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.
GPT — CHI
Jun 10 — Jun 171

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

May

Cheapest in

April

Average price

$573

Round-trip from

$206
High demand for flights, 24% potential price rise
Best time to find cheap flights, 31% potential price drop
Average for round-trip flights in June 2023
From Gulfport Biloxi Regional to Chicago (CHI)

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

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.

Fly from

Any airport

Fly to

Any airport

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

Gulfport Biloxi RegionalChicago Midway

GPT - MDW

GPTMDW

Gulfport Biloxi Regional

Tue 8/22

1 stop7h 04m

Chicago Midway

Wed 8/30

1 stop6h 11m

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

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

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

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

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

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

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

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

Comfort

7.9

Boarding

8.1

Entertainment

7.8

Crew

8.5

Overall

8.0

Food

7.2

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

Comfort

7.9

Boarding

8.1

Entertainment

7.8

Crew

8.5

Overall

8.0

Food

7.2

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

Comfort

7.9

Boarding

8.1

Entertainment

7.8

Crew

8.5

Overall

8.0

Food

7.2

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

Comfort

7.9

Boarding

8.1

Entertainment

7.8

Crew

8.5

Overall

8.0

Food

7.2

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

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

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.
AirlineCheapestAverageFlexibilityOn-timeCOVID-19 safety
DeltaCheapest$303Average$480FlexibilityNo cancel feeOn-timeN/ACOVID-19 safety
Search Delta flights
American AirlinesCheapest$318Average$449FlexibilityNo cancel feeOn-time71%COVID-19 safety
Search American Airlines flights
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.