O'Hare Intl

$64+ 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 11/14. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — ORD
Nov 29 — Dec 61
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Cheapflights Tip: The best prices from Clearwater to Chicago O'Hare Intl are usually found in February or January, booked 85 days in advance, depart on a Friday or Thursday and return on a Wednesday

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 October 30, 2025.

This CheapOair deal was found by Cheapflights users on 10/28. 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.
Thu 12/115:52 pmTPA - ORD
1 stop27h 50mFrontier
Sun 12/148:45 amORD - TPA
Nonstop3h 04mFrontier
Deal found 10/28$102
This Frontier deal was found by Cheapflights users on 10/27. 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.
Thu 11/611:59 amTPA - ORD
Nonstop3h 00mFrontier
Thu 11/1312:00 pmORD - TPA
1 stop6h 56mFrontier
Deal found 10/27$103
This Cheapflightsfares deal was found by Cheapflights users on 10/29. 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.
Fri 11/1410:53 amTPA - ORD
Nonstop2h 58mSpirit Airlines
Mon 11/171:56 pmORD - TPA
Nonstop2h 43mSpirit Airlines
Deal found 10/29$104
This Priceline deal was found by Cheapflights users on 10/30. 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.
Fri 12/59:00 amTPA - ORD
Nonstop3h 05mMultiple Airlines
Mon 12/81:34 pmORD - TPA
Nonstop2h 43mMultiple Airlines
Deal found 10/30$105
This Kiwi.com deal was found by Cheapflights users on 10/28. 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.
Tue 11/257:46 pmTPA - ORD
Nonstop3h 01mFrontier
Sun 12/78:45 amORD - TPA
Nonstop3h 04mFrontier
Deal found 10/28$108
This Frontier deal was found by Cheapflights users on 10/30. 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.
Thu 11/208:35 pmTPA - ORD
Nonstop3h 01mFrontier
Fri 12/512:15 pmORD - TPA
Nonstop3h 03mFrontier
Deal found 10/30$109
This Frontier deal was found by Cheapflights users on 10/29. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/176:50 pmTPA - ORD
1 stop6h 21mFrontier
Sat 12/61:24 pmORD - TPA
1 stop7h 07mFrontier
Deal found 10/29$110
This Frontier deal was found by Cheapflights users on 10/29. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/136:10 amTPA - ORD
1 stop5h 31mFrontier
Tue 11/1812:37 pmORD - TPA
1 stop5h 50mFrontier
Deal found 10/29$111
This Cheapflightsfares deal was found by Cheapflights users on 10/29. 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 11/136:51 pmTPA - ORD
1 stop6h 20mFrontier
Sun 11/167:05 amORD - TPA
Nonstop2h 44mFrontier
Deal found 10/29$112
This Cheapflightsfares deal was found by Cheapflights users on 10/30. 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.
Fri 12/59:00 amTPA - ORD
Nonstop3h 05mFrontier
Sun 12/77:00 amORD - TPA
1 stop20h 25mFrontier
Deal found 10/30$114
This Frontier deal was found by Cheapflights users on 10/28. 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.
Fri 12/1212:16 pmTPA - ORD
1 stop9h 26mFrontier
Sun 12/148:45 amORD - TPA
Nonstop3h 04mFrontier
Deal found 10/28$115

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 October 30, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$102
(CheapOair)

One-way from

$64
(Cheapflightsfares)

Popular in

June

Cheapest in

February

Average price

$224
Provider with most accurate pricing for Tampa-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for Tampa-Chicago (CHI) flights.
From Clearwater to Chicago O'Hare Intl
One-way flight from Clearwater to Chicago O'Hare Intl
Highest demand for flights based on searches. 12% potential increase in price ($32 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
Average for round-trip flights in October 2025

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 October 30, 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

