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$37+ Cheap flights from Chicago (CHI) to Clearwater, FL

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 12/3. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MCO
Nov 9 — Nov 161
1 adult
Sat 11/9
Sat 11/16
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The best prices from Chicago to Clearwater are usually found in September or April, booked 23 days in advance, depart on a Tuesday or Wednesday and return on a Friday

Cheap flight deals from Chicago to Clearwater

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Clearwater (CL9). 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 November 4, 2024.

Popular in

March

Cheapest in

September

Round-trip from

$78
(Frontier)

One-way from

$37
(Cheapflightsfares)
High demand for flights, 27% potential price rise
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Best time to find cheap flights, 21% potential price drop
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From Chicago (CHI) to Clearwater
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One-way flight from Chicago (CHI) to Clearwater
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Find flight deals from Chicago to Clearwater

Cheapest flights from Chicago to Clearwater
Explore the most affordable flight options available from Chicago to Clearwater. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 4, 2024.

This CheapOair deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/1111:25 amORD - TPA
Nonstop2h 50mMultiple Airlines
Tue 12/1710:36 amTPA - ORD
Nonstop3h 10mMultiple Airlines
Deal found 11/4$97
This Frontier deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/77:15 amMDW - TPA
1 stop10h 43mFrontier
Sun 12/89:53 amTPA - MDW
Nonstop2h 47mFrontier
Deal found 11/3$98
This Cheapflightsfares deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/214:45 pmORD - TPA
Nonstop2h 53mFrontier
Tue 12/2410:36 amTPA - ORD
Nonstop3h 10mFrontier
Deal found 11/3$100
This FareScan deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/36:00 amORD - TPA
Nonstop2h 41mSpirit Airlines
Tue 12/1010:42 amTPA - ORD
2 stops24h 35mSpirit Airlines
Deal found 11/3$102
This Southwest deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/310:05 amMDW - TPA
1 stop6h 20mSouthwest
Thu 12/57:25 amTPA - MDW
Nonstop2h 45mSouthwest
Deal found 11/3$234
This Delta deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/41:30 pmMDW - TPA
1 stop6h 23mDelta
Wed 12/2511:38 amTPA - MDW
1 stop5h 32mDelta
Deal found 11/3$239

Find flights from Chicago to Clearwater within your budget

Customize your flight search to find flights from Chicago to Clearwater 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 2,455,398 searches. Data last updated November 4, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoTampa

ORD - TPA

ORDTPA

Chicago O'Hare Intl

Wed 1/1

7:00 am-10:48 am

Nonstop2h 48m

$46

ChicagoTampa

ORD - TPA

ORDTPA

Chicago O'Hare Intl

Thu 1/9

3:51 pm-1:45 am

1 stop8h 54m

$47

ChicagoTampa

ORD - TPA

ORDTPA

Chicago O'Hare Intl

Tue 2/18

7:35 am-11:26 am

Nonstop2h 51m

$79

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Sat 1/11

5:10 pm-8:45 pm

Nonstop2h 35m

$79

ChicagoTampa

ORD - TPA

ORDTPA

Chicago O'Hare Intl

Wed 12/4

7:05 am-1:07 pm

1 stop5h 02m

$98

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Thu 11/28

2:31 pm-6:17 pm

Nonstop2h 46m

$51

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Thu 11/14

6:46 pm-9:40 am

1 stop13h 54m

$102

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Thu 1/9

8:45 am-8:09 am

3 stops22h 24m

$128

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Wed 12/4

6:00 am-12:35 pm

1 stop5h 35m

$98

ChicagoTampa

ORD - TPA

ORDTPA

Chicago O'Hare Intl

Sat 12/28

8:03 pm-9:52 am

1 stop12h 49m

$204

Flights are sorted by cheapest first

Deals found on 11/3

Showing 1-10 of 21 results
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Best time to book a flight from Chicago to Clearwater

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

Travel insights for flights from Chicago to Clearwater

Get recent, data-driven insights about flights from Chicago to Clearwater including ideal travel times, pricing trends, and more.

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

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Clearwater. Price data was last updated on November 1, 2024.

The price you pay for your flight from Chicago to Clearwater may vary depending on when you book. For the best chance of a lower fare, look to book 23 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

Find deals

What is the cheapest month to book a flight from Chicago to Clearwater?

Currently, December is the cheapest month in which you can book a flight from Chicago to Clearwater (average of $203). Flying from Chicago to Clearwater in November is currently the most expensive (average of $263). 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.

What is the cheapest time of day to fly from CHI to CL9?

Find hourly flight availability from Chicago to Clearwater. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 4, 2024.

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

What is the cheapest day to fly from Chicago to Clearwater?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Clearwater. Price data was last updated on October 27, 2024.

Travelers seeking maximum savings on their Chicago to Clearwater flight should consider departing on Tuesday evenings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Find deals

Weekly flight availability from Chicago to Clearwater

Explore weekly flight availability from Chicago to Clearwater. 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 November 4, 2024.

The most flights from CHI to CL9 are scheduled on a Monday (54 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (26 on average).

Rainfall in Clearwater by month

Plan your trip to Clearwater by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Clearwater ranges from 1.6 - 7.8 inches per month. August is typically the wettest month, when rainfall can reach 7.8 in. November is typically the driest time to visit Clearwater when rainfall is around 1.6 in.

Temperature in Clearwater by month

Plan your trip to Clearwater by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Clearwater, use this chart to help with planning. For those seeking warmer temperatures, June 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 60.8 F).

