O'Hare Intl

$76+ 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 6/9. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — ORD
Jun 2 — Jun 91
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Cheapflights Tip: The best prices from Clearwater to Chicago O'Hare Intl are usually found in October or August, booked 52 days in advance, depart on a Thursday or Friday and return on a Wednesday

Cheap 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 May 3, 2026.

This Kiwi.com deal was found by Cheapflights users on 4/29. 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.
Tue 5/261:56 pm
TPA
-
ORD
1 stop23h 41m
Multiple Airlines
Sat 5/308:30 am
ORD
-
TPA
Nonstop2h 39m
Multiple Airlines
Deal found 4/29$150
This Kiwi.com deal was found by Cheapflights users on 4/29. 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 5/279:46 pm
TPA
-
ORD
1 stop15h 51m
Multiple Airlines
Sat 5/301:50 pm
ORD
-
TPA
1 stop5h 08m
Multiple Airlines
Deal found 4/29$151
This Kiwi.com deal was found by Cheapflights users on 5/1. 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 6/42:25 pm
TPA
-
ORD
1 stop6h 04m
Frontier
Tue 6/96:55 am
ORD
-
TPA
1 stop10h 56m
Frontier
Deal found 5/1$153
This Kiwi.com deal was found by Cheapflights users on 4/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/272:25 pm
TPA
-
ORD
1 stop6h 16m
Frontier
Sat 5/301:50 pm
ORD
-
TPA
1 stop5h 08m
Frontier
Deal found 4/30$154
This Expedia deal was found by Cheapflights users on 4/29. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/1610:21 am
TPA
-
ORD
Nonstop3h 02m
Spirit Airlines
Wed 5/208:30 am
ORD
-
TPA
Nonstop2h 39m
Spirit Airlines
Deal found 4/29$158
This Mytrip deal was found by Cheapflights users on 4/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2110:21 am
TPA
-
ORD
Nonstop3h 02m
Spirit Airlines
Tue 5/268:30 am
ORD
-
TPA
Nonstop2h 39m
Spirit Airlines
Deal found 4/29$159
This Kiwi.com deal was found by Cheapflights users on 4/29. 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.
Thu 5/147:18 am
TPA
-
ORD
Nonstop3h 09m
Multiple Airlines
Sat 5/308:30 am
ORD
-
TPA
Nonstop2h 39m
Multiple Airlines
Deal found 4/29$160
This Cheapflightsfares deal was found by Cheapflights users on 4/30. 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.
Sat 5/24:04 pm
TPA
-
ORD
Nonstop3h 20m
Frontier
Sun 5/1710:22 am
ORD
-
TPA
Nonstop3h 02m
Frontier
Deal found 4/30$161
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 5/262:25 pm
TPA
-
ORD
1 stop6h 16m
Frontier
Sat 5/306:55 am
ORD
-
TPA
1 stop9h 52m
Frontier
Deal found 4/28$163

Find 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 May 3, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$150
(Kiwi.com)

One-way from

$76
(Kiwi.com)

Popular in

April

Cheapest in

October

Average price

$255
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. 14% potential increase in price ($43 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
Average for round-trip flights in May 2026

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 May 3, 2026.
Use the filters below to find and compare flights from Clearwater to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

