Cheap flights from Chicago (CHI) to Pensacola Beach, FL from $56

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 8/28. 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.
CHI — PNS
jun. 16 — jun. 231

The best prices from Chicago to Pensacola Beach are usually found in January or February, booked 63 days in advance, depart on a Wednesday or Tuesday and return on a Thursday

Cheap flight deals from Chicago to Pensacola Beach

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Pensacola Beach (PB9). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated junio 11, 2024.

Popular in

March

Cheapest in

January

Round-trip from

$316

One-way from

$56
High demand for flights, 20% potential price rise
Best time to find cheap flights, 26% potential price drop
From Chicago (CHI) to Pensacola Beach
One-way flight from Chicago (CHI) to Pensacola Beach

How far in advance should I book a flight from Chicago to Pensacola Beach?

Find a great deal and save up to 73% by booking at least 25 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Chicago to Pensacola Beach within the next two weeks, with the cheapest ticket starting at $277.

What is the cheapest month to fly from Chicago to Pensacola Beach?

January can be a great time to fly to Pensacola Beach from Chicago with a flight ticket averaging about $351. Cheapflights users have found deals in the month of January for as cheap as $182. The most expensive prices can be found in the month of March.

What is the cheapest time of day to fly from CHI to PB9?

When flying from Chicago to Pensacola Beach, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Cheap Chicago to Pensacola Beach flights in June & July 2024

Find cheap flight options from Chicago to Pensacola Beach specifically for the months of June and July 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,117,830 searches. Prices were last updated on junio 11, 2024.
These are some of the most attractive deals on flights from Chicago to Pensacola Beach in 2024. Check back in a little while for more flight options.
mié. 7/105:00 amORD - PNS
1 stop12h 30mSpirit Airlines
mié. 7/1711:22 amPNS - ORD
1 stop6h 24mSpirit Airlines
Deal found 6/11$124
mar. 7/911:02 amORD - PNS
1 stop5h 57mSpirit Airlines
jue. 7/118:48 amPNS - ORD
1 stop11h 00mSpirit Airlines
Deal found 6/10$137
mié. 7/104:32 pmORD - PNS
2 stops16h 59mSpirit Airlines
mié. 7/1711:22 amPNS - ORD
1 stop10h 16mSpirit Airlines
Deal found 6/11$141
mié. 7/106:15 amMDW - PNS
1 stop14h 11mFrontier
mié. 7/178:03 amPNS - MDW
1 stop5h 31mFrontier
Deal found 6/10$144
sáb. 7/205:00 amORD - PNS
1 stop8h 24mSpirit Airlines
mié. 7/2410:17 amPNS - ORD
1 stop9h 11mSpirit Airlines
Deal found 6/10$147
sáb. 7/205:00 amORD - PNS
1 stop8h 24mSpirit Airlines
mar. 7/2310:17 amPNS - ORD
1 stop8h 22mSpirit Airlines
Deal found 6/10$148
sáb. 7/205:00 amORD - PNS
1 stop8h 24mSpirit Airlines
mié. 7/2411:22 amPNS - ORD
1 stop6h 24mSpirit Airlines
Deal found 6/11$149
mié. 7/106:15 amMDW - PNS
1 stop14h 11mFrontier
mié. 7/178:03 amPNS - MDW
1 stop5h 31mFrontier
Deal found 6/11$151
mar. 7/25:05 amORD - PNS
1 stop11h 54mSpirit Airlines
mar. 7/912:03 pmPNS - ORD
1 stop11h 42mSpirit Airlines
Deal found 6/10$153

