£49 Cheap Flights from Tampa (TPA) to Chicago (CHI)

View £49 flight on Tue, 28 Oct 2025Opens in a new window

Popular airlines from Tampa Intl. Airport (TPA) to Chicago

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Cheap Flights from Tampa (TPA) to Chicago (CHI)

Prices were available within the past 7 days and start at £49 for one-way flights and £274 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

JetBlue Airways
Tue, 7 Oct - Fri, 10 Oct
TPA
Tampa
ORD
Chicago
£274 Return, found 3 days ago
£274
Return
found 3 days ago
Select JetBlue Airways flight, departing Tue, 7 Oct from Tampa to Chicago, returning Fri, 10 Oct, priced at £274 found 3 days ago
JetBlue Airways
Thu, 23 Oct - Sun, 26 Oct
TPA
Tampa
ORD
Chicago
£291 Return, found 12 hours ago
£291
Return
found 12 hours ago
Select JetBlue Airways flight, departing Thu, 23 Oct from Tampa to Chicago, returning Sun, 26 Oct, priced at £291 found 12 hours ago
Alaska Airlines
Mon, 27 Oct - Tue, 28 Oct
TPA
Tampa
ORD
Chicago
£300 Return, found 4 days ago
£300
Return
found 4 days ago
Select Alaska Airlines flight, departing Mon, 27 Oct from Tampa to Chicago, returning Tue, 28 Oct, priced at £300 found 4 days ago
JetBlue Airways
Thu, 23 Oct - Sun, 26 Oct
TPA
Tampa
ORD
Chicago
£302 Return, found 12 hours ago
£302
Return
found 12 hours ago
Select JetBlue Airways flight, departing Thu, 23 Oct from Tampa to Chicago, returning Sun, 26 Oct, priced at £302 found 12 hours ago
JetBlue Airways
Tue, 7 Oct - Fri, 10 Oct
TPA
Tampa
ORD
Chicago
£303 Return, found 3 days ago
£303
Return
found 3 days ago
Select JetBlue Airways flight, departing Tue, 7 Oct from Tampa to Chicago, returning Fri, 10 Oct, priced at £303 found 3 days ago
JetBlue Airways
Tue, 7 Oct - Fri, 10 Oct
TPA
Tampa
ORD
Chicago
£305 Return, found 3 days ago
£305
Return
found 3 days ago
Select JetBlue Airways flight, departing Tue, 7 Oct from Tampa to Chicago, returning Fri, 10 Oct, priced at £305 found 3 days ago
Alaska Airlines
Mon, 27 Oct - Tue, 28 Oct
TPA
Tampa
ORD
Chicago
£312 Return, found 4 days ago
£312
Return
found 4 days ago
Select Alaska Airlines flight, departing Mon, 27 Oct from Tampa to Chicago, returning Tue, 28 Oct, priced at £312 found 4 days ago
JetBlue Airways
Thu, 23 Oct - Sun, 26 Oct
TPA
Tampa
ORD
Chicago
£314 Return, found 12 hours ago
£314
Return
found 12 hours ago
Select JetBlue Airways flight, departing Thu, 23 Oct from Tampa to Chicago, returning Sun, 26 Oct, priced at £314 found 12 hours ago
JetBlue Airways
Thu, 23 Oct - Sun, 26 Oct
TPA
Tampa
ORD
Chicago
£325 Return, found 12 hours ago
£325
Return
found 12 hours ago
Select JetBlue Airways flight, departing Thu, 23 Oct from Tampa to Chicago, returning Sun, 26 Oct, priced at £325 found 12 hours ago
Alaska Airlines
Thu, 23 Oct - Sun, 26 Oct
TPA
Tampa
ORD
Chicago
£327 Return, found 12 hours ago
£327
Return
found 12 hours ago
Select Alaska Airlines flight, departing Thu, 23 Oct from Tampa to Chicago, returning Sun, 26 Oct, priced at £327 found 12 hours ago

Find the cheapest month to fly from Tampa (TPA) to Chicago (CHI)

January is typically the cheapest month to fly

From £35 - £210 per traveller.
Flight from Tampa to Chicago route information
Origin airport
Tampa Intl.
Destination airport
O'Hare Intl.
Return price
£274
Distance
1621 km

Compare flights from Tampa to Chicago easily and book with confidence

For travelling on business or for pleasure, Expedia makes it easy to book your flights from Tampa to Chicago. Operating between them flights per day, 20 airlines cover the route. And fly direct, getting you to CHI-All Airports in just hours. If you have a preferred carrier, use our advanced search tool to find the right flight from Tampa Intl. to CHI-All Airports.  

