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Rosemary Beach

$105+ Cheap flights from Chicago (CHI) to Rosemary Beach, FL

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/5. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PNS
Apr 8 — Apr 151
Tue 4/8
Tue 4/15
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Rosemary Beach are usually found in January or February, booked 15 days in advance, depart on a Tuesday or Wednesday and return on a Thursday

Cheap flight deals from Chicago to Rosemary Beach

Keep the following information in mind while searching for Chicago to Rosemary Beach flight deals. Data was last updated April 3, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$244
(Southwest)

One-way from

$105
(United Airlines)

Popular in

December

Cheapest in

January

Average price

$373
Provider with most accurate pricing for Chicago (CHI)-Panama City NW Florida Beaches flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Panama City NW Florida Beaches flights.
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From Chicago (CHI) to Rosemary Beach
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One-way flight from Chicago (CHI) to Rosemary Beach
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High demand for flights, 3% potential price rise
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Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find flight deals from Chicago to Rosemary Beach

Cheapest flights from Chicago to Rosemary Beach
Explore the most affordable flight options available from Chicago to Rosemary Beach. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 3, 2025.

This Southwest deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/145:10 pmMDW - ECP
1 stop3h 50mSouthwest
Sat 6/217:35 amECP - MDW
1 stop9h 00mSouthwest
Deal found 4/2$244
This Delta deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/89:39 amORD - ECP
1 stop5h 57mDelta
Mon 5/126:59 pmECP - ORD
1 stop4h 59mDelta
Deal found 4/1$254
This Delta deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/2512:48 pmMDW - ECP
1 stop6h 46mDelta
Tue 5/275:05 pmECP - MDW
1 stop4h 22mDelta
Deal found 4/2$254
This Southwest deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/174:20 pmORD - ECP
1 stop5h 40mSouthwest
Fri 8/2210:40 amECP - ORD
1 stop5h 45mSouthwest
Deal found 4/1$263
This United Airlines deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/309:15 amORD - ECP
1 stop7h 02mUnited Airlines
Wed 5/72:15 pmECP - ORD
Nonstop2h 35mUnited Airlines
Deal found 4/1$266
This American Airlines deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/195:15 amORD - ECP
1 stop5h 02mAmerican Airlines
Sat 7/267:28 pmECP - ORD
1 stop5h 31mAmerican Airlines
Deal found 4/2$297

Cheapflights Fare Finder

Customize your flight search to find flights from Chicago to Rosemary Beach that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 3, 2025.
Use the filters below to find and compare flights from Chicago to Rosemary Beach that are best for you.

Fly from

Chicago

Fly to

Rosemary Beach

Route

Depart

Return

Price

ChicagoPanama City

MDW - ECP

MDWECP

Chicago Midway

Sat 6/14

5:10 pm-9:00 pm

1 stop3h 50m

Panama City NW Florida Beaches

Sat 6/21

7:35 am-4:35 pm

1 stop9h 00m

$244

ChicagoPanama City

ORD - ECP

ORDECP

Chicago O'Hare Intl

Thu 5/8

9:39 am-3:36 pm

1 stop5h 57m

Panama City NW Florida Beaches

Mon 5/12

6:59 pm-11:58 pm

1 stop4h 59m

$254

ChicagoPanama City

MDW - ECP

MDWECP

Chicago Midway

Sun 5/25

12:48 pm-7:34 pm

1 stop6h 46m

Panama City NW Florida Beaches

Tue 5/27

5:05 pm-9:27 pm

1 stop4h 22m

$254

ChicagoPanama City

ORD - ECP

ORDECP

Chicago O'Hare Intl

Wed 4/30

9:15 am-4:17 pm

1 stop7h 02m

Panama City NW Florida Beaches

Wed 5/7

2:15 pm-4:50 pm

Nonstop2h 35m

$266

ChicagoPanama City

ORD - ECP

ORDECP

Chicago O'Hare Intl

Wed 4/9

6:00 am-3:35 pm

2 stops9h 35m

Panama City NW Florida Beaches

Wed 4/16

7:15 am-12:45 pm

1 stop5h 30m

$284

ChicagoPanama City

ORD - ECP

ORDECP

Chicago O'Hare Intl

Fri 4/25

12:09 pm-8:37 pm

1 stop8h 28m

Panama City NW Florida Beaches

Wed 4/30

3:38 pm-9:15 pm

1 stop5h 37m

$297

ChicagoPanama City

ORD - ECP

ORDECP

Chicago O'Hare Intl

Mon 5/5

10:50 am-1:13 pm

Nonstop2h 23m

$105

ChicagoPanama City

MDW - ECP

MDWECP

Chicago Midway

Tue 6/3

8:35 am-10:50 am

Nonstop2h 15m

$105

ChicagoPanama City

ORD - ECP

ORDECP

Chicago O'Hare Intl

Sat 5/3

3:30 pm-9:53 pm

1 stop6h 23m

$115

ChicagoPanama City

MDW - ECP

MDWECP

Chicago Midway

Sun 4/20

9:52 am-3:23 pm

1 stop5h 31m

$125

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/2

Showing 1-10 of 12 results
1
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Best time to book a flight from Chicago to Rosemary Beach

Have a flexible travel schedule? Discover the best time to fly to Rosemary Beach from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Rosemary Beach

How far ahead should I book a flight from Chicago to Rosemary Beach?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Rosemary Beach. Price data was last updated on March 28, 2025.

