$60 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 5/2. 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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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, Apr 18 - Thu, Apr 23
Delta Logo
5:59 pm - 11:12 pm
ORD
-
ECP
5h 13m
1 stop
Delta Logo
6:46 pm - 11:59 pm
ECP
-
ORD
5h 13m
1 stop
$212Delta
Sat, Apr 18 - Thu, Apr 23
Delta Logo
5:21 pm - 11:12 pm
MDW
-
ECP
5h 51m
1 stop
Delta Logo
4:31 pm - 10:28 pm
ECP
-
MDW
5h 57m
1 stop
$212Delta
Thu, Mar 12 - Mon, Mar 16
United Airlines Logo
7:10 am - 9:43 am
ORD
-
ECP
2h 33mnonstop
United Airlines Logo
10:24 am - 1:08 pm
ECP
-
ORD
2h 44mnonstop
$215United Airlines
Wed, Mar 11 - Mon, Mar 16
Southwest Logo
3:35 pm - 7:35 pm
MDW
-
ECP
4h 00m
1 stop
Southwest Logo
1:55 pm - 4:15 pm
ECP
-
MDW
2h 20mnonstop
$217Southwest
Thu, Mar 12 - Mon, Mar 16
United Airlines Logo
7:10 am - 9:43 am
ORD
-
ECP
2h 33mnonstop
United Airlines Logo
2:10 pm - 4:50 pm
ECP
-
ORD
2h 40mnonstop
$217United Airlines
Thu, Mar 12 - Mon, Mar 16
United Airlines Logo
7:10 am - 9:43 am
ORD
-
ECP
2h 33mnonstop
United Airlines Logo
2:10 pm - 4:50 pm
ECP
-
ORD
2h 40mnonstop
$220United Airlines
Wed, Mar 11 - Mon, Mar 16
Southwest Logo
10:30 am - 8:00 pm
MDW
-
ECP
9h 30m
2 stops
Southwest Logo
1:55 pm - 4:15 pm
ECP
-
MDW
2h 20mnonstop
$222Southwest
Sat, Mar 7 - Thu, Mar 12
American Airlines Logo
9:55 am - 12:21 pm
ORD
-
ECP
2h 26mnonstop
American Airlines Logo
3:00 pm - 5:45 pm
ECP
-
ORD
2h 45mnonstop
$223American Airlines
Tue, Mar 24 - Sat, Mar 28
Southwest Logo
2:30 pm - 4:40 pm
MDW
-
ECP
2h 10mnonstop
Southwest Logo
6:35 am - 8:50 am
ECP
-
MDW
2h 15mnonstop
$223Southwest
Wed, Mar 4 - Tue, Mar 10
American Airlines Logo
10:18 am - 12:44 pm
ORD
-
ECP
2h 26mnonstop
American Airlines Logo
1:20 pm - 4:05 pm
ECP
-
ORD
2h 45mnonstop
$227American Airlines
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$60
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly with an average 5% 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?

    8 direct flights run between Chicago and Rosemary Beach on a daily basis. On average, there are about 59 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 Saturdays 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 $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 80 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 4295 reviews
8.0Comfort
7.0Food
8.6Crew
8.1Boarding
7.5Entertainment
Airline reviews

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

10.0 ExcellentManetta, Jan 2026
MDW - CLT
Read more Southwest reviews

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

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

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.

boarded at 5:30 pm, pushed away from gate at 6pm ... takeoff was not until ~6:45pm; disappointing

Paid for wifi that didn't work. No plug in seat to work. No entertainment.

This was one of the worst flights I’ve been on in years. I upgraded to comfort and had such an uncomfortable experience. The person next to me was oversized - which I understand - however, they took up their space and mine. I could only use about 50% of my seat space to not be physically touching this person the entire flight and there was no spatial awareness. I also could not use the seat outlet because their body was obstructing it. It was very inconvenient. Their body kept touching me repeatedly during the flight and I felt very uncomfortable. To pay more for an upgraded space and then not even being able to use it was highly disappointing.

The flight was delayed and oversold. I volunteered to give up my seat for compensation. Thinking I could get a good night's sleep instead of arriving home at 2 am. It took over an hour to get the new reservation confirmed, three different gate attendants, and two red coats. It took even longer to confirm the overnight hotel, and when I arrived, the line was 45 minutes long, with two people checking in, and at least 15 people slowly, very slowly—no food except frozen convenience food, no coupon for food from airlines. Slept, headed back to the airport, and that flight had an equipment change and a gate change just as they were about to board. It took an additional hour to board as they cleaned the plane from storage.

Comfort Plus seat 11E seemed smaller than prior flights. The movie selection is good. Watched most of the most recent Tron movie. I'll watch the remaining part later as my movie is saved in the Delta Seatback Experience.

Delta is a good airline. I've never had an issue with Delta. I'll continue to fly with them until they show me that I shouldn't.

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!

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.

In overall it was a good experience, the only down point was that the entertainment screen was working properly.

They lost my luggage, so, not happy. The crew was nice but my suitcases never made it, still trying to find out what happened!

I understand weather is an issue, but making us chase our plane down at five scheduled gates across three terminals in an airport the size of O'Hare was unfair. They'd have probably been better off to leave gates as TBD until the inbound plane is in final approach instead of running us all over the place. Also, props to the consistently-unprepared ground crew in Richmond for once again leaving my lane parked short of the gate because they couldn't have a crew in place on time with 2 hours notice...

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.

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?

Delayed an hour due to operational issues. Minimal apologies or care for the significant inconvenience caused. Landed at nearly 1am and they still couldn’t find ground staff to get us off the plane promptly.

The aircraft had several problems - from excess fuel to non operational ac. Two hours of delay in Chicago could have been avoided with proper planning and aircraft maintenance.

Crew in Columbia was not prepared for landing. It was a bit of a disaster and getting bags took forever.

We were upgraded to First Class and it was a great flight

We experienced gate changes and a long delay. My seat was dirty when I boarded and I had to use wipes to clean it myself. There was an unpleasant and overpowering cleaning product scent on the plane as well that lingered through the flight.

My carry on baggage was damaged. Entire trip, I had to carry the baggage. When complained to the boarding crew, they got mad at me and still asked me to valet check in the cabin baggage. Rude boarding crew!!!

Crew were all friendly and helpful. It was a short flight so just a beverage service with a cookie. After we were boarded the plane took about 45 minutes to leave the gate but it was New Year’s Eve so not shocking there was some delay. Overall good experience and very grateful.

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

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