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Cheap flights from Chicago to Gulfport from $159

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Gulfport departing on 8/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Chicago to Gulfport

Cheap round-trip flights

Delta Logo
10:31 am - 2:59 pmMDW-GPT
4h 28m1 stop
Delta Logo
5:00 pm - 9:12 pmGPT-MDW
4h 12m1 stop
$249Delta
Find Deal
Sat, Aug 23 - Sat, Aug 30
American Airlines Logo
6:25 pm - 12:05 amORD-GPT
5h 40m1 stop
American Airlines Logo
7:49 pm - 12:59 amGPT-ORD
5h 10m1 stop
$249American Airlines
Find Deal
Fri, Aug 1 - Mon, Aug 4
American Airlines Logo
6:25 pm - 12:05 amORD-GPT
5h 40m1 stop
American Airlines Logo
1:48 pm - 6:29 pmGPT-ORD
4h 41m1 stop
$250American Airlines
Find Deal
Fri, Aug 1 - Fri, Aug 8
American Airlines Logo
7:35 am - 1:16 pmORD-GPT
5h 41m1 stop
American Airlines Logo
6:30 pm - 11:42 pmGPT-ORD
5h 12m1 stop
$251American Airlines
Find Deal
Fri, Aug 22 - Fri, Aug 29
American Airlines Logo
11:45 am - 7:14 pmORD-GPT
7h 29m2 stops
American Airlines Logo
6:34 pm - 11:39 pmGPT-ORD
5h 05m1 stop
$254American Airlines
Find Deal
Sat, Aug 30 - Sun, Sep 7
American Airlines Logo
5:00 am - 10:19 amORD-GPT
5h 19m1 stop
American Airlines Logo
7:49 pm - 12:59 amGPT-ORD
5h 10m1 stop
$259American Airlines
Find Deal
Wed, Jul 23 - Sun, Jul 27
Delta Logo
4:25 pm - 9:39 pmMDW-GPT
5h 14m1 stop
Delta Logo
6:00 am - 11:55 amGPT-MDW
5h 55m1 stop
$279Delta
Find Deal
Sat, Oct 4 - Tue, Oct 7
Delta Logo
3:45 pm - 9:39 pmORD-GPT
5h 54m1 stop
Delta Logo
2:15 pm - 6:56 pmGPT-ORD
4h 41m1 stop
$279Delta
Find Deal
Sat, Oct 4 - Tue, Oct 7
United Airlines Logo
6:00 am - 1:27 pmORD-GPT
7h 27m1 stop
United Airlines Logo
5:00 pm - 10:47 amGPT-ORD
17h 47m2 stops
$384United Airlines
Find Deal
Sun, Aug 24 - Sun, Aug 31
United Airlines Logo
4:00 pm - 9:44 pmORD-GPT
5h 44m1 stop
United Airlines Logo
5:25 pm - 12:15 amGPT-ORD
6h 50m1 stop
$388United Airlines
Find Deal
Sat, Aug 2 - Fri, Aug 8

American Airlines flights from Chicago to Gulfport

Our best American Airlines deals on Chicago to Gulfport flight tickets
American Airlines
Aug 1
ORD6:25 pmChicago O'Hare Intl
5h 40m
1 stop
GPT12:05 amGulfport Biloxi Regional
Aug 4
GPT7:49 pmGulfport Biloxi Regional
5h 10m
1 stop
ORD12:59 amChicago O'Hare Intl
$249
Find similar
American Airlines
Aug 1
ORD6:25 pmChicago O'Hare Intl
5h 40m
1 stop
GPT12:05 amGulfport Biloxi Regional
Aug 8
GPT1:48 pmGulfport Biloxi Regional
4h 41m
1 stop
ORD6:29 pmChicago O'Hare Intl
$250
Find similar
American Airlines
Aug 22
ORD7:35 amChicago O'Hare Intl
5h 41m
1 stop
GPT1:16 pmGulfport Biloxi Regional
Aug 29
GPT6:30 pmGulfport Biloxi Regional
5h 12m
1 stop
ORD11:42 pmChicago O'Hare Intl
$251
Find similar