Chicago to Pensacola Beach 2024 flight deals

Discover exclusive flight deals for travel between Chicago and Pensacola Beach in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 3,117,830 searches. Data last updated junio 11, 2024.
These are some of the most attractive deals on flights from Chicago to Pensacola Beach in 2024. Check back in a little while for more flight options.
vie. 9/1310:50 amORD - PNS
Nonstop2h 22mUnited Airlines
mar. 9/172:12 pmPNS - ORD
Nonstop2h 37mUnited Airlines
Deal found 6/11$111
lun. 9/95:36 pmORD - PNS
1 stop14h 25mSpirit Airlines
mar. 9/105:28 pmPNS - ORD
1 stop6h 58mSpirit Airlines
Deal found 6/10$117
jue. 9/54:20 pmORD - PNS
1 stop15h 41mSpirit Airlines
mar. 9/108:46 amPNS - ORD
1 stop8h 00mSpirit Airlines
Deal found 6/9$118
lun. 9/95:36 pmORD - PNS
1 stop14h 25mSpirit Airlines
mar. 9/105:28 pmPNS - ORD
2 stops20h 42mSpirit Airlines
Deal found 6/10$122
mié. 7/105:00 amORD - PNS
1 stop12h 30mSpirit Airlines
mié. 7/1711:22 amPNS - ORD
1 stop6h 24mSpirit Airlines
Deal found 6/11$124
mar. 7/911:02 amORD - PNS
1 stop5h 57mSpirit Airlines
jue. 7/118:48 amPNS - ORD
1 stop11h 00mSpirit Airlines
Deal found 6/10$137
mié. 7/104:32 pmORD - PNS
2 stops16h 59mSpirit Airlines
mié. 7/1711:22 amPNS - ORD
1 stop10h 16mSpirit Airlines
Deal found 6/11$141
lun. 9/97:20 amORD - PNS
2 stops24h 41mSpirit Airlines
mar. 9/105:28 pmPNS - ORD
2 stops16h 27mSpirit Airlines
Deal found 6/10$144
mié. 7/106:15 amMDW - PNS
1 stop14h 11mFrontier
mié. 7/178:03 amPNS - MDW
1 stop5h 31mFrontier
Deal found 6/10$144

Chicago to Pensacola Beach flights leaving soon

Find last-minute flight options from Chicago to Pensacola Beach for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 3,117,830 searches. Data last updated junio 11, 2024.
Book one of these great deals on flights from Chicago to Pensacola Beach. Tip: verify your flight details before completing your reservation.
mar. 6/186:40 pmORD - PNS
1 stop13h 36mSpirit Airlines
vie. 6/216:26 pmPNS - ORD
1 stop6h 29mSpirit Airlines
Deal found 6/10$185
mié. 6/197:00 amORD - PNS
1 stop7h 18mSpirit Airlines
mié. 6/269:06 amPNS - ORD
1 stop8h 34mSpirit Airlines
Deal found 6/10$198
mié. 6/197:00 amORD - PNS
1 stop7h 18mSpirit Airlines
mié. 6/268:00 amPNS - ORD
3 stops22h 24mSpirit Airlines
Deal found 6/10$200
mar. 6/187:00 amORD - PNS
1 stop7h 18mSpirit Airlines
vie. 6/216:26 pmPNS - ORD
2 stops21h 55mSpirit Airlines
Deal found 6/10$202
mar. 6/189:19 amORD - PNS
3 stops21h 48mSpirit Airlines
vie. 6/215:21 pmPNS - ORD
1 stop7h 34mSpirit Airlines
Deal found 6/10$208
mié. 6/197:00 amORD - PNS
1 stop7h 18mSpirit Airlines
mié. 6/268:00 amPNS - ORD
2 stops10h 12mSpirit Airlines
Deal found 6/10$217
lun. 6/177:22 pmORD - PNS
2 stops21h 37mSpirit Airlines
lun. 6/246:26 pmPNS - ORD
3 stops26h 21mSpirit Airlines
Deal found 6/10$218
lun. 6/177:22 pmORD - PNS
2 stops21h 37mSpirit Airlines
lun. 6/247:26 pmPNS - ORD
2 stops25h 21mSpirit Airlines
Deal found 6/10$221
vie. 6/2111:02 amORD - PNS
1 stop6h 34mSpirit Airlines
mié. 6/268:00 amPNS - ORD
2 stops12h 47mSpirit Airlines
Deal found 6/10$222

One-way flights to Pensacola Beach from Chicago

Search for one-way flight options from Chicago to Pensacola Beach. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 3,117,830 searches. Data last updated junio 11, 2024.
Some of the best available deals we've found on one-way flights from Chicago to Pensacola Beach. Those needing a return flight from Chicago to Pensacola Beach can use the search form above.
mié. 8/2810:50 amORD - PNS
Nonstop2h 22mUnited Airlines
Deal found 6/10$56
mar. 6/1810:16 pmMDW - PNS
1 stop8h 32mFrontier
Deal found 6/9$59
mar. 7/1610:20 pmMDW - PNS
1 stop8h 43mFrontier
Deal found 6/10$70
mar. 7/1610:16 amORD - PNS
1 stop7h 14mSpirit Airlines
Deal found 6/10$71
mié. 7/106:46 pmORD - PNS
1 stop13h 16mSpirit Airlines
Deal found 6/10$73
mié. 7/106:15 amMDW - PNS
1 stop14h 11mFrontier
Deal found 6/10$74
mié. 8/288:07 amORD - PNS
2 stops9h 16mSpirit Airlines
Deal found 6/10$84
mié. 7/107:26 amORD - PNS
2 stops24h 36mSpirit Airlines
Deal found 6/10$91
jue. 7/185:15 amORD - PNS
2 stops14h 49mSpirit Airlines
Deal found 6/9$92

