GPT - ORD

$220 Find Cheap Flights from Gulfport to Chicago O'Hare Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Gulfport to O'Hare Intl departing on 7/13. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago O'Hare Intl Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Gulfport to Chicago, 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 Gulfport to Chicago, as well as popular online travel agencies
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Flights Deals

Cheap Flights from Gulfport to O'Hare Intl

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Gulfport to O'Hare Intl 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.

Recent round-trip flight deals from Gulfport to O'Hare Intl

KAYAK's recommended round-trip deals from the most popular airlines that fly from Gulfport to O'Hare Intl.
Discover the best prices for you by selecting your travel dates on KAYAK.
American Airlines Logo
6:21 pm - 12:11 amGPT-ORD
5h 50m1 stop
American Airlines Logo
5:00 am - 10:20 amORD-GPT
5h 20m1 stop
$249American Airlines
Find Deal
Mon, Jun 2 - Wed, Jun 11
American Airlines Logo
6:25 am - 12:18 pmGPT-ORD
5h 53m1 stop
American Airlines Logo
6:35 pm - 11:58 pmORD-GPT
5h 23m1 stop
$284American Airlines
Find Deal
Sat, May 10 - Sat, May 17
United Airlines Logo
5:15 pm - 12:13 amGPT-ORD
6h 58m1 stop
United Airlines Logo
4:04 pm - 9:34 pmORD-GPT
5h 30m1 stop
$349United Airlines
Find Deal
Sat, May 24 - Sat, May 31
United Airlines Logo
9:10 am - 8:12 pmGPT-ORD
11h 02m2 stops
United Airlines Logo
7:10 am - 1:28 pmORD-GPT
6h 18m1 stop
$396United Airlines
Find Deal
Mon, Jun 2 - Wed, Jun 11
United Airlines Logo
9:10 am - 8:12 pmGPT-ORD
11h 02m2 stops
United Airlines Logo
7:10 am - 7:54 pmORD-GPT
12h 44m2 stops
$481United Airlines
Find Deal
Mon, Jun 2 - Wed, Jun 11
United Airlines Logo
5:15 pm - 9:23 amGPT-ORD
16h 08m1 stop
United Airlines Logo
9:05 pm - 4:14 pmORD-GPT
19h 09m2 stops
$502United Airlines
Find Deal
Thu, Jun 19 - Mon, Jun 23
United Airlines Logo
5:15 pm - 10:17 pmGPT-ORD
29h 02m2 stops
United Airlines Logo
9:05 pm - 4:14 pmORD-GPT
19h 09m2 stops
$510United Airlines
Find Deal
Thu, Jun 19 - Mon, Jun 23
United Airlines Logo
4:55 pm - 9:51 amGPT-ORD
16h 56m2 stops
United Airlines Logo
2:18 pm - 7:46 pmORD-GPT
5h 28m1 stop
$532United Airlines
Find Deal
Sat, May 10 - Sat, May 17
Delta Logo
6:05 am - 5:06 pmGPT-ORD
11h 01m2 stops
Delta Logo
11:03 am - 9:36 pmORD-GPT
10h 33m2 stops
$1,093Delta
Find Deal
Sat, May 10 - Sat, May 17
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KAYAK's insights & trends for Gulfport to O'Hare Intl flights

Get data-powered insights and trends into flights from Gulfport to O'Hare Intl 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 Gulfport to Chicago O'Hare Airport?

The average price of all round-trip flights from Gulfport to Chicago O'Hare Intl Airport clicked on KAYAK for each day over the last 12 months.

When flying from Gulfport to Chicago O'Hare Airport, you should consider leaving on a Saturday and avoid Sundays if you are looking for the best rates. For your return to Gulfport, you’ll find the best rates on Wednesdays and the most expensive ones on Sundays.

What is the cheapest month to fly from Gulfport to Chicago O'Hare Intl Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Gulfport to Chicago O'Hare Intl Airport, 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 Gulfport to Chicago O'Hare Intl Airport is September, where tickets cost $288 (return) on average. On the other hand, the most expensive months are June and July, where the average cost of round-trip tickets is $1,028 and $593 respectively.

Good to know

Low seasonJanuary
High seasonAugust
Cheapest flight$220
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly and prices are also 21% lower on average.
Flight from Gulfport to Chicago O'Hare Airport

When to book flights from Gulfport to O'Hare Intl

Are your dates flexible? Find out the best times to travel from Gulfport to O'Hare Intl 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 Gulfport to Chicago O'Hare Airport flights

  • What is the cheapest flight from Gulfport to Chicago O'Hare Intl Airport?

    In the last 3 days, the lowest price for a flight from Gulfport to Chicago O'Hare Intl Airport was $220 for a one-way ticket and $249 for a round-trip.

  • Do I need a passport to fly between Gulfport and Chicago O'Hare Airport?

    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 Gulfport to Chicago O'Hare Airport?

    On your way to Chicago O'Hare Airport, you’ll fly out from Gulfport Biloxi Regional. You’ll be landing at Chicago O'Hare Intl.

  • Which aircraft models fly most regularly from Gulfport to Chicago O'Hare Airport?

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

  • Which airline alliances offer flights from Gulfport to Chicago O'Hare Airport?

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

  • How does KAYAK find such low prices on flights from Gulfport to Chicago O'Hare Airport?

