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O'Hare Intl

$69+ Cheap flights from Clearwater, FL to O'Hare Intl (ORD)

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 11/20. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — ORD
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
1 adult, Economy
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Cheapflights Tip: The best prices from Clearwater to Chicago O'Hare Intl are usually found in February or January, booked 49 days in advance, depart on a Thursday or Friday and return on a Wednesday

Cheap flight deals from Clearwater to O'Hare Intl

Keep the following information in mind while searching for Clearwater to O'Hare Intl flight deals. Data was last updated July 31, 2025.

Round-trip from

$117
(Booking.com)

One-way from

$69
(CheapOair)

Popular in

June

Cheapest in

February

Average price

$257
From Clearwater to Chicago O'Hare Intl
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One-way flight from Clearwater to Chicago O'Hare Intl
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Highest demand for flights based on searches. 11% potential increase in price ($31 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find flight deals from Clearwater to O'Hare Intl

Cheapest flights from Clearwater to O'Hare Intl
Explore the most affordable flight options available from Clearwater to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 31, 2025.

This Kiwi.com deal was found by Cheapflights users on 7/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/108:15 amTPA - ORD
Nonstop3h 03mMultiple Airlines
Sun 9/218:05 amORD - TPA
Nonstop3h 00mMultiple Airlines
Deal found 7/29$117
This Cheapflightsfares deal was found by Cheapflights users on 7/31. 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.
Thu 8/288:28 amTPA - ORD
Nonstop2h 58mSpirit Airlines
Tue 9/211:21 amORD - TPA
Nonstop2h 35mSpirit Airlines
Deal found 7/31$118
This Cheapflightsfares deal was found by Cheapflights users on 7/29. 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.
Thu 9/115:01 amTPA - ORD
Nonstop3h 09mFrontier
Sun 9/148:05 amORD - TPA
Nonstop3h 00mFrontier
Deal found 7/29$127

Cheapflights Fare Finder

 
Customize your flight search to find flights from Clearwater to O'Hare Intl 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 2,558,603 searches. Data last updated July 31, 2025.
Use the filters below to find and compare flights from Clearwater to Chicago O'Hare Intl Airport that are best for you.

Fly from

Clearwater

Fly to

O'Hare Intl

Route

Depart

Return

Price

TampaChicago

TPA - ORD

TPAORD

Tampa

Wed 9/10

8:15 am-10:18 am

Nonstop3h 03m

Chicago O'Hare Intl

Sun 9/21

8:05 am-12:05 pm

Nonstop3h 00m

$117

TampaChicago

TPA - ORD

TPAORD

Tampa

Thu 8/28

8:28 am-10:26 am

Nonstop2h 58m

Chicago O'Hare Intl

Tue 9/2

11:21 am-2:56 pm

Nonstop2h 35m

$118

TampaChicago

TPA - ORD

TPAORD

Tampa

Thu 9/11

5:01 am-7:10 am

Nonstop3h 09m

Chicago O'Hare Intl

Sun 9/14

8:05 am-12:05 pm

Nonstop3h 00m

$127

TampaChicago

TPA - ORD

TPAORD

Tampa

Thu 11/20

11:37 am-1:38 pm

Nonstop3h 01m

$69

TampaChicago

TPA - ORD

TPAORD

Tampa

Mon 8/18

10:17 pm-12:25 am

Nonstop3h 08m

$74

TampaChicago

TPA - ORD

TPAORD

Tampa

Wed 11/5

12:30 pm-2:29 pm

Nonstop2h 59m

$79

TampaChicago

TPA - ORD

TPAORD

Tampa

Sat 9/27

8:10 am-2:33 pm

1 stop7h 23m

$99

TampaChicago

TPA - ORD

TPAORD

Tampa

Mon 9/1

7:20 am-12:45 pm

1 stop6h 25m

$109

TampaChicago

TPA - ORD

TPAORD

Tampa

Thu 12/25

2:05 pm-4:05 pm

Nonstop3h 00m

$115

TampaChicago

TPA - ORD

TPAORD

Tampa

Tue 12/30

11:51 am-5:26 pm

1 stop6h 35m

$117

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

Best time to book a flight from Clearwater to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Clearwater 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.

