Find Cheap Flights from Chicago O'Hare International to Gulfport Biloxi Regional (ORD - GPT)

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Good to Know

Average Price:
$357
(avg. price over the last 2 weeks)
Good Deal:
$267
or less (round trip)

When to Book Flights from Chicago O'Hare International to Gulfport Biloxi Regional

Flight prices as travel date approaches
-1 day
-2 days

Top tips for Finding a Cheap Flight

Looking for a cheap flight? 25% of our users found flights on this route for $267 or less.
The cheapest flight from Chicago O'Hare International to Gulfport Biloxi Regional was found 75 days before departure, on average.
Book at least 1 week before departure in order to get a below-average price.
Morning departure is around 5% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs for Booking Chicago O'Hare International to Gulfport Biloxi Regional Flights

How long does a flight from Chicago O'Hare International to Gulfport Biloxi Regional take?
An average nonstop flight takes 4h 20m, covering a distance of 803 miles.
Which airlines provide the cheapest flights from Chicago O'Hare International to Gulfport Biloxi Regional?
In the past 3 days, the cheapest round-trip tickets were found on United ($336), American Airlines ($361) and Delta ($439).
Do I need a passport to fly between Chicago O'Hare International and Gulfport Biloxi Regional?
No.
What’s the cheapest day of the week to fly Chicago O'Hare International to Gulfport Biloxi Regional?
For Chicago O'Hare International to Gulfport Biloxi Regional, Wednesday is the cheapest day to fly on average and Friday is the most expensive. Flying from Gulfport Biloxi Regional back to Chicago O'Hare International, the best deals are generally found on Wednesday, with Monday being the most expensive.

Book cheap flights from Chicago O'Hare International to Gulfport Biloxi Regional (round-trip)

Airports
Origin
Chicago
$336
only
$336
Destination
Gulfport
$336
only
$336
Wed, Mar 28
ORD
GPT
5h 18m
Wed, Apr 4
GPT
ORD
6h 55m
Trip: 8 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 53752 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
AUS
IAH
Mediocre 2.0

N/a

There was a name change needed for the flight..they weren’t able to support that at all resulting me cancelling the flight.

SFO
DCA
Good 6.0

Good service from crew. Fairly quick boarding process.

Aircraft seemed fairly new on inside, but didn't have power outlets. Small uncomfortable seats on a long flight that is almost always full.

IAD
RDU
Excellent 10.0

The efficiency and professionalism was excellent. Both legs of my trip went great!

LAX
HNL
Excellent 10.0

Cell phone holder and power outlets that actually work

Basic economy pricing

HKG
EWR
Mediocre 2.6

Nothing, absolutely nothing.

The flight attendants were pretty much what I've come to expect on U.S. airlines--overweight, older, and sloppy in appearance. One of them looked like she had rolled out of bed ten minutes before arriving at the gate. It was the complete antithesis to the flight attendants on Hong Kong Airlines. Ah, for the good old days of air travel. Before the plane ever took off it was announced the the entertainment system on the seat back ahead of those in comfort seats was not working and wouldn't be for the duration of the flight. Having paid an additional $239 for the comfort seat in the hopes of making a 16-hour flight go by a bit faster, this was unconscionable. The food was far inferior to Hong Kong Airlines. In short, it was the trip from hell.

Thu, Mar 8
ORD
GPT
5h 00m
Tue, Mar 13
GPT
ORD
4h 58m
Trip: 5 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 27225 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
CLT
LHR
Excellent 10.0

Departure and arrival time

Nothing

FLL
DFW
Excellent 10.0

Great service

GDL
DFW
Good 6.3

Friendly staff

Food was terrible and the seats tight

BNA
LAX
Excellent 10.0

The service from the flight attendants on the flight was absolutely amazing

PHL
LHR
Good 7.3

Range of entertainment options, one crew member was terrific

Comfort of bed, some crew members snarky, old aircraft

Fri, Feb 16
ORD
GPT
4h 39m
Sun, Feb 18
GPT
ORD
5h 38m
Trip: 3 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15207 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
YUL
DTW
Mediocre 2.0

Not applied

Not applied

MSY
JFK
Excellent 10.0

The overhead bin did not stay down low enough so that I could place my bag in. It would lower then before I could place my bag raise slightly by a few inches. For someone of my height (5’5”) that was problematic. Fortunately another passenger saw my dilemma and held the bin lower to its full opening capacity. This also momentarily slowed down the boarding process.