    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 Gulfport to Chicago O'Hare Airport.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago O'Hare Airport from Gulfport 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 Gulfport to Chicago O'Hare Airport?

    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 Chicago O'Hare Airport with an airline and back to Gulfport with another airline. Booking your flights between Gulfport and ORD can sometimes prove cheaper using this method.

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

    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 Chicago O'Hare Airport from Gulfport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top airline flying from Gulfport to O'Hare Intl

 
See real verified KAYAK customer reviews for airlines flying from Gulfport to Chicago. 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 Gulfport to O'Hare Intl? 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.
7.2
American AirlinesOverall score based on 10000 reviews
6.9Entertainment
6.5Food
7.2Comfort
8.0Crew
7.5Boarding
Airline reviews

To start, I’d like to say that every American Airline personnel I interacted with on the ground, especially flight crew, was very friendly and did their best to help me out. Despite this, however, my experience with the airline was an entire mess. The 7:19 PM flight was heavily delayed due to weather, and pushed to 10:30 AM the next morning. Because of this, I had to spend the night inside of the airport. At some point later in the night, I got an email saying that the flight had been canceled. I called the support number, and the representative on the other line told me that the flight was still on and that I didn’t need to rebook. The next morning, no one came to the gate to open the door for the crew until almost 11 AM. By this time the flight crew had been waiting for over an hour, and they had called management to get someone to open the door for them multiple times. Around 11:30, the gate screen had changed to a different flight. I ended up buying a last minute ticket with Southwest airline just to get to Chicago, because the next flight with American wasn’t until 7:19 pm that day. Now, earlier that morning my suitcase had been sent ahead of me to ORD. I went to baggage claim to ask them if I could have my suitcase forwarded to where I was staying. The representative at SDF baggage claim said they could and put the claim in for me. As I was going back through TSA, I got an email that the airline had found my suitcase, but the next step was to send it BACK to SDF. I called the airline support number again, and I made it clear that my suitcase needed to stay in Chicago and to not come back to SDF. The representative told me that they would hold my suitcase at ORD and that it wasn’t going to be forwarded anywhere. Once I got there, I found that they had loaded my suitcase onto a plane to send it back to SDF. Thankfully, I had gotten to the baggage claim counter in time for them to put in a request to bring my suitcase back up. My refund with the airline is processing already, but because of this entire experience and miscommunication at every turn of the way, I will not book with American Airlines in the future.

2.0 MediocreAnonymous, Apr 2025SDF - ORD
Read more American Airlines reviews

To start, I’d like to say that every American Airline personnel I interacted with on the ground, especially flight crew, was very friendly and did their best to help me out. Despite this, however, my experience with the airline was an entire mess. The 7:19 PM flight was heavily delayed due to weather, and pushed to 10:30 AM the next morning. Because of this, I had to spend the night inside of the airport. At some point later in the night, I got an email saying that the flight had been canceled. I called the support number, and the representative on the other line told me that the flight was still on and that I didn’t need to rebook. The next morning, no one came to the gate to open the door for the crew until almost 11 AM. By this time the flight crew had been waiting for over an hour, and they had called management to get someone to open the door for them multiple times. Around 11:30, the gate screen had changed to a different flight. I ended up buying a last minute ticket with Southwest airline just to get to Chicago, because the next flight with American wasn’t until 7:19 pm that day. Now, earlier that morning my suitcase had been sent ahead of me to ORD. I went to baggage claim to ask them if I could have my suitcase forwarded to where I was staying. The representative at SDF baggage claim said they could and put the claim in for me. As I was going back through TSA, I got an email that the airline had found my suitcase, but the next step was to send it BACK to SDF. I called the airline support number again, and I made it clear that my suitcase needed to stay in Chicago and to not come back to SDF. The representative told me that they would hold my suitcase at ORD and that it wasn’t going to be forwarded anywhere. Once I got there, I found that they had loaded my suitcase onto a plane to send it back to SDF. Thankfully, I had gotten to the baggage claim counter in time for them to put in a request to bring my suitcase back up. My refund with the airline is processing already, but because of this entire experience and miscommunication at every turn of the way, I will not book with American Airlines in the future.

The plane was late and then sat on the runway for almost 45 minutes before taking off.

Crew professional. Easy bag drop off. On time. Good entertainment.

Everything was great. Boarding, early departure, early arrival, and deplaning were smooth. Smooth flight.

Per usual, flight status, staff courtesy and professionalism were excellent

The only thing is if Wi-Fi is available after you land and taxi to the gate. It takes forever to get to the gate, and having the Wi-Fi continue would be great to bide the time at least 5 minutes before you arrive at the entrance. That is my only comment; otherwise, everything was good.

Had to wait on pilot and crew to depart and had to wait to arrive at the gate because they only had 2 crews working. Delays, delays....Planes just keep getting smaller and tighter and they nickle and dime for everything. When will an airline actually wake up and make flying more enjoyable?

Seating was horrible. Small seats. Access to flight information and extras very iser unfriendly. Kept losing internet after paying for it. Staff in madison was as unprofessional and unhelpful.

Delayed due to no crew. On a major holiday travel day.

Other than being delayed 5.5 hours and having to get a hotel because I missed my connecting flight, it was an okay flight. No in-flight Wi-Fi or entertainment.

Everything you need to know for your flight from Gulfport to O'Hare Intl

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