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CHI - GPT

Find cheap flights from Chicago to Gulfport from $234

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Gulfport departing on 5/10. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Sun 5/26
Sun 6/2

Search hundreds of travel sites at once for deals on flights to Gulfport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Gulfport, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Gulfport, as well as popular online travel agencies
In the last 7 days travelers have searched 44,738,066 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

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Cheap flight deals from Chicago to Gulfport (CHI-GPT)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Gulfport that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
3:20 pm - 9:27 pmORD-GPT
6h 07m1 stop
4:30 pm - 9:29 pmGPT-ORD
4h 59m1 stop
$250American Airlines
Find Deal
Fri, May 31 - Tue, Jun 4
6:48 pm - 11:12 pmMDW-GPT
4h 24m1 stop
5:16 pm - 10:01 pmGPT-MDW
4h 45m1 stop
$268Delta
Find Deal
Fri, May 31 - Tue, Jun 4
1:21 pm - 11:12 pmMDW-GPT
9h 51m2 stops
5:16 pm - 10:01 pmGPT-MDW
4h 45m1 stop
$273Delta
Find Deal
Thu, May 30 - Tue, Jun 4
7:30 am - 12:18 pmORD-GPT
4h 48m1 stop
5:48 pm - 11:59 pmGPT-ORD
6h 11m1 stop
$280American Airlines
Find Deal
Wed, May 8 - Sat, May 11
6:00 am - 4:21 pmORD-GPT
10h 21m2 stops
5:16 pm - 11:58 pmGPT-ORD
6h 42m1 stop
$288Delta
Find Deal
Wed, May 8 - Sat, May 11
7:10 am - 1:35 pmORD-GPT
6h 25m1 stop
6:59 pm - 11:59 pmGPT-ORD
5h 00m1 stop
$295Delta
Find Deal
Thu, Sep 26 - Mon, Sep 30
7:10 am - 1:35 pmORD-GPT
6h 25m1 stop
2:15 pm - 10:46 pmGPT-ORD
8h 31m2 stops
$300Delta
Find Deal
Thu, Sep 26 - Mon, Sep 30
9:37 pm - 4:02 pmORD-GPT
18h 25m1 stop
5:00 pm - 12:12 amGPT-ORD
7h 12m1 stop
$502United Airlines
Find Deal
Fri, May 17 - Mon, May 20
8:10 pm - 7:39 pmORD-GPT
23h 29m2 stops
5:00 pm - 12:12 amGPT-ORD
7h 12m1 stop
$543United Airlines
Find Deal
Fri, May 17 - Mon, May 20
8:25 pm - 1:23 pmORD-GPT
16h 58m2 stops
5:25 pm - 9:51 amGPT-ORD
16h 26m2 stops
$666United Airlines
Find Deal
Fri, Jul 19 - Mon, Jul 29

Flights from Chicago to Gulfport - Travel Insights & Trends

Get data-powered insights and trends into flights from Chicago to Gulfport to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Chicago to Gulfport?

The average price of all flights from Chicago to Gulfport clicked on KAYAK for each day over the last 12 months.
When flying from Chicago to Gulfport, you should consider leaving on a Tuesday and avoid Thursdays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Tuesdays and the most expensive ones on Wednesdays.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Chicago to Gulfport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Chicago to Gulfport is August, where tickets cost $186 on average. On the other hand, the most expensive months are January and April, where the average cost of tickets is $669 and $567 respectively.

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

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Chicago to Gulfport, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Chicago to Gulfport, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 23 days before departure.

Which airlines provide the cheapest flights from Chicago to Gulfport?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the last 3 days, American Airlines offered the best one-way deal for that route, at $234. KAYAK users also found Chicago to Gulfport round-trip flights on American Airlines from $250 and on Delta from $268.

Good to know

Low season

February

High season

October

Cheapest flight

$234
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly with an average 6% increase in price.
Flight from Chicago O'Hare Airport to Gulfport

When to book flights from Chicago to Gulfport

Are your dates flexible? Find out the best times to travel from Chicago to Gulfport based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Chicago to Gulfport

  • What is the cheapest flight from Chicago to Gulfport?