Delta flights from Chicago to Gulfport

Our best Delta deals on Chicago to Gulfport flight tickets
Delta
Aug 23
MDW10:31 amChicago Midway
4h 28m
1 stop
GPT2:59 pmGulfport Biloxi Regional
Aug 30
GPT5:00 pmGulfport Biloxi Regional
4h 12m
1 stop
MDW9:12 pmChicago Midway
$249
Find similar
Delta
Oct 4
MDW4:25 pmChicago Midway
5h 14m
1 stop
GPT9:39 pmGulfport Biloxi Regional
Oct 7
GPT6:00 amGulfport Biloxi Regional
5h 55m
1 stop
MDW11:55 amChicago Midway
$279
Find similar
Delta
Aug 22
MDW12:43 pmChicago Midway
4h 32m
1 stop
GPT5:15 pmGulfport Biloxi Regional
Aug 29
GPT5:00 pmGulfport Biloxi Regional
4h 44m
1 stop
MDW9:44 pmChicago Midway
$294
Find similar

See travel insights to Gulfport from

How to get the cheapest flight ticket from Chicago to Gulfport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Gulfport?

The cheapest month to fly to Gulfport from Chicago is in August. Flight prices, which tend to average around $328, are often lower during this time because this is during the off-season. If you are unable to visit Gulfport during the month of August, then departing from Chicago during the month November is also very affordable. Most momondo users find prices during this month for around $338.

What is the cheapest day to depart on your flight to Gulfport?

The cheapest day to depart from Chicago to Gulfport is on a Tuesday when prices can be found for as low as $314. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Chicago to Gulfport for around $464.

What is the cheapest time of day to depart on your flight to Gulfport?

According to our data, the cheapest time of day to fly to Gulfport is in the morning. momondo users have found flights departing from Chicago to Gulfport in the morning for as low as $390. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In contrast, the most expensive time of day to depart to Gulfport is at noon when prices are around $493.

When to book flights from Chicago to Gulfport

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Gulfport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Gulfport (CHI to GPT) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Gulfport

Best Price Found

$159

Fastest flight time

4h 12m

Direct flights

None

Airports in Gulfport

1 airport
The best one-way flight to Gulfport from Chicago in the past 72 hours is $159. The best round-trip flight deal from Chicago to Gulfport found on momondo in the last 72 hours is $249.
The fastest flight from Chicago to Gulfport takes 4h 12m
There are no direct flights from Chicago to Gulfport. Popular non-direct routes for this connection are Chicago Midway Airport - Gulfport Biloxi Regional Airport and Chicago O'Hare Intl Airport - Gulfport Biloxi Regional Airport.
There is 1 airport near Gulfport: Gulfport Biloxi Regional (GPT)
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  • How far is Chicago to Gulfport Biloxi Regional by plane?

    Chicago and Gulfport Biloxi Regional are 798.7 mi apart from one another. Typically, this will take 4h 12m by plane in normal conditions.

  • When did momondo last update prices for flights from Chicago to Gulfport Biloxi Regional Airport?

    Prices for flights from Chicago to Gulfport Biloxi Regional Airport are updated daily.

  • How many operators does momondo search for flights from Chicago to Gulfport Biloxi Regional Airport?

  • How old do you have to be to fly from Chicago to Gulfport Biloxi Regional Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Gulfport Biloxi Regional Airport.

  • What documentation or ID do you need to fly to Gulfport Biloxi Regional Airport?

    The required travel and health documents for your Gulfport Biloxi Regional Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Gulfport Biloxi Regional Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular airline from Chicago to Gulfport?

Best airlines flying from Chicago to Gulfport

Compare and see reviews for airlines that fly from Chicago to Gulfport with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $248Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
DeltaPriceFrom $253Free CancellationRating
8.0
7,951 reviews
Search Delta flights

Traveling to a place near Gulfport?

Book flights to Gulfport if you plan to visit one of these locations
Biloxi
Ocean Springs
D'Iberville

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Gulfport?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Gulfport for you.

Can I find flights from Chicago to Gulfport with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Chicago to Gulfport flights to just show those with flexible booking policies.

How can momondo help me find flights from Chicago to Gulfport?

Once all potential Chicago to Gulfport flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Chicago to Gulfport right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Chicago to Gulfport flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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