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O'Hare Intl

$55+ 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 10/12. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — ORD
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
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 Friday or Thursday 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 September 16, 2025.

Round-trip from

$100
(Cheapflightsfares)

One-way from

$55
(Kiwi.com)

Popular in

June

Cheapest in

February

Average price

$208
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 ($29 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 16, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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 10/28:15 amTPA - ORD
Nonstop3h 03mSpirit Airlines
Mon 10/66:18 pmORD - TPA
Nonstop2h 39mSpirit Airlines
Deal found 9/14$100
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
Sun 11/211:59 amTPA - ORD
Nonstop3h 00mMultiple Airlines
Tue 11/41:56 pmORD - TPA
Nonstop2h 42mMultiple Airlines
Deal found 9/14$101
This Booking.com deal was found by Cheapflights users on 9/15. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/248:13 amTPA - ORD
Nonstop2h 55mSpirit Airlines
Mon 10/272:25 pmORD - TPA
Nonstop2h 37mSpirit Airlines
Deal found 9/15$103
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
Thu 10/98:13 amTPA - ORD
Nonstop2h 55mSpirit Airlines
Sat 10/116:00 pmORD - TPA
Nonstop2h 39mSpirit Airlines
Deal found 9/16$105
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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 10/48:14 amTPA - ORD
Nonstop3h 03mSpirit Airlines
Tue 10/76:18 pmORD - TPA
Nonstop2h 39mSpirit Airlines
Deal found 9/15$109
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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 10/181:45 pmTPA - ORD
Nonstop3h 00mFrontier
Mon 10/205:50 pmORD - TPA
1 stop4h 52mFrontier
Deal found 9/14$110
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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 10/236:05 amTPA - ORD
1 stop5h 36mFrontier
Sun 10/265:50 amORD - TPA
Nonstop2h 55mFrontier
Deal found 9/14$111
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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 10/910:50 pmTPA - ORD
1 stop27h 09mFrontier
Sun 10/125:50 amORD - TPA
Nonstop2h 55mFrontier
Deal found 9/14$112
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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.
Wed 10/18:15 amTPA - ORD
Nonstop3h 03mSpirit Airlines
Wed 10/86:18 pmORD - TPA
Nonstop2h 39mSpirit Airlines
Deal found 9/14$115
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Thu 10/22:40 pmTPA - ORD
1 stop9h 05mMultiple Airlines
Tue 10/76:18 pmORD - TPA
Nonstop2h 39mMultiple Airlines
Deal found 9/15$116
This Priceline deal was found by Cheapflights users on 9/14. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/285:01 amTPA - ORD
Nonstop3h 09mMultiple Airlines
Wed 10/15:46 pmORD - TPA
Nonstop2h 45mMultiple Airlines
Deal found 9/14$117

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 September 16, 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

