on 6/3. Prices may vary by date and flight preferences.

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

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

Popular in

Cheapest in

Average price

Round-trip from

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

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

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

Cheap flights from Gulfport to Chicago in June, July 2023

The best prices found for GPT to CHI flights for June, July

These are some of the most attractive deals on flights from Gulfport to Chicago in 2023. If these deals don't appeal to you, be sure to come back soon for more options.

Gulfport to Chicago 2023 flight deals

Cheap flights to Chicago from Gulfport found for this year

These are some of the most attractive deals on flights from Gulfport to Chicago in 2023. If these deals don't appeal to you, be sure to come back soon for more options.

Cheap American Airlines flights from Gulfport to Chicago

Find some of the cheapest American Airlines flights traveling from Gulfport to Chicago. Make sure to check back often as deals are often changing.

Cheap United Airlines flights from Gulfport to Chicago

Take a gander at the lowest prices we've found on United Airlines flights from Gulfport to Chicago. Make sure to examine the flight information before completing your reservation.

One-way flights to Chicago from Gulfport

The cheapest one-way flights from Gulfport to Chicago

If you're seeking multiple options on one-way flights from Gulfport to Chicago, be sure to check out these deals, which are updated often. Users needing a return flight from Gulfport to Chicago should utilize the search form above.

Find flights from Gulfport to Chicago within your budget

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

Reviews of Airlines Servicing Chicago

Read through reviews of airlines operating flights from Gulfport to Chicago, such as American Airlines, United Airlines and Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

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

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

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

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

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

What does GPT to ORD mean?

Other flights from Gulfport

Other flights to Chicago

Flights to Chicago from Gulfport

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Top 2 airlines flying from Gulfport to Chicago

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

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