$97 Find Cheap Flights from Chicago to Rosemary Beach

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Rosemary Beach departing on 2/28. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$193
Overall average: $323
Southwest
Sat 2/14Sat 2/21
MDW - ECP • 1 stop
Cheapest non-stop
$209
Typical prices: $247-$534
American Airlines
Sun 2/15Thu 2/19
ORD - ECP • Non-stop
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Flight Deals
Useful Info
Flight Deals

Cheap Flights from Chicago to Rosemary Beach (CHI-ECP)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Rosemary Beach that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Rosemary Beach

Sat, Feb 14 - Sat, Feb 21
Southwest Logo
8:05 am - 4:30 pm
MDW
-
ECP
8h 25m1 stop
Southwest Logo
5:10 pm - 10:50 pm
ECP
-
MDW
5h 40m1 stop
$193Southwest
Sun, Feb 15 - Thu, Feb 19
American Airlines Logo
9:58 am - 12:30 pm
ORD
-
ECP
2h 32mnonstop
American Airlines Logo
1:06 pm - 3:49 pm
ECP
-
ORD
2h 43mnonstop
$209American Airlines
Mon, Apr 13 - Thu, Apr 16
Southwest Logo
9:25 am - 11:35 am
MDW
-
ECP
2h 10mnonstop
Southwest Logo
5:00 pm - 7:25 pm
ECP
-
MDW
2h 25mnonstop
$209Southwest
Sat, Feb 14 - Sat, Feb 21
Southwest Logo
5:15 pm - 9:00 pm
MDW
-
ECP
3h 45m1 stop
Southwest Logo
7:40 am - 1:30 pm
ECP
-
MDW
5h 50m2 stops
$214Southwest
Sat, May 16 - Sat, May 23
Southwest Logo
8:00 am - 10:10 am
MDW
-
ECP
2h 10mnonstop
Southwest Logo
6:25 pm - 10:35 pm
ECP
-
MDW
4h 10m1 stop
$215Southwest
Wed, Mar 4 - Tue, Mar 10
Southwest Logo
6:00 am - 9:45 am
MDW
-
ECP
3h 45m1 stop
Southwest Logo
3:05 pm - 5:25 pm
ECP
-
MDW
2h 20mnonstop
$219Southwest
Wed, Jan 28 - Mon, Feb 2
Delta Logo
5:30 am - 11:08 am
ORD
-
ECP
5h 38m1 stop
Delta Logo
12:59 pm - 8:47 pm
ECP
-
ORD
7h 48m1 stop
$229Delta
Sun, Feb 15 - Sat, Feb 21
Delta Logo
6:00 am - 11:25 am
MDW
-
ECP
5h 25m1 stop
Delta Logo
6:00 am - 10:21 am
ECP
-
MDW
4h 21m1 stop
$229Delta
Wed, Mar 4 - Tue, Mar 10
American Airlines Logo
8:10 am - 1:30 pm
ORD
-
ECP
5h 20m1 stop
American Airlines Logo
1:20 pm - 4:05 pm
ECP
-
ORD
2h 45mnonstop
$239American Airlines
Sat, Jan 10 - Sun, Jan 18
Delta Logo
5:59 pm - 10:51 pm
ORD
-
ECP
4h 52m1 stop
Delta Logo
6:00 am - 10:07 am
ECP
-
ORD
4h 07m1 stop
$249Delta
Useful Info

Good to know

Low seasonNovember
Cheapest flight$97
Best time to beat the crowds with an average 21% drop in price.
Most popular time to fly with an average 21% increase in price.
Flight from Chicago Midway Airport to Panama City

When to book flights from Chicago to Rosemary Beach

Are your dates flexible? Find out the best times to travel from Chicago to Rosemary Beach based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

FAQs for booking flights from Chicago to Rosemary Beach

  • Which airports will I be using when flying from Chicago to Rosemary Beach?

    When flying out of Chicago you’ll be using one of these airports: Chicago Midway or Chicago O'Hare Intl. Rosemary Beach does not have its own airport so you’ll be flying into nearby Panama City NW Florida Beaches airport, which is 14.1 mi away.

  • How long does a flight from Chicago to Rosemary Beach take?

    Direct flights cover the 802 miles separating Chicago and Rosemary Beach in about 2h 42m.

  • How many flights are there between Chicago and Rosemary Beach?

    1 direct flights run between Chicago and Rosemary Beach on a daily basis. On average, there are about 7 departures each week.

  • What’s the cheapest day of the week to fly between Chicago and Rosemary Beach?

    Consider leaving on a Sunday and avoid Fridays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Thursdays and the most expensive ones on Saturdays.

  • How does KAYAK find such low prices on flights from Chicago to Rosemary Beach?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Rosemary Beach.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Rosemary Beach?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Rosemary Beach from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Rosemary Beach?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Rosemary Beach with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Rosemary Beach?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Rosemary Beach from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • Which airlines provide the cheapest flights from Chicago to Rosemary Beach?

    In the last 72 hours, the cheapest one-way ticket between Chicago and Rosemary Beach found on KAYAK was with Delta for $98. Delta offered a round-trip connection from $196 and Southwest from $227.

Top tips for finding cheap flights from Chicago to Rosemary Beach

  • There is no airport in Rosemary Beach. Instead, you’ll be flying into Panama City NW Florida Beaches Airport when flying between Chicago and Rosemary Beach.
  • The cheapest flight from Chicago to Rosemary Beach was found 53 days before departure, on average.
  • Book at least 1 week before departure in order to get a below-average price.
  • High season is considered to be November, December and January. The cheapest month to fly is November.

Reviews of the top 4 airlines serving Chicago to Rosemary Beach

 
Need help choosing which airline to fly with from Chicago to Rosemary Beach? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4252 reviews
8.6Crew
8.0Comfort
8.1Boarding
7.0Food
7.5Entertainment
Airline reviews

Okay, not wonderful. Short flight. Wi-fi didn't work properly. Stuck waiting for a gate to open upon arrival for 20 or so minutes.

4.0 OkayChad, Dec 2025
BNA - PNS
Read more Southwest reviews

Okay, not wonderful. Short flight. Wi-fi didn't work properly. Stuck waiting for a gate to open upon arrival for 20 or so minutes.

They sent a notice that they were boarding an hour early. We had to leave the club and run to the gate. They said sorry, that came from corporate and was a mistake. They did not have enough seating because the flight before it had not taken off on time. They moved our gate and delayed it for an hour.

Plane crashed into a bus or some other vehicle on the ground while pulling out of the gate. No injuries, but wing tip was damaged and returned to gate for “maintenance issues” and we departed 5 hours later because the plane went out of service and new plane was flown in from a nearby airport, Midway.

All was good. I just had a hard time getting connected to the WiFi/internet during the flight

Better and more food and drinks. Put msnbc and free speech tv on the news channel selection list.

The quality of Southwest Airlines continues to degrade each time I fly with them. If it were not for the free luggage, I would probably choose another airline. Their prices are a little bit competitive, but way too high for the quality of the service. Southwest is not unique in this way. Domestic flight in the United States of America has continued to be a lower and lower quality product. Very sad when you compare the quality of domestic airlines to that of many international airlines around the world.

after landing, we stay 2 hours on the taxi way before reaching the gate The airline and the crew were good though

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

It is southwest seat was ok. Not the most comfortable seat

Plz don't take away free bags and free seating

Flight was operated by Virgin Atlantic and it was up to their usual high standard. Minor grips about some issues, but they are really first world issues and as a whole, was an excellent flight.

Original flight was cancelled and when i was rebooked by the airline, they couldn't seat me in the same type of seat as I had originally booked (went from window/aisle to middle/middle and one was a bulkhead seat, and other wasn't in the same class)

First, Delta needs more flights to/from Miami. Second, a 1000pm leaving at 1230pm is unacceptable from their biggest airport world hub. Another aircraft could have been used such as the aircraft scheduled to be used in the morning for that exact same route. Yes, I did get me there but the lack of sleep the next day didn't help me enjoy my entire trip since I was busy with activities during the weekend. This can be and is expected from Spirit (going bankrupt) and Frontier (despite they're nickel and dimers). But from Delta's World Hub? That's totally unacceptable!

Service in business class was not impressive. I ordered coffee with dinner and then watched other people get 2 refills before I got my 1 cup of coffee, and only after I pressed the attendant button overhead. Furthermore, the seats in the forward cabin need maintenance on this 737-800: the upholstery is detaching from the seat frame, at least on the backs of seats 1C, 1D.

I truly love flying with Delta. They have always treated me with the upmost respect

Our flight attendant in FIRST CLASS was one of the worst I’ve ever had. She was not at all pleasant, nor particularly good at her service.

The flight was an hour and a half late departing which was inconvenient

The flight was great. The gate location was way to far away!!!

The flight attendant in first class was beyond rude and didn't care at all about her job. AND the gate agent was even worse than the flight attendant for rudeness. She was awful.

Always good but we must do something about people in rows ahead of you that don't put their seats back up when they are suppose to. And It's rough to not be able to even lean over to get something out of my purse.

cabin crew was OK, food was OK, the trip from the US to Munich was actually pretty bad comfort wise. Noisy aircraft, lights never dimmed even in Business class (night flight) barely sufficient amenities for the price. I have millions of miles with United but TBH American is gaining ground and Delta has always been marginally better then United although on paper United has more longes and cheaper upgrades.

Essy to get on. The hostess gave very little pop, the plane was late getting in, and we are still waiting for our bags. This sucks. :/

Great flight. On time boarding. Smooth flight and on time arrival at EWR. The flight crew was marvelous and there was a great selection of movies on the entertainment system. Our bags were at the carousel before we got there. Another excellent flight from United.

I liked the snacks and the flight attendants were friendly.

After a delay at the gate, C3, at Ohare on Sunday, I left my Blk ski coat on the bench at the gate, lost! Please review my lob claim, thx.

Very thoughtful flight attendant offered me water immediately since I had run to make my connection.

Always wish for more healthy, gluten free options. We have to bring our own.

Having a long layover, I was very appreciative of the ability to stand by for an earlier flight. Other airlines like Delta have refused this to me in the past, just to be mean (because my ticket class wasn't high enough). United went out of their way to help me get to my destination early, which I really appreciated given that it was the third leg of a 24+ hour journey for me.

Other than a way way too cold cabinets for the entire flight, all was great

One bag is incorrect and not acceptable for an international flight. The food was not just good. I won't fly with them again.

The boarding process needs to be fixed. The zone don't work, especially when there is hardly anyone in zones 3, 4,and 5, leaving the majority of the passengers backed up in the aisle, especially because passengers seated near the front are blocking passengers who are seated in the rear of the plane. It would also help if the size of carry on bags was more strictly enforced.

The boarding by groups is pointless. The first two groups worked fine, but almost Noone boarded in goups three thru five leaving the vast majority boarding when group six was called. It defeated the purpose of spreading out the crowd.

We loved the steward on the plane. He made the night enjoyable

The plane was late, when we did board the plane was as cold as a freezer. I was freezing the entire flight, no blankets. Lost miserable flight I’ve ever had.

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.

Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan

I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

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

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