SYR
JFK
Good 7.0

Nothing Special

JFK
CMH
Excellent 9.6

Always nice to be on an American plane out of an American airport.....SO much more professional. :))

CUN
MSY
Good 7.0

The outbound crew was terrific. The flight itself was fine. We even arrived early.

Upon deplaning in Cancun, ALL passengers are put on a bus and driven far away from the terminals to an arrivals area. Those of us with connecting flights are royally f*cked at that point, especially if your connection is short, as mine was. The so-called shuttle to the departure terminals, which are entire kilometers away, was to arrive in like half an hour. HALF AN HOUR. Who has this time to spare?? The alternative to the shuttle is paying a taxi that charges a hefty fare--and God help you if you don't have cash. The departures terminal was swamped and only thru begging assistance and line cuts did I make my connection...and then only by the skin of my teeth. It was a complete nightmare.

Tue, Apr 3
ORD
GPT
7h 50m
Tue, Apr 10
GPT
ORD
5h 49m
Trip: 8 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 53752 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
MEX
DEN
Okay 5.0

We did get to our destination.

Flight was late, as always. I couldn’t sit with my spouse. Rows are so tight, one can barely get in/out and we are smaller than normal size. Baggage fees make overhead compartment loading a real nightmare. I wonder what they will think of next to make flying an even more terrible experience.

SFO
DCA
Good 6.0

Good service from crew. Fairly quick boarding process.

Aircraft seemed fairly new on inside, but didn't have power outlets. Small uncomfortable seats on a long flight that is almost always full.

SFO
MEX
Excellent 10.0

As expected.

No

AUS
IAH
Mediocre 2.0

N/a

There was a name change needed for the flight..they weren’t able to support that at all resulting me cancelling the flight.

HKG
EWR
Mediocre 2.6

Nothing, absolutely nothing.

The flight attendants were pretty much what I've come to expect on U.S. airlines--overweight, older, and sloppy in appearance. One of them looked like she had rolled out of bed ten minutes before arriving at the gate. It was the complete antithesis to the flight attendants on Hong Kong Airlines. Ah, for the good old days of air travel. Before the plane ever took off it was announced the the entertainment system on the seat back ahead of those in comfort seats was not working and wouldn't be for the duration of the flight. Having paid an additional $239 for the comfort seat in the hopes of making a 16-hour flight go by a bit faster, this was unconscionable. The food was far inferior to Hong Kong Airlines. In short, it was the trip from hell.

Mon, Feb 26
ORD
GPT
5h 09m
Thu, Mar 1
GPT
ORD
5h 10m
Trip: 4 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 27225 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
CMH
DCA
Mediocre 2.0

Never knew flying domestically with a company named American would be so impossible. A true joke. Never had such difficulties traveling about. Super unsatisfiee and will not be traveling with them again. I urge everyone considering to purchase other airlines as well.

PHL
ORD
Mediocre 2.0

The baggage customer service said the crew will wait for us, but they never did. THANKS for NOTHING!

MAD
PHL
Good 7.0

We shopped price, this was the most affordable flight for us.

Getting seat reservations should be easier and sooner.

BNA
LAX
Excellent 10.0

The service from the flight attendants on the flight was absolutely amazing

DFW
COS
Excellent 10.0

Great service

Tue, May 29
ORD
GPT
5h 07m
Tue, Jun 5
GPT
ORD
5h 36m
Trip: 8 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 53752 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
MEX
DEN
Okay 5.0

We did get to our destination.

Flight was late, as always. I couldn’t sit with my spouse. Rows are so tight, one can barely get in/out and we are smaller than normal size. Baggage fees make overhead compartment loading a real nightmare. I wonder what they will think of next to make flying an even more terrible experience.

