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

Prices for flights from Gulfport Biloxi Regional Airport to Chicago Midway Airport are refreshed on a daily basis.

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

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Gulfport Biloxi Regional Airport to Chicago Midway Airport.

What documentation or ID do you need to fly to Chicago Midway Airport?

The necessary travel and health documents for your Chicago Midway Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$127 Cheap Flights from Gulfport to Chicago Midway Airport in 2026

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0 bags

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Find the cheapest flights from Gulfport to Chicago

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

5:57 pm - 10:31 pm

GPT

MDW

4h 34m

1 stop

10:45 am - 5:11 pm

MDW

GPT

6h 26m

1 stop

$269Delta

Wed, Mar 18 - Wed, Apr 1

7:20 pm - 2:21 pm

GPT

MDW

19h 01m

1 stop

9:20 am - 6:40 pm

MDW

GPT

9h 20m

1 stop

$278Multiple Airlines

Sun, Mar 22 - Thu, Apr 2

7:20 pm - 2:21 pm

GPT

MDW

19h 01m

1 stop

6:00 am - 6:40 pm

MDW

GPT

12h 40m

2 stops

$290Multiple Airlines

Sun, Mar 22 - Thu, Apr 2

5:57 pm - 10:31 pm

GPT

MDW

4h 34m

1 stop

9:30 am - 10:15 pm

MDW

GPT

12h 45m

2 stops

$308Delta

Wed, Mar 18 - Wed, Apr 1

6:54 pm - 9:08 pm

GPT

MDW

26h 14m

2 stops

7:30 am - 6:40 pm

MDW

GPT

11h 10m

1 stop

$320Multiple Airlines

Fri, Feb 13 - Sun, Feb 15

6:00 pm - 10:31 pm

GPT

MDW

4h 31m

1 stop

10:45 am - 5:11 pm

MDW

GPT

6h 26m

1 stop

$339Delta

Fri, Mar 6 - Mon, Mar 9

7:20 pm - 2:21 pm

GPT

MDW

19h 01m

1 stop

9:16 pm - 6:40 pm

MDW

GPT

21h 24m

2 stops

$343Multiple Airlines

Sun, Mar 22 - Sat, Mar 28

5:57 pm - 10:31 pm

GPT

MDW

4h 34m

1 stop

10:45 am - 5:11 pm

MDW

GPT

6h 26m

1 stop

$368Delta

Thu, Mar 19 - Wed, Apr 1

5:57 pm - 8:53 am

GPT

MDW

14h 56m

2 stops

12:47 pm - 5:11 pm

MDW

GPT

4h 24m

1 stop

$386Delta

Thu, Mar 19 - Tue, Mar 31

5:57 pm - 10:31 pm

GPT

MDW

4h 34m

1 stop

10:45 am - 5:11 pm

MDW

GPT

6h 26m

1 stop

$404Delta

Fri, Mar 20 - Wed, Apr 1

Delta flights from Gulfport to Chicago Midway Airport

Our best Delta deals on Gulfport to Chicago Midway Airport flight tickets

Delta

Mar 18

GPT5:57 pmGulfport Biloxi Regional

4h 34m

1 stop

MDW10:31 pmChicago Midway

Mar 31

MDW12:47 pmChicago Midway

4h 24m

1 stop

GPT5:11 pmGulfport Biloxi Regional

$269

Delta

Mar 18

GPT5:57 pmGulfport Biloxi Regional

4h 34m

1 stop

MDW10:31 pmChicago Midway

Apr 1

MDW9:30 amChicago Midway

12h 45m

2 stops

GPT10:15 pmGulfport Biloxi Regional

$308

Delta

Mar 6

GPT6:00 pmGulfport Biloxi Regional

4h 31m

1 stop

MDW10:31 pmChicago Midway

Mar 9

MDW10:45 amChicago Midway

6h 26m

1 stop

GPT5:11 pmGulfport Biloxi Regional

$339

momondo Fare Finder

Use the filters below to find and compare flights from Gulfport to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

