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$99+ 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 6/3. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PNS
Apr 29 — May 61
Tue 4/29
Tue 5/6
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Rosemary Beach are usually found in January or May, 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 24, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$238
(Delta)

One-way from

$99
(Delta)

Popular in

December

Cheapest in

January

Average price

$360
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, 2% 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 24, 2025.

This Southwest deal was found by Cheapflights users on 4/23. 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.
Mon 9/155:20 amMDW - ECP
1 stop5h 30mSouthwest
Fri 9/195:40 pmECP - MDW
1 stop4h 50mSouthwest
Deal found 4/23$234
This Delta deal was found by Cheapflights users on 4/22. 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 6/51:30 pmORD - ECP
1 stop4h 34mDelta
Mon 6/92:47 pmECP - ORD
1 stop6h 37mDelta
Deal found 4/22$238
This Delta deal was found by Cheapflights users on 4/23. 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.
Tue 5/206:00 amMDW - ECP
1 stop3h 49mDelta
Thu 5/226:00 amECP - MDW
1 stop5h 53mDelta
Deal found 4/23$238
This Southwest deal was found by Cheapflights users on 4/22. 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 6/74:20 pmORD - ECP
1 stop3h 40mSouthwest
Sat 6/146:05 amECP - ORD
1 stop6h 40mSouthwest
Deal found 4/22$239
This American Airlines deal was found by Cheapflights users on 4/23. 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.
Sun 6/155:29 amORD - ECP
1 stop6h 34mAmerican Airlines
Thu 6/1912:40 pmECP - ORD
1 stop6h 33mAmerican Airlines
Deal found 4/23$259
This United Airlines deal was found by Cheapflights users on 4/21. 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 5/2110:50 amORD - ECP
Nonstop2h 23mUnited Airlines
Wed 5/282:03 pmECP - ORD
Nonstop2h 36mUnited Airlines
Deal found 4/21$266

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 24, 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

ORD - ECP

ORDECP

Chicago O'Hare Intl

Sun 5/11

5:30 am-9:49 am

1 stop4h 19m

Panama City NW Florida Beaches

Thu 5/15

4:31 pm-9:20 pm

1 stop4h 49m

$238

ChicagoPanama City

MDW - ECP

MDWECP

Chicago Midway

Tue 5/20

6:00 am-9:49 am

1 stop3h 49m

Panama City NW Florida Beaches

Thu 5/22

6:00 am-11:53 am

1 stop5h 53m

$238

ChicagoPanama City

ORD - ECP

ORDECP

Chicago O'Hare Intl

Sat 6/7

4:20 pm-8:00 pm

1 stop3h 40m

Panama City NW Florida Beaches

Sat 6/14

6:05 am-12:45 pm

1 stop6h 40m

$239

ChicagoPanama City

MDW - ECP

MDWECP

Chicago Midway

Mon 5/26

6:35 pm-8:40 pm

Nonstop2h 05m

Panama City NW Florida Beaches

Sun 6/1

7:25 pm-9:50 pm

Nonstop2h 25m

$243

ChicagoPanama City

ORD - ECP

ORDECP

Chicago O'Hare Intl

Thu 6/12

5:29 am-10:16 am

1 stop4h 47m

Panama City NW Florida Beaches

Thu 6/19

7:19 pm-12:59 am

1 stop5h 40m

$259

ChicagoPanama City

ORD - ECP

ORDECP

Chicago O'Hare Intl

Wed 5/21

10:50 am-1:13 pm

Nonstop2h 23m

Panama City NW Florida Beaches

Wed 5/28

2:03 pm-4:39 pm

Nonstop2h 36m

$266

ChicagoPanama City

ORD - ECP

ORDECP

Chicago O'Hare Intl

Thu 5/8

5:30 am-9:49 am

1 stop4h 19m

$99

ChicagoPanama City

MDW - ECP

MDWECP

Chicago Midway

Tue 5/20

6:00 am-9:49 am

1 stop3h 49m

$99

ChicagoPanama City

ORD - ECP

ORDECP

Chicago O'Hare Intl

Sun 5/25

10:40 am-1:05 pm

Nonstop2h 25m

$105

ChicagoPanama City

MDW - ECP

MDWECP

Chicago Midway

Mon 5/26

6:35 pm-8:40 pm

Nonstop2h 05m

$105

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/23

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 April 18, 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 24, 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 24, 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
4,286 reviews

Entertainment

7.6

Crew

8.6

Comfort

8.0

Overall

8.0

Food

7.1

Boarding

8.2

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
4,286 reviews
Southwest
8.0
Very good
4,286 reviews

Entertainment

7.6

Crew

8.6

Comfort

8.0

Overall

8.0

Food

7.1

Boarding

8.2

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
7,920 reviews
Southwest
8.0
Very good
4,286 reviews

Entertainment

7.6

Crew

8.6

Comfort

8.0

Overall

8.0

Food

7.1

Boarding

8.2

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
8,685 reviews
Southwest
8.0
Very good
4,286 reviews

Entertainment

7.6

Crew

8.6

Comfort

8.0

Overall

8.0

Food

7.1

Boarding

8.2

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
4,286 reviews

Entertainment

7.6

Crew

8.6

Comfort

8.0

Overall

8.0

Food

7.1

Boarding

8.2

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 $99 on Delta. Other airlines that offer cheap prices include United Airlines from $105 and Southwest from $105 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 (89%).

  • 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 $303, our data indicates the cheapest price to be $93. The most popular route (Chicago O'Hare Intl - Panama City NW Florida Beaches), is priced around $197.

  • 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 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$92Average$168FlexibilityNo cancel feeOn-time88%
Spirit AirlinesCheapest$118Average$205FlexibilityNo cancel feeOn-time65%
DeltaCheapest$199Average$456FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$222Average$393FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$228Average$412FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$239Average$454FlexibilityNo cancel feeOn-time69%

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