AUS
IAH
Mediocre 2.0

N/a

There was a name change needed for the flight..they weren’t able to support that at all resulting me cancelling the flight.

HKG
EWR
Mediocre 2.6

Nothing, absolutely nothing.

The flight attendants were pretty much what I've come to expect on U.S. airlines--overweight, older, and sloppy in appearance. One of them looked like she had rolled out of bed ten minutes before arriving at the gate. It was the complete antithesis to the flight attendants on Hong Kong Airlines. Ah, for the good old days of air travel. Before the plane ever took off it was announced the the entertainment system on the seat back ahead of those in comfort seats was not working and wouldn't be for the duration of the flight. Having paid an additional $239 for the comfort seat in the hopes of making a 16-hour flight go by a bit faster, this was unconscionable. The food was far inferior to Hong Kong Airlines. In short, it was the trip from hell.

FRA
IAH
Excellent 9.0

Good Movie Selection, food was descent, no screaming children,

Layover in Frankfurt too long; Unable to sleep on flight, nearby windows were open creating too much light, seating a bit too close to relax.

IND
IAD
Excellent 10.0

Excellent flight nice ground and flight crew

Sat, Jun 2
ORD
GPT
5h 07m
Tue, Jun 5
GPT
ORD
5h 36m
Trip: 4 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 53752 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
IND
IAD
Excellent 10.0

Excellent flight nice ground and flight crew

SFO
DCA
Good 6.0

Good service from crew. Fairly quick boarding process.

Aircraft seemed fairly new on inside, but didn't have power outlets. Small uncomfortable seats on a long flight that is almost always full.

FRA
IAH
Excellent 9.0

Good Movie Selection, food was descent, no screaming children,

Layover in Frankfurt too long; Unable to sleep on flight, nearby windows were open creating too much light, seating a bit too close to relax.

MEX
DEN
Okay 5.0

We did get to our destination.

Flight was late, as always. I couldn’t sit with my spouse. Rows are so tight, one can barely get in/out and we are smaller than normal size. Baggage fees make overhead compartment loading a real nightmare. I wonder what they will think of next to make flying an even more terrible experience.

HKG
EWR
Mediocre 2.6

Nothing, absolutely nothing.

The flight attendants were pretty much what I've come to expect on U.S. airlines--overweight, older, and sloppy in appearance. One of them looked like she had rolled out of bed ten minutes before arriving at the gate. It was the complete antithesis to the flight attendants on Hong Kong Airlines. Ah, for the good old days of air travel. Before the plane ever took off it was announced the the entertainment system on the seat back ahead of those in comfort seats was not working and wouldn't be for the duration of the flight. Having paid an additional $239 for the comfort seat in the hopes of making a 16-hour flight go by a bit faster, this was unconscionable. The food was far inferior to Hong Kong Airlines. In short, it was the trip from hell.

Fri, Feb 16
ORD
GPT
4h 39m
Mon, Feb 19
GPT
ORD
5h 48m
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15207 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
BOS
MKE
Excellent 10.0

Direct flight, on time, friendly crew, smooth flight

HOU
ATL
Excellent 10.0

Service

SEA
ANC
Excellent 10.0

Alaska Airlines is way overpriced and way less comfortable than Delta. I’m a Delta loyalist forever now!

Nothing.

SYR
JFK
Good 7.0

Nothing Special

CUN
MSY
Good 7.0

The outbound crew was terrific. The flight itself was fine. We even arrived early.

Upon deplaning in Cancun, ALL passengers are put on a bus and driven far away from the terminals to an arrivals area. Those of us with connecting flights are royally f*cked at that point, especially if your connection is short, as mine was. The so-called shuttle to the departure terminals, which are entire kilometers away, was to arrive in like half an hour. HALF AN HOUR. Who has this time to spare?? The alternative to the shuttle is paying a taxi that charges a hefty fare--and God help you if you don't have cash. The departures terminal was swamped and only thru begging assistance and line cuts did I make my connection...and then only by the skin of my teeth. It was a complete nightmare.