GulfportChicago

GPT - MDW

GPTMDW

Gulfport Biloxi Regional

Wed 3/18

5:57 pm-10:31 pm

1 stop4h 34m

Chicago Midway

Wed 4/1

10:45 am-5:11 pm

1 stop6h 26m

$269

GulfportChicago

GPT - MDW

GPTMDW

Gulfport Biloxi Regional

Sun 3/22

7:20 pm-2:21 pm

1 stop19h 01m

Chicago Midway

Thu 4/2

9:20 am-6:40 pm

1 stop9h 20m

$278

GulfportChicago

GPT - MDW

GPTMDW

Gulfport Biloxi Regional

Sun 3/22

7:20 pm-2:21 pm

1 stop19h 01m

Chicago Midway

Thu 4/2

6:00 am-6:40 pm

2 stops12h 40m

$290

GulfportChicago

GPT - MDW

GPTMDW

Gulfport Biloxi Regional

Wed 3/18

5:57 pm-10:31 pm

1 stop4h 34m

Chicago Midway

Wed 4/1

9:30 am-10:15 pm

2 stops12h 45m

$308

GulfportChicago

GPT - MDW

GPTMDW

Gulfport Biloxi Regional

Fri 2/13

6:54 pm-9:08 pm

2 stops26h 14m

Chicago Midway

Sun 2/15

7:30 am-6:40 pm

1 stop11h 10m

$320

GulfportChicago

GPT - MDW

GPTMDW

Gulfport Biloxi Regional

Fri 3/6

6:00 pm-10:31 pm

1 stop4h 31m

Chicago Midway

Mon 3/9

10:45 am-5:11 pm

1 stop6h 26m

$339

GulfportChicago

GPT - MDW

GPTMDW

Gulfport Biloxi Regional

Sun 3/22

7:20 pm-2:21 pm

1 stop19h 01m

Chicago Midway

Sat 3/28

9:16 pm-6:40 pm

2 stops21h 24m

$343

GulfportChicago

GPT - MDW

GPTMDW

Gulfport Biloxi Regional

Thu 3/19

5:57 pm-10:31 pm

1 stop4h 34m

Chicago Midway

Wed 4/1

10:45 am-5:11 pm

1 stop6h 26m

$368

GulfportChicago

GPT - MDW

GPTMDW

Gulfport Biloxi Regional

Thu 3/19

5:57 pm-8:53 am

2 stops14h 56m

Chicago Midway

Tue 3/31

12:47 pm-5:11 pm

1 stop4h 24m

$386

GulfportChicago

GPT - MDW

GPTMDW

Gulfport Biloxi Regional

Fri 3/20

5:57 pm-10:31 pm

1 stop4h 34m

Chicago Midway

Wed 4/1

10:45 am-5:11 pm

1 stop6h 26m

$404

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Gulfport to Chicago Midway Airport

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 airline that flies from Gulfport Biloxi Regional to Chicago Midway?

Delta is the most popular carrier operating from Gulfport Biloxi Regional to Chicago Midway

What airlines fly to Chicago Midway Airport?

Southwest, Delta and Spirit Airlines are the top three most popular airlines that fly to Chicago Midway Airport from Gulfport according to our data. Southwest is the first choice among our users, with 85% of people opting to fly with this airline when traveling to Chicago Midway Airport. Keep in mind that there are 3 different airlines that fly to Chicago Midway Airport on a routine basis, so you have a few additional options to choose from.

When to book flights from Gulfport to Chicago Midway Airport

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

Estimated round-trip price

Cheap Gulfport to Chicago Midway Airport (GPT to MDW) flight deals and tips

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

Fastest flight time	4h 14m
Direct flights	None

The fastest flight from Gulfport to Chicago Midway Airport takes 4h 14m

There are no direct flights from Gulfport to Chicago Midway Airport. There are no popular flight routes from Gulfport to Chicago Midway Airport.

Search flight deals

How far is Gulfport Biloxi Regional to Chicago Midway by plane?
A flight from Gulfport Biloxi Regional to Chicago Midway will travel around 792.0 mi. In terms of flight time, this usually takes a little over 4h 14m.
When did momondo last update prices for flights from Gulfport Biloxi Regional Airport to Chicago Midway Airport?
Prices for flights from Gulfport Biloxi Regional Airport to Chicago Midway Airport are refreshed on a daily basis.
How old do you have to be to fly from Gulfport Biloxi Regional Airport to Chicago Midway Airport?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Gulfport Biloxi Regional Airport to Chicago Midway Airport.
What documentation or ID do you need to fly to Chicago Midway Airport?
The necessary travel and health documents for your Chicago Midway Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

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Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Gulfport to Chicago. momondo saves you time and could save you money on your trip.

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

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

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Gulfport.

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

If you are not ready to book a flight from Gulfport to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.