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Latest Flight Deals from Chicago to Gulfport

Book one-way or return flights from Chicago to Gulfport from as little as NZD 161. Choose from the popular airlines below and book your flight today!

  • One way
  • Round-trip
      • MDW14:44
        26h 20m
        1 stop
        GPT17:04
        Sun, May 5|Chicago - Gulfport|Frontier Airlines
        NZD 161NZD 516
        69% OFF
        69% OFF
        NZD 516NZD 161
      • ORD18:30
        5h 17m
        1 stop
        GPT23:47
        Sat, May 4|Chicago - Gulfport|American Airlines
        NZD 195NZD 516
        62% OFF
        62% OFF
        NZD 516NZD 195
      • ORD18:27
        5h 3m
        1 stop
        GPT23:30
        Sat, May 18|Chicago - Gulfport|American Airlines
        NZD 247NZD 516
        52% OFF
        52% OFF
        NZD 516NZD 247
      • MDW14:44
        26h 20m
        1 stop
        GPT17:04
        Thu, May 2|Chicago - Gulfport|Frontier Airlines
        NZD 261
        NZD 261
      • ORD18:20
        22h 44m
        1 stop
        GPT17:04
        Sun, May 5|Chicago - Gulfport|United Airlines
        NZD 298
        NZD 298
      • MDW17:00
        6h 11m
        1 stop
        GPT23:11
        Wed, May 1|Chicago - Gulfport|Delta Air Lines
        NZD 333
        NZD 333
      • ORD14:20
        5h 19m
        1 stop
        GPT19:39
        Sat, May 4|Chicago - Gulfport|United Airlines
        NZD 336
        NZD 336
      • ORD14:20
        5h 19m
        1 stop
        GPT19:39
        Sat, May 18|Chicago - Gulfport|United Airlines
        NZD 336
        NZD 336
      • MDW09:57
        6h 24m
        1 stop
        GPT16:21
        Tue, May 7|Chicago - Gulfport|Delta Air Lines
        NZD 351
        NZD 351
      • ORD13:10
        27h 54m
        1 stop
        GPT17:04
        Thu, May 2|Chicago - Gulfport|American Airlines
        NZD 368
        NZD 368
      • CHI13:00
        3h 5m
        Direct
        GPT14:00
        Mon, May 6|Chicago - Gulfport|Frontier Airlines
        Find More Flights
        Find More Flights

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Searching for the best last minute flight from Chicago to Gulfport? Find one-way or return flights that are affordable and fit your itinerary.

Trip.com monitors the ticket fares of flights from Chicago to Gulfport. Stay updated on price trends and snag the best deals for your upcoming trip.

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.
Airlines Flying from Chicago to Gulfport

View airlines operating flights from Chicago to Gulfport. Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

Frontier Airlines
From NZD 161
American Airlines
From NZD 195
United Airlines
From NZD 298
Delta Air Lines
From NZD 333
Spirit Airlines
From NZD 467
ANA airlines

Find more flights and airlines

Alternative Routes from Chicago to Gulfport

Discover different routes, airlines, and transfers and find the best alternative flights for your journey from Chicago to Gulfport.

  • Cheapest
    Frontier Airlines
    MDW
    14:44
    26h 20m
    1 transfer
    GPT
    17:04
    Midway International Airport - Gulfport Biloxi International Airport
    Sun, May 5Frontier Airlines
    NZD 161
  • American Airlines
    ORD
    18:30
    5h 17m
    1 transfer
    GPT
    23:47
    O'Hare International Airport - Gulfport Biloxi International Airport
    Sat, May 4American Airlines
    NZD 195
  • American Airlines
    ORD
    18:30
    5h 17m
    1 transfer
    GPT
    23:47
    O'Hare International Airport - Gulfport Biloxi International Airport
    Sat, May 4American Airlines
    NZD 195
    Find More Flights

How do I find the cheapest flights?

  • When are flight tickets from Chicago (CHI) to Gulfport (GPT) the cheapest?

    Airlines adjust prices for flights from Chicago to Gulfport based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much do flights from Chicago (CHI) to Gulfport (GPT) cost?

    According to Trip.com's data, the lowest price is around NZD 801.

  • How long does it take to fly from Chicago (CHI) to Gulfport (GPT) and what is the distance?

    It takes around 2 hours 5 minutes to fly from Chicago (CHI) to Gulfport (GPT).

  • What are the most popular airlines that fly from Chicago (CHI) to Gulfport (GPT)?

    Airlines with flights from Chicago (CHI) to Gulfport (GPT): Sun Country Airlines.

How to find a cheap flight from Chicago to Gulfport

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Chicago to Gulfport. Book your flights at the right time and save more.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com
Flight Information from Chicago to Gulfport

Cheapest nonstop flight price

NZD 161

Off-season for travel

March

Peak season for travel

November

Flight distance

1,281.5km

Average flight time

2 hours 5 minutes

Popular airline

Delta Air Lines

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