    In the last 3 days, the lowest price for a flight from Chicago to Gulfport was $234 for a one-way ticket and $250 for a round-trip.

  • Do I need a passport to fly between Chicago and Gulfport?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which airports will I be using when flying from Chicago to Gulfport?

    There are 2 airports in Chicago (Chicago Midway and Chicago O'Hare Intl.) and only 1 airport in Gulfport (Gulfport Biloxi Regional). The cheapest flights are generally found on the Chicago O'Hare Airport to Gulfport Biloxi Regional flight route.

  • Which aircraft models fly most regularly from Chicago to Gulfport?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Chicago to Gulfport?

    oneworld, SkyTeam, and Star Alliance are the airline alliances operating flights between Chicago and Gulfport, with SkyTeam being the most commonly used for this route.

  • Which is the best airline for flights from Chicago to Gulfport, Delta or American Airlines?

    The two airlines most popular with KAYAK users for flights from Chicago to Gulfport are Delta and American Airlines. With an average price for the route of $349 and an overall rating of 8.0, Delta is the most popular choice. American Airlines is also a great choice for the route, with an average price of $461 and an overall rating of 7.3.

  • How does KAYAK find such low prices on flights from Chicago to Gulfport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Gulfport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Gulfport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Gulfport from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Gulfport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Gulfport with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Gulfport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Gulfport from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top airlines flying from Chicago to Gulfport

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Gulfport. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Gulfport? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 10966 reviews
7.9comfort
8.6crew
7.4food
8.0entertainment
8.2boarding
Airline reviews

Delta is one of the best airlines I have flown

10.0 ExcellentKellie, Apr 2024ANC - SEA
Read more about Delta reviews

Delta is one of the best airlines I have flown

Made the Atlanta to Pittsburgh trip many times, with Delta no issues

I always fly with Delta. My friends tell me their horror stories of flying with other airlines. I just smile and say, “You should fly Delta”

I'm a larger, athletic guy (6'2", 260lbs powerlifter) and I found the seats incredibly uncomfortable with minimal leg room, especially in a window seat. Now, I full understand that being smaller may change my view but even if I was 80lbs less, my legs would be the same size and I was sandwiched between my seat and the seat in front of me.

Horrible. This was not first class. This was a connecting flight whi h was late. My original flight never came. I hated the fact that delta gave me a connecting flight from New York to Orlando Florida. No meals and the television screens were not working. There wasn't even any power to charge your phones. This is NOT FIRST CLASS DELTA!!! Do better next time!

This flight was ridiculous. I had to have a connecting flight from New York to orlando Florida??? The flight left late and because it was a short flight there was no first class amenities. I had one alcohol drink. The flight crew was fine, but it sure did not feel like first class. Delta to me dropped the ball by giving me a connecting flight. By the time we got to Raleigh we would have missed the next flight. Lucky for me the flight never came so now I was stuck waiting for a later flight that came in late also.

Our flight was delayed in Atlanta. The staff could have gave us an explanation for the delay and how long it would be.

I liked the ease of checking in, luggage check in, wheel chair assistance, boarding and flight.

On my way home I had a layover. The flight from ATL to CLT was amended 5x while I was waiting. I could have driven home sooner. Overall from Dallas, Tx to Charlotte, NC I started my trip at 4:30pm, I didn’t get home until past midnight. I know things happen, but 5x to make me run back and forth in an airport from different terminals is excessive. I also upgraded to comfort + , I didn’t feel it was worth it. There was no benefit

On my way home I had a layover. The flight from ATL to CLT was amended 5x while I was waiting. I could have driven home sooner. Overall from Dallas, Tx to Charlotte, NC I started my trip at 4:30pm, I didn’t get home until past midnight. I know things happen, but 5x to make me run back and forth in an airport from different terminals is excessive.