Find flights from Chicago to Pensacola Beach within your budget

Customize your flight search to find flights from Chicago to Pensacola 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 3,117,830 searches. Data last updated junio 11, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$117 - $319

Route

Depart

Return

Price

Chicago O'Hare IntlPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

lun. 9/9

1 stop14h 25m

Pensacola

mar. 9/10

1 stop6h 58m

$117

Chicago O'Hare IntlPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

jue. 9/5

1 stop15h 41m

Pensacola

mar. 9/10

1 stop8h 00m

$118

Chicago O'Hare IntlPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

lun. 9/9

1 stop14h 25m

Pensacola

mar. 9/10

2 stops20h 42m

$122

Chicago MidwayPensacola

MDW - PNS

MDWPNS

Chicago Midway

mié. 7/10

1 stop14h 11m

Pensacola

mié. 7/17

1 stop5h 31m

$144

Chicago MidwayPensacola

MDW - PNS

MDWPNS

Chicago Midway

mié. 7/10

1 stop14h 11m

Pensacola

mié. 7/17

1 stop5h 31m

$151

Chicago MidwayPensacola

MDW - PNS

MDWPNS

Chicago Midway

sáb. 10/19

1 stop4h 42m

Pensacola

sáb. 10/26

1 stop6h 26m

$176

Chicago O'Hare IntlPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

jue. 8/8

1 stop16h 08m

Pensacola

lun. 8/12

3 stops35h 09m

$231

Chicago O'Hare IntlPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

dom. 9/1

Nonstop2h 22m

Pensacola

dom. 9/8

1 stop22h 46m

$247

Chicago O'Hare IntlPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

sáb. 6/29

Nonstop2h 24m

Pensacola

mié. 7/3

1 stop7h 00m

$319

Flights are sorted by cheapest first

Deals found on 6/10

How far ahead should I book a flight from Chicago to Pensacola Beach?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Pensacola Beach. Price data was last updated on May 31, 2024.
To ensure you get the cheapest price possible for a flight from Chicago to Pensacola Beach, you should look to book at least 63 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
Search Deals

What is the cheapest day to fly from Chicago to Pensacola Beach?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Pensacola Beach. Price data was last updated on June 9, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Chicago to Pensacola Beach flight should consider departing on Friday evenings 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.
Search Deals

Best time to book a flight from Chicago to Pensacola Beach

Have a flexible travel schedule? Discover the best time to fly to Pensacola 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.

Temperature and rainfall in Pensacola Beach by month

Plan your trip to Pensacola Beach by taking into account the average temperature and rainfall totals by month.

PNS

Temperature

51.8 - 82.4 °F

If weather is an important factor for your trip to Pensacola 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 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 51.8 F).

Reviews of airlines servicing Pensacola Beach

Get insights into the airlines that provide service to Pensacola 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 Pensacola Beach. Reviews last updated junio 11, 2024.
Read reviews from past customers who have flown Delta, Spirit Airlines and Frontier from Chicago to Pensacola Beach. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.0
Very good
10,277 reviews

Crew

8.6

Overall

8.0

Food

7.4

Boarding

8.2

Entertainment

8.0

Comfort

7.9

Reviews

1 / 10

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.

8.0
Very good
10,277 reviews
8.0
Very good
10,277 reviews

Crew

8.6

Overall

8.0

Food

7.4

Boarding

8.2

Entertainment

8.0

Comfort

7.9

Reviews

1 / 10

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.

7.4
Good
10,629 reviews
8.0
Very good
10,277 reviews

Crew

8.6

Overall

8.0

Food

7.4

Boarding

8.2

Entertainment

8.0

Comfort

7.9

Reviews

1 / 10

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.

7.3
Good
14,129 reviews
8.0
Very good
10,277 reviews

Crew

8.6

Overall

8.0

Food

7.4

Boarding

8.2

Entertainment

8.0

Comfort

7.9

Reviews

1 / 10

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.

6.4
Okay
8,540 reviews
8.0
Very good
10,277 reviews

Crew

8.6

Overall

8.0

Food

7.4

Boarding

8.2

Entertainment

8.0

Comfort

7.9

Reviews

1 / 10

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.

6.2
Okay
3,962 reviews
8.0
Very good
10,277 reviews

Crew

8.6

Overall

8.0

Food

7.4

Boarding

8.2

Entertainment

8.0

Comfort

7.9

Reviews

1 / 10

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Pensacola Beach. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • Can I find flights from Chicago to Pensacola Beach for under $200 on Cheapflights?

    Yes, there are multiple flights from Chicago to Pensacola Beach for under $200. The cheapest flight booked recently is on Spirit Airlines for just $117, but on average you can expect to pay $148.