Mon 11/17

6:15 am-5:15 pm

1 stop12h 00m

Chicago O'Hare Intl

Wed 11/19

6:05 pm-6:30 am

1 stop11h 25m

$110

TampaChicago

TPA - ORD

TPAORD

Tampa

Thu 12/4

7:30 am-9:29 am

Nonstop2h 59m

Chicago O'Hare Intl

Sun 12/7

7:30 am-11:20 am

Nonstop2h 50m

$158

TampaChicago

TPA - ORD

TPAORD

Tampa

Fri 12/5

7:30 am-9:29 am

Nonstop2h 59m

Chicago O'Hare Intl

Sat 12/6

11:15 am-3:08 pm

Nonstop2h 53m

$158

TampaChicago

TPA - ORD

TPAORD

Tampa

Mon 11/17

7:25 am-12:27 am

2 stops18h 02m

Chicago O'Hare Intl

Wed 11/19

5:10 am-11:17 pm

2 stops17h 07m

$190

TampaChicago

TPA - ORD

TPAORD

Tampa

Mon 11/17

6:50 pm-12:11 am

1 stop6h 21m

Chicago O'Hare Intl

Wed 11/19

7:34 pm-2:02 pm

2 stops17h 28m

$194

TampaChicago

TPA - ORD

TPAORD

Tampa

Sat 1/10

2:31 pm-9:04 pm

1 stop7h 33m

Chicago O'Hare Intl

Sat 1/17

11:05 am-6:35 pm

1 stop6h 30m

$197

TampaChicago

TPA - ORD

TPAORD

Tampa

Wed 11/19

6:04 pm-10:30 pm

1 stop5h 26m

Chicago O'Hare Intl

Thu 11/27

1:14 pm-9:23 pm

1 stop7h 09m

$208

TampaChicago

TPA - ORD

TPAORD

Tampa

Wed 11/19

5:40 am-10:01 am

1 stop5h 21m

Chicago O'Hare Intl

Tue 12/2

5:30 am-2:00 pm

1 stop7h 30m

$233

TampaChicago

TPA - ORD

TPAORD

Tampa

Mon 12/8

7:30 am-9:29 am

Nonstop2h 59m

Chicago O'Hare Intl

Thu 12/11

3:47 pm-7:39 pm

Nonstop2h 52m

$251

TampaChicago

TPA - ORD

TPAORD

Tampa

Wed 12/24

6:50 am-12:15 pm

1 stop6h 25m

Chicago O'Hare Intl

Wed 12/24

1:45 pm-9:30 pm

1 stop6h 45m

$269

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 21 results
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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 October 24, 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 85 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, January is the cheapest month in which you can book a flight from Clearwater to Chicago O'Hare Intl Airport (average of $31). Flying from Clearwater to Chicago O'Hare Intl Airport in June is currently the most expensive (average of $114). 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 October 30, 2025.

A simple way to save on the total cost of your ticket is to fly from Clearwater to Chicago O'Hare Intl Airport in the evening. If you’re flexible enough to do this you can expect to save up to 57% on your trip compared to booking a flight at noon.

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 Sunday evenings when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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 October 30, 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.

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

7.9

Crew

8.5

Boarding

8.2

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.

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

7.9

Crew

8.5

Boarding

8.2

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.

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

7.9

Crew

8.5

Boarding

8.2

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.

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

7.9

Crew

8.5

Boarding

8.2

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.

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

7.9

Crew

8.5

Boarding

8.2

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.

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

7.9

Crew

8.5

Boarding

8.2

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?

    Frontier, United Airlines, and Spirit Airlines can get you from Clearwater to Chicago O'Hare Intl Airport in just under 2h 59m. Your travel time can differ by up to 15h 03m. The distance from Clearwater to Chicago O'Hare Intl Airport is about 1013 mi. This flight may include one or multiple stops.

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

    $65 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 Southwest, with prices starting from $78 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 ITA Airways (97%), Japan Airlines (87%) and SWISS (86%).

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

    On average you can expect to pay $852 for a flight from Clearwater to Chicago O'Hare Intl Airport. The cheapest flight overall is $43 while the most popular route, (Tampa - Chicago O'Hare Intl) is currently priced at $85.

  • 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, January is the cheapest month in which you can book a flight from Clearwater to Chicago O'Hare Intl Airport (average of $31). Flying from Clearwater to Chicago O'Hare Intl Airport in June is currently the most expensive (average of $114). 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
Des Plaines
Gurnee
Hoffman Estates
Beloit
Elgin
Oak Brook
Elk Grove Village
Naperville
Racine
Downers Grove
Rockford
Orland Park
Merrillville
Bridgeview
Warrenville
Waukegan
Aurora

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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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$48Average$161FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$74Average$157FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$143Average$249FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$157Average$347FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$158Average$314FlexibilityNo cancel feeOn-time71%
DeltaCheapest$196Average$491FlexibilityNo cancel feeOn-timeN/A

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