The price you pay for your flight from Chicago to Rosemary Beach may vary depending on when you book. For the best chance of a lower fare, look to book 15 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Chicago to Rosemary Beach?

Currently, September is the cheapest month in which you can book a flight from Chicago to Rosemary Beach (average of $306). Flying from Chicago to Rosemary Beach in March is currently the most expensive (average of $418). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to RB9?

Find hourly flight availability from Chicago to Rosemary Beach. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 3, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago to Rosemary Beach as you normally would.

What is the cheapest day to fly from Chicago to Rosemary Beach?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Rosemary Beach. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Chicago to Rosemary Beach flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Rainfall in Rosemary Beach by month

Plan your trip to Rosemary Beach by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Rosemary Beach ranges from 2.8 - 7.9 inches per month. July is typically the wettest month, when rainfall can reach 7.9 in. May is typically the driest time to visit Rosemary Beach when rainfall is around 2.8 in.

Temperature in Rosemary Beach by month

Plan your trip to Rosemary Beach by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Rosemary Beach, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 80.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 53.6 F).

Reviews of airlines servicing Rosemary Beach

Get insights into the airlines that provide service to Rosemary Beach. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Rosemary Beach. Reviews last updated April 3, 2025.
Read through reviews of airlines operating flights from Chicago to Rosemary Beach, such as Southwest, Delta and United Airlines. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,274 reviews

Overall

8.0

Entertainment

7.6

Boarding

8.2

Crew

8.6

Food

7.1

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
Southwest
8.0
Very good
4,274 reviews
Southwest
8.0
Very good
4,274 reviews

Overall

8.0

Entertainment

7.6

Boarding

8.2

Crew

8.6

Food

7.1

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
Delta
8.0
Very good
7,897 reviews
Southwest
8.0
Very good
4,274 reviews

Overall

8.0

Entertainment

7.6

Boarding

8.2

Crew

8.6

Food

7.1

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
United Airlines
7.4
Good
8,616 reviews
Southwest
8.0
Very good
4,274 reviews

Overall

8.0

Entertainment

7.6

Boarding

8.2

Crew

8.6

Food

7.1

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,274 reviews

Overall

8.0

Entertainment

7.6

Boarding

8.2

Crew

8.6

Food

7.1

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Rosemary Beach. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Chicago to Rosemary Beach one-way?

    One-way options have recently been found by users for as low as $105 on United Airlines. Other airlines that offer cheap prices include Southwest from $105 and Delta from $115 one-way.

  • What are the most reliable airlines from Chicago to Rosemary Beach?

    The top 3 most reliable airlines when flying from Chicago to Rosemary Beach are American Airlines (100%), Envoy Air (100%) and Spirit Airlines (83%).

  • What are the cheapest flights from Chicago to Rosemary Beach?

    Looking for the cheapest flight from Chicago to Rosemary Beach? While on average our users pay $301, our data indicates the cheapest price to be $65. The most popular route (Chicago O'Hare Intl - Panama City NW Florida Beaches), is priced around $209.

  • Can I find deals for flights from Chicago to Rosemary Beach that include hotel bookings?

    Yes. In addition to deals on Chicago to Rosemary Beach flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Rosemary Beach?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Rosemary Beach.

  • Can I find deals for business class flights from Chicago to Rosemary Beach?

    Yes. Cheapflights offers flight deals from Chicago to Rosemary Beach by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Rosemary Beach?

    Currently, September is the cheapest month in which you can book a flight from Chicago to Rosemary Beach (average of $306). Flying from Chicago to Rosemary Beach in March is currently the most expensive (average of $418). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Top 6 airlines flying from Chicago to Rosemary Beach

Discover the top 6 airlines that operate flights from Chicago to Rosemary Beach. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$112Average$171FlexibilityNo cancel feeOn-time88%
Spirit AirlinesCheapest$116Average$202FlexibilityNo cancel feeOn-time65%
DeltaCheapest$199Average$429FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$221Average$414FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$222Average$399FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$239Average$457FlexibilityNo cancel feeOn-time69%

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