  • Are there nonstop flights from Chicago to Pensacola Beach for under $400 on Cheapflights?

    Cheapflights has at least 20 direct flights from Chicago to Pensacola Beach under $400. A good price for a nonstop flight from Chicago to Pensacola Beach is less than $438.

  • Are there last-minute flights available from Chicago to Pensacola Beach for under $200?

    There are currently 20+ open flights from Chicago to Pensacola Beach within the next 7 days for less than $200.

  • What are the cheapest airlines to fly from Chicago to Pensacola Beach one-way?

    $56 is the cheapest one-way deal found within the past few days, from United Airlines. You may also be able to find cheap deals on Frontier and Spirit Airlines, with prices starting from $59 and $71, respectively.

  • What are the most reliable airlines from Chicago to Pensacola Beach?

    Consider American Airlines (88%), Envoy Air (88%) or United Airlines (65%) when booking your flight. These represent the most reliable airlines when flying from Chicago to Pensacola Beach.

  • What are the cheapest flights from Chicago to Pensacola Beach?

    On average you can expect to pay $411 for a flight from Chicago to Pensacola Beach. The cheapest flight overall is $208 while the most popular route, (Chicago O'Hare Intl - Pensacola) is currently priced at $117.

  • What does ORD to PNS mean?

    This is defined as Chicago O'Hare Intl Airport (ORD) and Pensacola Airport (PNS). Codes like Pensacola Airport are often used to just call airports uniquely. Panama City NW Florida Beaches Airport (ECP), Valparaiso Destin-Ft Walton Beach Airport (VPS), Mobile Airport (MOB), Destin Airport (DSI), Mobile Downtown Airport (BFM) are other airports near this flight route and their unique identifiers/IATA codes.

  • Can I find deals for flights from Chicago to Pensacola Beach that include extra baggage allowance?

    The amount of baggage you can bring on your Chicago to Pensacola Beach flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Chicago to Pensacola Beach with specific airlines?

    Yes, Cheapflights allows you to browse and filter Chicago to Pensacola Beach flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from Chicago to Pensacola Beach that include hotel bookings?

    Yes. In addition to deals on Chicago to Pensacola Beach flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Pensacola Beach?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Pensacola Beach.

  • Can I find deals for business class flights from Chicago to Pensacola Beach?

    Yes. Cheapflights offers flight deals from Chicago to Pensacola 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.

  • Can I find deals for flights from Chicago to Pensacola Beach that allow pets onboard?

    Many airlines flying from Chicago to Pensacola Beach offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Chicago to Pensacola Beach?

    Yes, you can often find last-minute deals on Chicago to Pensacola Beach flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Chicago to Pensacola Beach flight deals updated?

    The Chicago to Pensacola Beach flight deals you see on this page were last updated on 6/11.

  • What are the most popular airlines that fly from Chicago to Pensacola Beach?

  • What is the cheapest month to book a flight from Chicago to Pensacola Beach?

    Currently, September is the cheapest month in which you can book a flight from Chicago to Pensacola Beach (average of $316). Flying from Chicago to Pensacola Beach in March is currently the most expensive (average of $377). 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Chicago to Pensacola Beach
See prices for flight routes from nearby airports that may be better suited for you.

Top 6 airlines flying from Chicago to Pensacola Beach

Discover the top 6 airlines that operate flights from Chicago to Pensacola 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 3,117,830 searches. Data last updated junio 11, 2024.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$82Average$179FlexibilityNo cancel feeOn-time65%
Allegiant AirCheapest$82Average$167FlexibilityNo cancel feeOn-time88%
United AirlinesCheapest$137Average$417FlexibilityNo cancel feeOn-time69%
DeltaCheapest$186Average$403FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$200Average$399FlexibilityNo cancel feeOn-time71%
Linear Air TaxiCheapest$3,499Average$10,655FlexibilityNo cancel feeOn-timeN/A

Search flights from Chicago to Pensacola Beach by cabin class

Find flights from Chicago to Pensacola Beach, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Hourly flight availability from Chicago to Pensacola Beach

Find hourly flight availability from Chicago to Pensacola Beach. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated junio 11, 2024.
1%of flight departuresEarly morningMidnight to 6 am
77%of flight departuresMorning6 am to noon
11%of flight departuresAfternoonNoon to 6 pm
11%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from Chicago to Pensacola Beach

Explore weekly flight availability from Chicago to Pensacola Beach. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated junio 11, 2024.
Sunday1daily flight
Monday1daily flight
Tuesday1daily flight
Wednesday1daily flight
Thursday1daily flight
Friday1daily flight
Saturday5daily flights
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