Sat 11/8

12:45 pm-2:45 pm

Nonstop3h 00m

Chicago O'Hare Intl

Tue 11/11

1:45 pm-9:30 pm

1 stop6h 45m

$157

TampaChicago

TPA - ORD

TPAORD

Tampa

Wed 11/5

12:30 pm-2:29 pm

Nonstop2h 59m

Chicago O'Hare Intl

Sat 11/8

8:50 am-5:46 pm

1 stop7h 56m

$179

TampaChicago

TPA - ORD

TPAORD

Tampa

Sat 2/28

11:37 am-1:38 pm

Nonstop3h 01m

Chicago O'Hare Intl

Tue 3/3

7:00 am-10:42 am

Nonstop2h 42m

$188

TampaChicago

TPA - ORD

TPAORD

Tampa

Sat 1/10

1:36 pm-7:44 pm

1 stop7h 08m

Chicago O'Hare Intl

Sat 1/17

8:00 am-3:46 pm

1 stop6h 46m

$197

TampaChicago

TPA - ORD

TPAORD

Tampa

Sat 2/28

2:45 pm-7:29 pm

1 stop5h 44m

Chicago O'Hare Intl

Tue 3/3

9:30 am-3:46 pm

1 stop5h 16m

$197

TampaChicago

TPA - ORD

TPAORD

Tampa

Tue 12/30

7:40 am-11:26 am

1 stop4h 46m

Chicago O'Hare Intl

Thu 1/1

5:40 am-11:14 am

1 stop4h 34m

$197

TampaChicago

TPA - ORD

TPAORD

Tampa

Thu 11/27

7:00 am-12:04 pm

1 stop6h 04m

Chicago O'Hare Intl

Wed 12/3

11:15 am-5:00 pm

1 stop4h 45m

$197

TampaChicago

TPA - ORD

TPAORD

Tampa

Fri 10/3

12:31 pm-2:32 pm

Nonstop3h 01m

Chicago O'Hare Intl

Sun 10/5

7:30 am-11:20 am

Nonstop2h 50m

$204

TampaChicago

TPA - ORD

TPAORD

Tampa

Mon 11/24

9:00 am-1:55 pm

1 stop5h 55m

Chicago O'Hare Intl

Fri 11/28

3:37 pm-7:29 pm

Nonstop2h 52m

$211

TampaChicago

TPA - ORD

TPAORD

Tampa

Wed 10/15

12:31 pm-2:32 pm

Nonstop3h 01m

Chicago O'Hare Intl

Sun 10/19

7:30 am-11:20 am

Nonstop2h 50m

$228

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 23 results
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2
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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 September 12, 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 September 16, 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 September 16, 2025.

The most flights from CL9 to ORD are scheduled on a Monday (64 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (37 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 September 16, 2025.
Read through reviews of airlines operating flights from Clearwater to Chicago O'Hare Intl Airport, such as Delta, United Airlines, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,957 reviews

Boarding

8.2

Entertainment

7.9

Overall

8.0

Comfort

7.9

Food

7.3

Crew

8.5

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Delta
8.0
Very good
7,957 reviews
Delta
8.0
Very good
7,957 reviews

Boarding

8.2

Entertainment

7.9

Overall

8.0

Comfort

7.9

Food

7.3

Crew

8.5

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
United Airlines
7.4
Good
8,924 reviews
Delta
8.0
Very good
7,957 reviews

Boarding

8.2

Entertainment

7.9

Overall

8.0

Comfort

7.9

Food

7.3

Crew

8.5

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,957 reviews

Boarding

8.2

Entertainment

7.9

Overall

8.0

Comfort

7.9

Food

7.3

Crew

8.5

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Spirit Airlines
6.3
Okay
8,019 reviews
Delta
8.0
Very good
7,957 reviews

Boarding

8.2

Entertainment

7.9

Overall

8.0

Comfort

7.9

Food

7.3

Crew

8.5

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Frontier
5.8
Fair
3,174 reviews
Delta
8.0
Very good
7,957 reviews

Boarding

8.2

Entertainment

7.9

Overall

8.0

Comfort

7.9

Food

7.3

Crew

8.5

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

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.

  • How long is the flight from Clearwater to Chicago O'Hare Intl Airport?

    Southwest, United Airlines, and Spirit Airlines can get you from Clearwater to Chicago O'Hare Intl Airport in just under 2h 59m. Your travel time will be generally consistent. The distance from Clearwater to Chicago O'Hare Intl Airport is about 1013 mi. All flights are typically nonstop.

  • 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 ITA Airways (100%), United Airlines (81%) and ANA (79%).

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

    On average you can expect to pay $1,117 for a flight from Clearwater to Chicago O'Hare Intl Airport. The cheapest flight overall is $54 while the most popular route, (Tampa - Chicago O'Hare Intl) is currently priced at $89.

  • 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
Skokie
Gurnee
Hoffman Estates
Des Plaines
Elgin
Arlington Heights
Orland Park
Beloit
Racine
Rockford
Oak Brook
Elk Grove Village
Downers Grove
Naperville
Evanston
Merrillville
Bridgeview
Warrenville

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Clearwater to O'Hare Intl

See prices for flight routes from nearby airports that may be better suited for you.
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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 September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$48Average$159FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$73Average$157FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$143Average$255FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$158Average$368FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$158Average$315FlexibilityNo cancel feeOn-time71%
DeltaCheapest$196Average$535FlexibilityNo cancel feeOn-timeN/A

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