Good flights. Departure and arrivals were on time. DFW was a little problematic in that the Skytrain without prior notice bypassed the Echo terminal so that delayed my arrival at my connecting flight.

Because I can’t stand very long in one place, I was allowed to reword.

5 hour flight - full flight - not enough room to use my computer - slightly delayed - Admirals club was excellent quality food, drink made up for flight seating. No food offerred on flight, you ahd to prebook.

Excellent- plan was barely populated. I cannot remember a flight where I was able/encouraged to stretch out!

Great flight. Boarding was efficient and quick. On time departure and smooth flight. Flight arrived early at destination. Good experience.

Had technical issue which delayed the flight period. Flight crew knew there was 5 passengers that the connecting flight was within 15 minutes once at the gate. Rather than identify the 5 passengers to assure they got first. The flight attended mentioned it but didn't assist to assure passengers with connecting flights off first. This caused a hardship and our party of 3 missed the connecting flight.

I don't like that I have to pay if I want extra leg room. The seats are so expensive; I sit in normal seats and my legs and knees cramp the entire flight. I never feel comfortable on AA flights.

Flight was delayed at departure due to weather and the need for de-icing. The flight was smooth but there was a delay at arrival due to weather. We were in a hold for 20 minutes or more. The flight arrived more than 30 minutes late. Airlines have no control over the weather and I'm glad that they follow all safety procedures. Had to wait a long time for my checked luggage. Whole process was slow and the bags arrived wet due to the rain. The onboard wifi and entertainment access was spotty and the signal was dropped several times. Otherwise the crew was great and friendly. They tried to get everyone's bags stowed and seated so we could take off.

Regarding the boarding: it needs more efforts to make it more convenient

Deicing in Denver took forever and I almost missed my connection. De-ice faster! Not Americans fault.

Book cheap flights from Chicago to Gulfport

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Gulfport found on KAYAK in the last 72 hours.
5/10Fri
1 stopAmerican Airlines
4h 48mORD-GPT
$234
5/10Fri
2 stopsDelta
9h 40mORD-GPT
$240

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Last minute flights from Chicago to Gulfport

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Chicago to Gulfport that are departing in the next 10 days.
4/30Tue
multi-stopDelta
5h 14mORD-GPT
5/12Sun
multi-stopDelta
6h 39mGPT-ORD
$298
4/30Tue
multi-stopDelta
11h 21mORD-GPT
5/12Sun
multi-stopDelta
6h 39mGPT-ORD
$303
4/30Tue
multi-stopDelta
6h 11mMDW-GPT
5/1Wed
multi-stopDelta
5h 55mGPT-MDW
$358
4/30Tue
multi-stopDelta
9h 46mMDW-GPT
5/1Wed
multi-stopDelta
5h 02mGPT-MDW
$363
4/30Tue
multi-stopDelta
9h 46mMDW-GPT
5/1Wed
multi-stopDelta
6h 45mGPT-MDW
$368
4/30Tue
multi-stopDelta
6h 11mMDW-GPT
5/12Sun
multi-stopDelta
4h 45mGPT-MDW
$404
5/1Wed
multi-stopUnited Airlines
6h 52mORD-GPT
5/3Fri
multi-stopUnited Airlines
6h 03mGPT-ORD
$428
5/1Wed
multi-stopAmerican Airlines
6h 47mORD-GPT
5/5Sun
multi-stopAmerican Airlines
5h 36mGPT-ORD
$563
5/1Wed
multi-stopAmerican Airlines
9h 05mORD-GPT
5/5Sun
multi-stopAmerican Airlines
5h 36mGPT-ORD
$648
5/1Wed
multi-stopAmerican Airlines
9h 05mORD-GPT
5/5Sun
multi-stopAmerican Airlines
9h 18mGPT-ORD
$722

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Flights to Gulfport

Destination:

Gulfport (GPT)United States

Return flight deals:

Gulfport - Chicago

Cabin classes: