$136 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 4/21. 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
$271
Typical prices: $457-$291
United Airlines
Tue 4/28Tue 5/5
ORD - ECP • Non-stop
Cheapest one-way
$136
Typical prices: $161-$265
United Airlines
Tue 4/21
ORD - ECP • Non-stop
Arrival airport
You can't fly directly to Rosemary Beach. It is served by Panama City (ECP), located 14.1 miles from Rosemary Beach.
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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

Tue, Apr 28 - Tue, May 5
United Airlines Logo
10:48 am - 1:23 pm
ORD
-
ECP
2h 35mnonstop
United Airlines Logo
2:14 pm - 4:47 pm
ECP
-
ORD
2h 33mnonstop
$271United Airlines
Sat, May 9 - Wed, May 13
Southwest Logo
12:55 pm - 3:20 pm
ORD
-
ECP
2h 25mnonstop
Southwest Logo
7:15 am - 12:50 pm
ECP
-
ORD
5h 35m
1 stop
$281Southwest
Sat, May 9 - Wed, May 13
Southwest Logo
8:00 am - 10:10 am
MDW
-
ECP
2h 10mnonstop
Southwest Logo
7:55 am - 3:25 pm
ECP
-
MDW
7h 30m
1 stop
$281Southwest
Sat, Apr 25 - Tue, Apr 28
United Airlines Logo
7:10 am - 9:48 am
ORD
-
ECP
2h 38mnonstop
United Airlines Logo
2:19 pm - 4:56 pm
ECP
-
ORD
2h 37mnonstop
$285United Airlines
Sat, May 9 - Wed, May 13
Southwest Logo
12:55 pm - 3:20 pm
ORD
-
ECP
2h 25mnonstop
Southwest Logo
7:15 am - 6:25 pm
ECP
-
ORD
11h 10m
2 stops
$286Southwest
Sat, May 9 - Tue, May 12
Southwest Logo
8:00 am - 10:10 am
MDW
-
ECP
2h 10mnonstop
Southwest Logo
7:15 am - 4:15 pm
ECP
-
MDW
9h 00m
2 stops
$286Southwest
Sat, May 9 - Wed, May 13
American Airlines Logo
11:15 am - 4:03 pm
ORD
-
ECP
4h 48m
1 stop
American Airlines Logo
10:50 am - 3:21 pm
ECP
-
ORD
4h 31m
1 stop
$291American Airlines
Sat, May 2 - Wed, May 6
Delta Logo
5:21 pm - 11:12 pm
MDW
-
ECP
5h 51m
1 stop
Delta Logo
5:49 am - 9:56 am
ECP
-
MDW
4h 07m
1 stop
$291Delta
Sat, May 9 - Wed, May 13
United Airlines Logo
7:10 am - 9:44 am
ORD
-
ECP
2h 34mnonstop
United Airlines Logo
2:14 pm - 4:48 pm
ECP
-
ORD
2h 34mnonstop
$292United Airlines
Sat, May 9 - Wed, May 13
Southwest Logo
1:55 pm - 6:15 pm
ORD
-
ECP
4h 20m
1 stop
Southwest Logo
12:05 pm - 9:55 pm
ECP
-
ORD
9h 50m
2 stops
$296Southwest
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$136
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly with an average 6% increase in price.
Flight from Chicago O'Hare 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 10m.

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

    5 direct flights run between Chicago and Rosemary Beach on a daily basis. On average, there are about 41 departures each week.

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

    Consider leaving on a Friday and avoid Tuesdays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Wednesdays and the most expensive ones on Sundays.

  • 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 $133 and American Airlines from $207.

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 4336 reviews
7.0Food
8.0Comfort
8.6Crew
8.1Boarding
7.5Entertainment
Airline reviews

I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.

2.0 MediocreBeth, Mar 2026
MDW - PIT
Read more Southwest reviews

I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.

It was canceled. Supposedly weather. But there was no snow in Baltimore. At least we found out before driving to airport

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

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

Everything could have benn better. Short fly, no food, no entertainment and no wifi.

Snacks and included beverages were appreciated. Boarding went smoothly. Plenty of overhead bin space. Seats get very uncomfortable after a couple of hours. After waiting 10 painful minutes for my walker, a very nice Delta guest agent pushed me in a wheelchair to the gate. It was finally delivered to me after another 15 minutes . Our checked bag was on the carousel long b4 I was able to retrieve it. Fortunately it was still there but somewhere along the way the straps we used to secure it were removed and and were not reattached. Wish I had made note of the agents name.

Stop changing gates. Stop cancelling flights Stop moving my seat.

The whole experience was excellent. As it most often is with Delta

We waited an hour on the runway to get a gate in Orlando

Flight was delayed by 3-hours and their fix was… complimentary pretzels.

The staff on board and gate was nice - a welcome change from the usual. We also arrived early, which was a great benefit, given that it takes 30 minutes plus to get bags at SRQ.

The staff was frielndly. The plane was terrible, it was too small and should be decommissioned. There were no back seat screens at all. The only beverages we had a choice from was coffee, tea or water. The only bathroom in the back was behind the flight attendant's jump seat and wasn't working. And I literally felt like I was sitting on top of the guy next to me. It was terribly hot in the plane and we had to sit on the tarmac in Chicago for 1/2 hour due to congestion in Mpls. Wouldn't they have know that before they even boarded us so that we could have sat in comfort in the terminal?

They took all carry-on luggage from Groups 6 -9 - I was group 5 and waiting in line to board - they made me check my luggage too. That then went to baggage claim and delayed departure from the airport. There was overhead room in my seating area - Delta over reacted. Also, had a gentleman next to me that took up 1/2 my seat.

Sorry I didn't realize I was writing a review for each leg. Please see my previous review - it applies to the entire flight, not just a single leg.

No meal service to the back of the plane as it started late or was too slow to get it out before it was time to land.

Terrible, if possible won't be flying again anytime soon!

Efficient boarding and early departure. Very smooth flight. Early arrival in ATL. Great flight.

Smooth and easy boarding, comfortable for the entire 5 hour flight, and the seat back entertainment was great! I appreciated all the features, from location info and maps, movies, the ability to connect with Bluetooth headphones, and good selection of movies. Food was good, normal airline snacks (I didn’t purchase anything)

Awful. No counter attendants. No dinner offered due to delays.

This trip did not start off well. The inbound flight was delayed about 20 minutes. Then, after initial onboarding, the passengers had to deplane due to a mechanical problem. That took about 30 minutes to fix and be cleared. Then, reboarding was chaotic. It took a long time to sort passengers and two passengers on standby were ticketed but there was no seat. So, they had to deplane. One of the flight crew was trying to help passengers figure out a place to put their carry-on bags and that took more time. In the end, our scheduled 10:30 am departure did not actually take off until about 12:05 pm CST. The flight itself was long but we got to Houston. Some passengers missed their connecting flights and had to rebook. Not the best of flights I've had.

We were delayed for about an hour from taking off due to traffic control procedures at the destination airport. But once in the air, the flight went well. The crew members were great and provided cabin service despite moderate turbulence during much of the flight.

Short flight, but no drink/snack service. The flights both going and coming were delayed.

Not being stranded in Chicago for her airport to 11:30 tomorrow morning the 3rd

I was fully checked in the prior night and i was unchecked and then didn’t have a seat when I boarded. Instead of an aisle seat, I was out in the middle seat of the very last row of the plane.

Typical AA - late by 90+ mn. Gate changed twice... Changed the departure time 6 times No explanation, no communication on reasons for delay I travel with AA twice a year... and it is consistently very poor.. I will continue to use AA only when i have to.

The gate got changed several times and the flight was delayed over an hour. Awful experience

American continues to decline in their customer service and its beyond disappointing.

It was an older plane. First Class was not especially roomy or comfortable. It was a short flight so there were no meal but they did offer mixed nuts which used to be normal but now is rare. Crew member was very polite and professional.

Flight to Tampa was delayed taking off due to plane arriving late but no other issues

As previously stated the delay I experienced flying from Wichita to Chicago caused a host of issues. When I finally was able to be booked on the last remaining American flight from Chicago to Cincinnati, the gate changed four times with the last change occurring very near the scheduled boarding time. While I didn't have a problem moving from gate to gate, I did notice and make note of others that had mobility issues and had to move each time for the gate change.

Maintenance took a very long time and then we were in a holding pattern. While a one-off maintenance issue is standard, there were delays on both of my flights for this trip based on maintenance issues with the planes, which delayed both flights over 45 minutes. Thankfully, I didn't have any connections but it wasn't an experience that would make me pick AA if I have other options.

No Snacks or Entertainment. The flight was short, snacks should still be given.

See prior comment about how Kayak mishandled my reservation and delayed my arrival by 6 hours.

Boarding delayed 20 minutes for no reason, no wifi, in flight entertainment, or snacks / waters?

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

Complete your trip to Rosemary Beach with a hotel stay or car rental