To make things even better, in the advanced search, you can also choose to fly economy, premium economy, business or first class, select your maximum number of stops, and pick your preferred departure and arrival time. You can also opt for refundable and direct flights. 

Grab a great deal on your flight from Tampa Intl. (TPA) to CHI-All Airports (CHI)

The easiest way to view the best deals on flights from Tampa to Chicago today is to enter your travel dates and hit search. From here, you can sort your results by price to see the cheapest flights first. Right now, return flights from Tampa Intl. to CHI-All Airports start at just £274 and range up to £327.  

To find an even better deal, try  

  • being flexible on your dates – midweek flights can be cheaper
  • looking for other airports near Tampa and Chicago
  • booking your flight during October, the cheapest month on this route
  • varying your flight times – early morning and late at night are sometimes cheaper 

Why you should book your Tampa to Chicago flight with Expedia!

We cater for all flight types, cabin classes and airlines. So whether you’re booking flights from Tampa Intl. to CHI-All Airports for a budget break or a business trip with a bit of pleasure thrown in, we make it easy to secure the seat that’s right for you.  

Thanks to our supersized inventory that offers great choice all in one place, you know you’ll get a great deal with Expedia. Especially if you bundle your flight together with your hotel, you will unlock amazing savings. For added peace of mind, you can choose flexible bookings or filter to find refundable options, so you won’t pay a fee to change your flight.  

Frequently asked questions

How much is a flight from Tampa Airport to Chicago, IL (CHI-All Airports)?
Start packing your suitcase, because round-trip journeys from Tampa Airport to Chicago, IL (CHI-All Airports) start from £274. That's based on airfares listed within the last 7 days on Expedia for flights departing within the next year. Prices can change quickly, so book today to lock in the best deal. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from TPA to Chicago, IL (CHI-All Airports)?
This can differ between air carriers, as each one has its own terms and conditions. Visit the Customer Service Portal, where there are easy instructions on how to cancel online.
How do I find cheap flights from TPA to Chicago, IL (CHI-All Airports) that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for Tampa Intl. Airport (TPA) to Chicago, IL (CHI-All Airports) flights, you'll see a "no change fees" filter for you to select.
How far is the flight from Tampa Airport to Chicago, IL (CHI-All Airports)?
Expect to be in the air for a while, as the flight distance between Tampa and Illinois is 1,650 kilometres. Set up a playlist of your favourite songs before leaving home to keep yourself entertained during the trip.
Which airlines fly direct from Tampa Airport to Chicago, IL (CHI-All Airports)?
It's easy to fly directly from Tampa Intl. Airport (TPA) to Chicago, IL (CHI-All Airports). These are some of the top carriers that operate nonstop services on this route:

  • Southwest Airlines - (WN) with 125 monthly flights
  • United Airlines - (UA) with 121 monthly flights
  • American Airlines - (AA) with 60 monthly flights
  • Frontier Airlines - (F9) with 34 monthly flights

Are Tampa Airport to Chicago, IL (CHI-All Airports) flight tickets cheaper when they're purchased at the last minute?
Booking your trip from TPA to Chicago, IL (CHI-All Airports) at the last minute could be your ticket to a fantastic deal. However, it might cost you a whole lot more! If you'd prefer not to take the risk, book well ahead of your departure date. In fact, Expedia has some of the best bargains as far ahead as 12 months in advance. If your preferred air carrier hasn't released tickets yet, check back regularly as deals are updated on Expedia all the time.

Explore a world of travel with Expedia

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£677.30
*Available to Expedia members.