Cheapflights Insights

Everything you need to know about your flight from Clearwater to Chicago O'Hare Intl Airport

How far ahead should I book a flight from Clearwater to Chicago O'Hare Intl Airport?

Use this chart to determine the optimal time to book a round-trip flight from Clearwater to O'Hare Intl. Price data was last updated on July 25, 2025.

The price you pay for your flight from Clearwater to Chicago O'Hare Intl Airport may vary depending on when you book. For the best chance of a lower fare, look to book 49 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Clearwater to Chicago O'Hare Intl Airport?

Currently, August is the cheapest month in which you can book a flight from Clearwater to Chicago O'Hare Intl Airport (average of $245). Flying from Clearwater to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $321). 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 CL9 to ORD?

Find hourly flight availability from Clearwater to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 31, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Clearwater to Chicago O'Hare Intl Airport as you normally would.

What is the cheapest day to fly from Clearwater to Chicago O'Hare Intl Airport?

Use this chart to determine the cheapest time to fly round-trip from Clearwater to O'Hare Intl. Price data was last updated on December 16, 2024.

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

Weekly flight availability from Clearwater to Chicago O'Hare Intl Airport

Explore weekly flight availability from Clearwater to O'Hare Intl. 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 July 31, 2025.

The most flights from CL9 to ORD are scheduled on a Thursday (62 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (29 on average).

Reviews of airlines servicing O'Hare Intl

Get insights into the airlines that provide service to O'Hare Intl. 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 O'Hare Intl. Reviews last updated July 31, 2025.
Read through reviews of airlines operating flights from Clearwater to Chicago O'Hare Intl Airport, such as Southwest, Delta, and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,246 reviews

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
Delta
8.0
Very good
7,981 reviews
Southwest
8.0
Very good
4,246 reviews

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
United Airlines
7.4
Good
8,900 reviews
Southwest
8.0
Very good
4,246 reviews

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,246 reviews

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
Sun Country Air
6.9
Okay
334 reviews
Southwest
8.0
Very good
4,246 reviews

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Related info for your journey

Find useful and relevant information for your journey from Clearwater to O'Hare Intl. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Clearwater to Chicago O'Hare Intl Airport one-way?

    $69 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on Frontier and United Airlines, with prices starting from $74 and $79, respectively.

  • What are the most reliable airlines from Clearwater to Chicago O'Hare Intl Airport?

    The top 3 most reliable airlines when flying from Clearwater to Chicago O'Hare Intl Airport are Brussels Airlines (93%), Austrian Airlines (93%) and Cathay Pacific (88%).

  • What are the cheapest flights from Clearwater to Chicago O'Hare Intl Airport?

    On average you can expect to pay $2,179 for a flight from Clearwater to Chicago O'Hare Intl Airport. The cheapest flight overall is $64 while the most popular route, (Tampa - Chicago O'Hare Intl) is currently priced at $98.

  • Can I find deals for flights from Clearwater to O'Hare Intl that include hotel bookings?

    Yes. In addition to deals on Clearwater to O'Hare Intl flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Clearwater to O'Hare Intl?

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

  • Can I find deals for business class flights from Clearwater to O'Hare Intl?

    Yes. Cheapflights offers flight deals from Clearwater to O'Hare Intl by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Clearwater to Chicago O'Hare Intl Airport?

    Currently, August is the cheapest month in which you can book a flight from Clearwater to Chicago O'Hare Intl Airport (average of $245). Flying from Clearwater to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $321). 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

Traveling to a place near Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Schaumburg
Rosemont
Beloit
Hoffman Estates
Skokie
Naperville
Des Plaines
Elgin
Arlington Heights
Elk Grove Village
Racine
Rockford
Tinley Park
Orland Park
Merrillville
Downers Grove
Evanston
Lake Geneva
Gurnee
Joliet

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Top 6 airlines flying from Clearwater to O'Hare Intl

Discover the top 6 airlines that operate flights from Clearwater to O'Hare Intl. 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 2,558,603 searches. Data last updated July 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$48Average$157FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$70Average$154FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$157Average$367FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$158Average$312FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$165Average$305FlexibilityNo cancel feeOn-time63%
DeltaCheapest$196Average$618FlexibilityNo cancel feeOn-timeN/A

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