$174 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 5/23. 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
$347
Typical prices: $519-$358
American Airlines
Tue 7/21Tue 7/28
ORD - ECP • Non-stop
Cheapest one-way
$167
Typical prices: $148-$239
Southwest
Sat 5/23
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, Jul 21 - Tue, Jul 28
American Airlines Logo
12:09 pm - 2:42 pm
ORD
-
ECP
2h 33mnonstop
American Airlines Logo
3:17 pm - 6:19 pm
ECP
-
ORD
3h 02mnonstop
$347American Airlines
Sat, Sep 12 - Sat, Sep 26
Southwest Logo
7:45 am - 9:55 am
MDW
-
ECP
2h 10mnonstop
Southwest Logo
2:45 pm - 4:55 pm
ECP
-
MDW
2h 10mnonstop
$347Southwest
Sat, Sep 12 - Sat, Sep 26
Southwest Logo
9:05 am - 1:55 pm
MDW
-
ECP
4h 50m
1 stop
Southwest Logo
2:45 pm - 4:55 pm
ECP
-
MDW
2h 10mnonstop
$353Southwest
Tue, Aug 25 - Sat, Aug 29
Southwest Logo
1:55 pm - 6:45 pm
MDW
-
ECP
4h 50m
1 stop
Southwest Logo
2:45 pm - 4:55 pm
ECP
-
MDW
2h 10mnonstop
$357Southwest
Tue, Jul 21 - Sat, Jul 25
American Airlines Logo
12:09 pm - 2:42 pm
ORD
-
ECP
2h 33mnonstop
American Airlines Logo
7:28 am - 3:51 pm
ECP
-
ORD
8h 23m
1 stop
$357American Airlines
Sat, Jun 6 - Wed, Jun 10
Southwest Logo
3:30 pm - 9:55 pm
MDW
-
ECP
6h 25m
1 stop
Southwest Logo
2:25 pm - 9:10 pm
ECP
-
MDW
6h 45m
1 stop
$360Southwest
Thu, Aug 27 - Thu, Sep 3
Southwest Logo
1:40 pm - 3:45 pm
MDW
-
ECP
2h 05mnonstop
Southwest Logo
10:00 am - 12:15 pm
ECP
-
MDW
2h 15mnonstop
$361Southwest
Tue, Jul 21 - Tue, Jul 28
Delta Logo
5:30 am - 12:31 pm
ORD
-
ECP
7h 01m
1 stop
Delta Logo
11:38 am - 5:12 pm
ECP
-
ORD
5h 34m
1 stop
$367Delta
Wed, Jun 10 - Wed, Jun 17
Delta Logo
6:00 am - 12:26 pm
MDW
-
ECP
6h 26m
1 stop
Delta Logo
6:00 am - 10:09 am
ECP
-
MDW
4h 09m
1 stop
$367Delta
Mon, Sep 14 - Thu, Sep 17
Delta Logo
3:35 pm - 10:46 pm
ORD
-
ECP
7h 11m
1 stop
Delta Logo
7:45 am - 12:08 pm
ECP
-
ORD
4h 23m
1 stop
$381Delta
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$167
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly with an average 1% 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 05m.

  • 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 36 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 Tuesdays.

  • 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 49 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.
7.9
SouthwestOverall score based on 4287 reviews
8.6Crew
7.0Food
8.1Boarding
8.0Comfort
7.5Entertainment
Airline reviews

The flight was okay. The pilots did an amazing job and kept us updated on the flight. The flight attendants were okay. They found time to be chatty with each other rather than focus on the guests. One of the attendants was a little less warm when asking about my bag I had on my lap that I was using during latter part of the mid- flight. Mind you, it was not the departure descent. I’m respectful to each and every attendant, it was the tone in her voice reminding me to place my carryon bag on the floor. I hope to have a better experience next time.

10.0 ExcellentMechelle, Apr 2026
MCI - PNS
Read more Southwest reviews

The flight was okay. The pilots did an amazing job and kept us updated on the flight. The flight attendants were okay. They found time to be chatty with each other rather than focus on the guests. One of the attendants was a little less warm when asking about my bag I had on my lap that I was using during latter part of the mid- flight. Mind you, it was not the departure descent. I’m respectful to each and every attendant, it was the tone in her voice reminding me to place my carryon bag on the floor. I hope to have a better experience next time.

Terrible. Even though there’s assigned seating now, they are still the slowest boarding airline of anyone.

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.

Was revoked with Jet Blue due to delay from Kenya Air

Very easy to use and convenient, you can perform any action within the same portal

Overall Good! The weather delayed our takeoff from Atlanta and our arrival in Miami! If Mother Nature can mess up a flight she will do it every time!

Okay considering we had weather delays which the Pilot notified us of immediately!

N Everything was perfect from boarding to assistance to baggage in Tampa

The boarding was organized and informative but the plane was tight meaning that you were sitting on one another and extremely uncomfortable. It’s disappointing that can’t have common seating comfort on the plane.

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

A long delay. Don't travel late in the day.

Super friendly with lots of drink options an entertainment. Friendly crew.

The crew was great. Very friendly and responsive. The plane was old, small and tight. We ran out of overhead space and I had to check. Middle seat was particularly tight.

Several missed and almost missed connections. It felt like everything was being patched together last minute without enough resources and it ended up being an extremely stressful experience that basically ruined our weekend on the west coast. What a waste.

Crew was friendly. Seats are too narrow, particularly when a big person is in the adjacent seat, but I understand this is due to smaller planes usually flight into Lincoln. I have experienced several flight delays going out and coming into Lincoln airport, I say maybe 50% or higher of the flights I've taken out of this airport have been delayed.

Great flight. Boarded efficiently. Arrived early at CLT. There was no in flight entertainment on this aircraft. Great crew.

The seat was comfortable. There was a lot of turbulence. If it weren't for that,it would have been okay.

Poor communication, flight was delayed for preventable reasons. I missed my connection.

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!

The airplane was an old model, the overhead didn’t have enough room for people’s items and made boarding and boarding disappointing and stressful. Crew allowed passengers to bring more than the permitted baggage sizes.

Original flight was on time, then late, then changed gates...4 times. Once our newest plane came in, it was fine.

I almost missed my flight and they helped me out enormously

Delays experienced in boarding/take off due to incoming plane delayed. However, the boarding time/depart time in the app was significantly delayed in providing these updates. Usually not updated until an hour after we should have already boarded. Poorly managed.

Moved to earlier flight which unexpectedly had maintenance issues initially indicated as quick fix to ultimately plane changes. Moved back to original flight, also delayed. In all cases customer updates and communication very unclear, no updates on drivers for delays.

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

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

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