Reviews of airlines servicing Clearwater

Get insights into the airlines that provide service to Clearwater. 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 Clearwater. Reviews last updated November 4, 2024.
Read reviews from past customers who have flown Southwest, Frontier and Spirit Airlines from Chicago to Clearwater. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
5,089 reviews

Overall

8.1

Food

7.2

Entertainment

7.7

Boarding

8.3

Comfort

8.1

Crew

8.7

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Southwest
8.1
Very good
5,089 reviews
Southwest
8.1
Very good
5,089 reviews

Overall

8.1

Food

7.2

Entertainment

7.7

Boarding

8.3

Comfort

8.1

Crew

8.7

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Delta
8.0
Very good
8,829 reviews
Southwest
8.1
Very good
5,089 reviews

Overall

8.1

Food

7.2

Entertainment

7.7

Boarding

8.3

Comfort

8.1

Crew

8.7

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Porter Airlines
7.7
Good
293 reviews
Southwest
8.1
Very good
5,089 reviews

Overall

8.1

Food

7.2

Entertainment

7.7

Boarding

8.3

Comfort

8.1

Crew

8.7

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

JetBlue
7.5
Good
3,493 reviews
Southwest
8.1
Very good
5,089 reviews

Overall

8.1

Food

7.2

Entertainment

7.7

Boarding

8.3

Comfort

8.1

Crew

8.7

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Avelo Airlines
7.5
Good
74 reviews
Southwest
8.1
Very good
5,089 reviews

Overall

8.1

Food

7.2

Entertainment

7.7

Boarding

8.3

Comfort

8.1

Crew

8.7

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Clearwater. 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 Clearwater for under $100 on Cheapflights?

    Yes, there are multiple flights from Chicago to Clearwater for under $100. The cheapest flight booked recently is on Frontier for just $78, but on average you can expect to pay $138.

  • Are there nonstop flights from Chicago to Clearwater for under $100 on Cheapflights?

    Cheapflights has at least 7 direct flights from Chicago to Clearwater under $100. A good price for a nonstop flight from Chicago to Clearwater is less than $145.

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

    There are currently 12+ open flights from Chicago to Clearwater within the next 7 days for less than $200.

  • What days are nonstop flights available from Chicago to Clearwater?

    Nonstop flights can be found on the following days: Tuesday, Wednesday, Thursday, Friday, Saturday.

  • How many flights depart from Chicago to Clearwater on average per day?

    Per day, 33 flights depart from Chicago to Clearwater on average.
    Morning (6am - Noon) - 52% of flight departures
    Afternoon (Noon - 6pm) - 24% of flight departures
    Evening (6pm - Midnight) - 24% of flight departures

  • How long is the flight from Chicago to Clearwater?

    There are many flights that can get you from Chicago to Clearwater in 2h 41m. Fly via Frontier, Spirit Airlines, or Delta to get the fastest option. There are 1011 mi between Chicago and Clearwater. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    The cheapest airlines for a one-way flight from Chicago to Clearwater are Spirit Airlines ($37), Frontier ($38), and United Airlines ($79).

  • What are the most reliable airlines from Chicago to Clearwater?

    No one likes to see their flight delayed. When booking a flight from Chicago to Clearwater consider choosing Royal Jordanian (97%), Alaska Airlines (94%) or Spirit Airlines (94%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Chicago to Clearwater?

    Looking for the cheapest flight from Chicago to Clearwater? While on average our users pay $601, our data indicates the cheapest price to be $60. The most popular route (Chicago O'Hare Intl - Tampa), is priced around $77.

  • What does ORD to MCO mean?

    ORD and MCO are unique codes to identify airports used in the aviation industry. They are defined by IATA (International Air Transport Association) and are commonly called IATA codes. ORD to MCO refers to a flight route from Chicago O'Hare Intl Airport to Orlando Airport. Ready for more IATA code knowledge? These are related airports for your current travel destination: Tampa Airport (TPA), Sarasota Bradenton Intl Airport (SRQ), Orlando Sanford Intl Airport (SFB), Tampa St. Petersburg Airport (PIE), Punta Gorda Airport (PGD).

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

    The amount of baggage you can bring on your Chicago to Clearwater 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 Clearwater with specific airlines?

    Yes, Cheapflights allows you to browse and filter Chicago to Clearwater 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 Clearwater that include hotel bookings?

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

  • How can I find direct flights from Chicago to Clearwater?

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

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

    Yes. Cheapflights offers flight deals from Chicago to Clearwater 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 Clearwater that allow pets onboard?

    Many airlines flying from Chicago to Clearwater 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 Clearwater?

    Yes, you can often find last-minute deals on Chicago to Clearwater 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 Clearwater flight deals updated?

    The Chicago to Clearwater flight deals you see on this page were last updated on 11/4.

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

    Currently, December is the cheapest month in which you can book a flight from Chicago to Clearwater (average of $203). Flying from Chicago to Clearwater in November is currently the most expensive (average of $263). 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

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Top 7 airlines flying from Chicago to Clearwater

Discover the top 7 airlines that operate flights from Chicago to Clearwater. 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 2,455,398 searches. Data last updated November 4, 2024.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$23Average$149FlexibilityNo cancel feeOn-time65%
FrontierCheapest$39Average$183FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$94Average$216FlexibilityNo cancel feeOn-time88%
United AirlinesCheapest$154Average$334FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$157Average$310FlexibilityNo cancel feeOn-time71%
DeltaCheapest$195Average$395FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$218Average$399FlexibilityNo cancel feeOn-time63%
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