O'Hare Intl

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

MCO — ORD
Nov 30 — Dec 71
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Cheapflights Tip: The best prices from Clearwater to Chicago O'Hare Intl are usually found in February or January, booked 64 days in advance, depart on a Friday or Thursday and return on a Wednesday

Find flight deals from Clearwater to O'Hare Intl

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Popular in

July

Cheapest in

February

Average price

$342
Provider with most accurate pricing for Tampa-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for Tampa-Chicago (CHI) flights.
Highest demand for flights based on searches. 16% potential increase in price ($61 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Average for round-trip flights in October 2026

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?

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 48% 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?

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. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing O'Hare Intl

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

Crew

8.6

Entertainment

7.5

Overall

7.9

Comfort

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Crew

8.6

Entertainment

7.5

Overall

7.9

Comfort

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Crew

8.6

Entertainment

7.5

Overall

7.9

Comfort

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Crew

8.6

Entertainment

7.5

Overall

7.9

Comfort

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Crew

8.6

Entertainment

7.5

Overall

7.9

Comfort

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Crew

8.6

Entertainment

7.5

Overall

7.9

Comfort

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Related info for your journey

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

    $48 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Southwest and JetBlue, with prices starting from $78 and $88, 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 Japan Airlines (88%), ITA Airways (87%) and ANA (84%).

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

    On average you can expect to pay $737 for a flight from Clearwater to Chicago O'Hare Intl Airport. The cheapest flight overall is $99 while the most popular route, (Tampa - Chicago O'Hare Intl) is currently priced at $124.

  • 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
Benton Harbor
Rosemont
Naperville
Lake Geneva
Des Plaines
Glenview
Schaumburg
Oak Brook
Aurora
Oakbrook Terrace
Delavan
Beloit
Libertyville
Rockford
Hoffman Estates
Gurnee
Orland Park
South Holland
Elgin
Racine

Browse thousands of different options on Cheapflights for your next trip

Top 6 airlines flying from Clearwater to O'Hare Intl

AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$58Average$222FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$146Average$301FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$157Average$296FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$168Average$395FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$177Average$363FlexibilityNo cancel feeOn-time71%
DeltaCheapest$212Average$373FlexibilityNo cancel feeOn-timeN/A

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