Thu, Apr 12
ORD
GPT
5h 07m
Sun, Apr 15
GPT
ORD
6h 41m
Trip: 4 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 27225 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
FCO
PHL
Okay 4.3

Not much.

The flight was late due to maintenance and caused us to miss our connecting flight to Chicago. American Airlines customer assistance at the airport was absolutely terrible. They were rude and inconsiderate as they kept suggesting to fly standby. We shouldn't have to fly standby when it wasn't our fault why were late. They told us our bags would be ok going to Chicago and they we would make the flight, but we did not. I do not know why didn't wait for us considering there were 8 others that also missed the connecting flight. We had to fly to Denver and stay overnight with no luggage and catch a 7:00am flight to Chicago. The last surprise I received was my damaged bag when I got back to Chicago. Thank you for making this trip memorable in a terrible way. I will never book or recommend Kayak or use American Airlines again.

FLL
DFW
Excellent 10.0

Great service

DFW
COS
Excellent 10.0

Great service

GDL
DFW
Good 6.3

Friendly staff

Food was terrible and the seats tight

BNA
LAX
Excellent 10.0

The service from the flight attendants on the flight was absolutely amazing

Thu, Jan 25
ORD
GPT
5h 45m
Sun, Feb 4
GPT
ORD
4h 15m
Trip: 11 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15207 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
JFK
CMH
Excellent 9.6

Always nice to be on an American plane out of an American airport.....SO much more professional. :))

TUS
SEA
Excellent 10.0

Delta did a really good job as always. Cheaper, more comfortable, and a WAY better experience than Alaska Airlines.

Nothing.

SAN
LAX
Excellent 10.0

on time

SEA
ANC
Excellent 10.0

Alaska Airlines is way overpriced and way less comfortable than Delta. I’m a Delta loyalist forever now!

Nothing.

CUN
MSY
Good 7.0

The outbound crew was terrific. The flight itself was fine. We even arrived early.

Upon deplaning in Cancun, ALL passengers are put on a bus and driven far away from the terminals to an arrivals area. Those of us with connecting flights are royally f*cked at that point, especially if your connection is short, as mine was. The so-called shuttle to the departure terminals, which are entire kilometers away, was to arrive in like half an hour. HALF AN HOUR. Who has this time to spare?? The alternative to the shuttle is paying a taxi that charges a hefty fare--and God help you if you don't have cash. The departures terminal was swamped and only thru begging assistance and line cuts did I make my connection...and then only by the skin of my teeth. It was a complete nightmare.

Fri, May 25
ORD
GPT
4h 32m
Mon, May 28
GPT
ORD
6h 54m
Trip: 4 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 27225 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
GDL
DFW
Good 6.3

Friendly staff

Food was terrible and the seats tight

PHL
ORD
Mediocre 2.0

The baggage customer service said the crew will wait for us, but they never did. THANKS for NOTHING!

DFW
YYZ
Okay 4.6

Lucked out with extra legroom seat. Seat was broken though.

The whole customs process is a seemingly endless mess.

PHL
LHR
Good 7.3

Range of entertainment options, one crew member was terrific

Comfort of bed, some crew members snarky, old aircraft

FLL
DFW
Excellent 10.0

Great service

Fri, Mar 23
ORD
GPT
4h 20m
Sun, Mar 25
GPT
ORD
5h 37m
Trip: 3 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15207 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
SYR
JFK
Good 7.0

Nothing Special

HOU
ATL
Excellent 10.0

Service

JFK
CMH
Excellent 9.6

Always nice to be on an American plane out of an American airport.....SO much more professional. :))

LAX
CUN
Mediocre 2.6

Terrible customer service both on the phone before the flight, but Especially from the gate agent. Wow she was really horrible.

The flight attendants on board were good! They helped get everything straight. Easily could have been handled by the incompetent gate agent. Wow.

YUL
DTW
Mediocre 2.0

Not applied

Not applied

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Chicago O'Hare International to Gulfport Biloxi Regional Flight Information

Flights Arrive in Gulfport Biloxi Regional
Flights Depart from Chicago O'Hare International
Flight Price $336
Distance 803 miles
Airlines United, American Airlines, Delta