Cheap flights from Tampa to Chicago

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Compare Tampa to Chicago flight deals

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Flight deals from Tampa to Chicago

Looking for a cheap last-minute deal or the best round-trip flight from Tampa to Chicago? If you want to travel next month, round-trip fares start from $124. Find the lowest prices on one-way and round-trip tickets right here.

Chicago.$84 per passenger.Departing Fri, Oct 23, returning Fri, Oct 30.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from St. Pete–Clearwater International on Fri, Oct 23, arriving in Chicago Rockford.Inbound direct flight with Allegiant Air departing from Chicago Rockford on Fri, Oct 30, arriving in St. Pete–Clearwater International.Price includes taxes and charges.From $84, select.

Chicago.$92 per passenger.Departing Fri, Oct 23, returning Mon, Nov 2.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from St. Pete–Clearwater International on Fri, Oct 23, arriving in Chicago Rockford.Inbound direct flight with Allegiant Air departing from Chicago Rockford on Mon, Nov 2, arriving in St. Pete–Clearwater International.Price includes taxes and charges.From $92, select.

Chicago.$100 per passenger.Departing Mon, Sep 21, returning Mon, Oct 5.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from St. Pete–Clearwater International on Mon, Sep 21, arriving in Chicago Rockford.Inbound direct flight with Allegiant Air departing from Chicago Rockford on Mon, Oct 5, arriving in St. Pete–Clearwater International.Price includes taxes and charges.From $100, select.

Chicago.$124 per passenger.Departing Mon, Sep 14, returning Wed, Sep 23.Round-trip flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departing from Tampa International on Mon, Sep 14, arriving in Chicago O'Hare International.Inbound indirect flight with Frontier Airlines, departing from Chicago O'Hare International on Wed, Sep 23, arriving in Tampa International.Price includes taxes and charges.From $124, select.

Chicago.$125 per passenger.Departing Fri, Jan 22, returning Mon, Jan 25.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from St. Pete–Clearwater International on Fri, Jan 22, arriving in Chicago Rockford.Inbound direct flight with Allegiant Air departing from Chicago Rockford on Mon, Jan 25, arriving in St. Pete–Clearwater International.Price includes taxes and charges.From $125, select.

Chicago.$128 per passenger.Departing Mon, Aug 31, returning Wed, Sep 2.Round-trip flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departing from Tampa International on Mon, Aug 31, arriving in Chicago O'Hare International.Inbound indirect flight with Frontier Airlines, departing from Chicago O'Hare International on Wed, Sep 2, arriving in Tampa International.Price includes taxes and charges.From $128, select.

Chicago.$134 per passenger.Departing Fri, Jan 22, returning Mon, Feb 1.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from St. Pete–Clearwater International on Fri, Jan 22, arriving in Chicago Rockford.Inbound direct flight with Allegiant Air departing from Chicago Rockford on Mon, Feb 1, arriving in St. Pete–Clearwater International.Price includes taxes and charges.From $134, select.

Chicago.$142 per passenger.Departing Wed, Nov 4, returning Sat, Nov 7.Round-trip flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departing from Tampa International on Wed, Nov 4, arriving in Chicago O'Hare International.Inbound indirect flight with Frontier Airlines, departing from Chicago O'Hare International on Sat, Nov 7, arriving in Tampa International.Price includes taxes and charges.From $142, select.

Chicago.$143 per passenger.Departing Mon, Sep 21, returning Fri, Sep 25.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from St. Pete–Clearwater International on Mon, Sep 21, arriving in Chicago Rockford.Inbound direct flight with Allegiant Air departing from Chicago Rockford on Fri, Sep 25, arriving in St. Pete–Clearwater International.Price includes taxes and charges.From $143, select.