TampaChicago

TPA - ORD

TPAORD

Tampa

Mon 6/1

7:27 pm-9:38 pm

Nonstop3h 11m

Chicago O'Hare Intl

Wed 6/3

8:40 am-3:15 pm

1 stop5h 35m

$190

TampaChicago

TPA - ORD

TPAORD

Tampa

Tue 6/2

1:45 pm-8:26 pm

1 stop7h 41m

Chicago O'Hare Intl

Tue 6/16

7:01 am-12:53 pm

1 stop4h 52m

$197

TampaChicago

TPA - ORD

TPAORD

Tampa

Wed 8/26

4:30 pm-6:36 pm

Nonstop3h 06m

Chicago O'Hare Intl

Sat 8/29

7:15 am-11:10 am

Nonstop2h 55m

$205

TampaChicago

TPA - ORD

TPAORD

Tampa

Sat 5/23

1:45 pm-6:41 pm

1 stop5h 56m

Chicago O'Hare Intl

Wed 5/27

6:06 pm-12:31 am

1 stop5h 25m

$208

TampaChicago

TPA - ORD

TPAORD

Tampa

Tue 6/16

7:27 pm-9:38 pm

Nonstop3h 11m

Chicago O'Hare Intl

Thu 6/18

7:31 am-11:24 am

Nonstop2h 53m

$243

TampaChicago

TPA - ORD

TPAORD

Tampa

Sat 5/23

4:17 pm-9:46 pm

1 stop6h 29m

Chicago O'Hare Intl

Mon 5/25

5:19 pm-11:16 pm

1 stop4h 57m

$249

TampaChicago

TPA - ORD

TPAORD

Tampa

Sat 10/24

7:00 pm-11:15 pm

1 stop5h 15m

Chicago O'Hare Intl

Sat 10/31

6:05 pm-9:48 pm

Nonstop2h 43m

$251

TampaChicago

TPA - ORD

TPAORD

Tampa

Wed 5/13

3:16 pm-9:53 pm

1 stop7h 37m

Chicago O'Hare Intl

Wed 5/27

2:59 pm-9:01 pm

1 stop5h 02m

$253
Quickest round-trip

TampaChicago

TPA - ORD

TPAORD

Tampa

Fri 6/19

5:33 pm-7:39 pm

Nonstop3h 06m

Chicago O'Hare Intl

Sun 6/21

12:58 pm-4:38 pm

Nonstop2h 40m

$259

TampaChicago

TPA - ORD

TPAORD

Tampa

Tue 9/1

4:30 pm-6:36 pm

Nonstop3h 06m

Chicago O'Hare Intl

Wed 9/2

7:15 am-11:10 am

Nonstop2h 55m

$259

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 22 resultsSorted by cheapest first
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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

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 May 3, 2026.

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 49% 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 April 25, 2026.

Travelers seeking maximum savings on their Clearwater to Chicago O'Hare Intl Airport flight should consider departing on Saturday evenings when fares are most often at their lowest. Monday mornings 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 May 3, 2026.

The most flights from CL9 to ORD are scheduled on a Saturday (69 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (39 on average).

How much does it cost to fly round-trip from Clearwater to Chicago O'Hare Intl Airport?

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 May 3, 2026.
Read through reviews of airlines operating flights from Clearwater to Chicago O'Hare Intl Airport, such as Southwest,United Airlines, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Food

7.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Food

7.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Food

7.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Food

7.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Food

7.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Food

7.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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?

    United Airlines and Delta can get you from Clearwater to Chicago O'Hare Intl Airport in just under 3h 11m. Your travel time can differ by up to 4h 30m. 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?

    $46 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Spirit Airlines and American Airlines, with prices starting from $48 and $78, 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 Cathay Pacific (83%), Japan Airlines (83%) and Emirates (80%).

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

    On average you can expect to pay $971 for a flight from Clearwater to Chicago O'Hare Intl Airport. The cheapest flight overall is $77 while the most popular route, (Tampa - Chicago O'Hare Intl) is currently priced at $138.

  • 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.

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
Rosemont
Schaumburg
Naperville
Lake Geneva
Gurnee
Delavan
Downers Grove
Oakbrook Terrace
Benton Harbor
Hoffman Estates
Des Plaines
Oak Brook
South Holland
Libertyville
Warrenville
Elk Grove Village
Bridgeview
Great Lakes
Lansing
Arlington Heights

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Top 7 airlines flying from Clearwater to O'Hare Intl

Discover the top 7 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 May 3, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$58Average$170FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$68Average$158FlexibilityNo cancel feeOn-time65%
DeltaCheapest$142Average$634FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$146Average$301FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$156Average$348FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$157Average$258FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$157Average$308FlexibilityNo cancel feeOn-time71%

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