Chicago.$151 per passenger.Departing Fri, Nov 13, returning Mon, Nov 16.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from St. Pete–Clearwater International on Fri, Nov 13, arriving in Chicago Rockford.Inbound direct flight with Allegiant Air departing from Chicago Rockford on Mon, Nov 16, arriving in St. Pete–Clearwater International.Price includes taxes and charges.From $151, select.

Chicago.$156 per passenger.Departing Thu, Dec 10, returning Mon, Dec 14.Round-trip flight with Frontier Airlines and Allegiant Air.Outbound direct flight with Frontier Airlines departing from Tampa International on Thu, Dec 10, arriving in Chicago O'Hare International.Inbound direct flight with Allegiant Air departing from Chicago Rockford on Mon, Dec 14, arriving in St. Pete–Clearwater International.Price includes taxes and charges.From $156, select.

Chicago.$164 per passenger.Departing Mon, Aug 31, returning Wed, Sep 2.Round-trip flight with United.Outbound direct flight with United departing from Tampa International on Mon, Aug 31, arriving in Chicago O'Hare International.Inbound direct flight with United departing from Chicago O'Hare International on Wed, Sep 2, arriving in Tampa International.Price includes taxes and charges.From $164, select.

Chicago.$170 per passenger.Departing Fri, Aug 28, returning Mon, Aug 31.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from St. Pete–Clearwater International on Fri, Aug 28, arriving in Chicago Rockford.Inbound direct flight with Allegiant Air departing from Chicago Rockford on Mon, Aug 31, arriving in St. Pete–Clearwater International.Price includes taxes and charges.From $170, select.

Chicago.$181 per passenger.Departing Wed, Dec 23, returning Mon, Jan 11.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from St. Pete–Clearwater International on Wed, Dec 23, arriving in Chicago Rockford.Inbound direct flight with Allegiant Air departing from Chicago Rockford on Mon, Jan 11, arriving in St. Pete–Clearwater International.Price includes taxes and charges.From $181, select.

Chicago.$223 per passenger.Departing Wed, Aug 26, returning Thu, Oct 1.Round-trip flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departing from Tampa International on Wed, Aug 26, arriving in Chicago Midway.Inbound indirect flight with Frontier Airlines, departing from Chicago Midway on Thu, Oct 1, arriving in Tampa International.Price includes taxes and charges.From $223, select.

Chicago.$231 per passenger.Departing Thu, Nov 26, returning Wed, Dec 2.Round-trip flight with Southwest Airlines.Outbound indirect flight with Southwest Airlines, departing from Tampa International on Thu, Nov 26, arriving in Chicago Midway.Inbound indirect flight with Southwest Airlines, departing from Chicago Midway on Wed, Dec 2, arriving in Tampa International.Price includes taxes and charges.From $231, select.

Find the cheapest month to fly from Tampa to Chicago

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Tampa to Chicago flights are currently cheapest in October.

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Direct flights from Tampa to Chicago

Alternative Tampa to Chicago routes

Looking for the cheapest, fastest or easiest route from Tampa to Chicago? You could fly into the following airports instead.

Tampa to Chicago: Flight information

The things to know before you go.

Cheapest flight found	$84
Cheapest month to fly	October
Average flight time	2 hrs, 53 mins
Most popular airline	American Airlines
Average flights per week	1,516

Finding cheap flights from Tampa to Chicago: Frequently asked questions

How many airports are there in Chicago?

There are 3 airports in Chicago: Chicago Midway, Chicago O'Hare International and Chicago Rockford.

How much are round-trip flights from Tampa to Chicago?

The best price we found for a round-trip flight from Tampa to Chicago is $84. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.

How long does it take to fly from Tampa to Chicago?

2 hours and 53 minutes is the average flight time from Tampa to Chicago.

Which airlines fly direct from Tampa to Chicago?

American Airlines, Southwest Airlines and United fly direct from Tampa to Chicago.

How many flights are there a week from Tampa to Chicago?

There are 379 flights per week flying from Tampa to Chicago, as of August 2026.

When is the cheapest time to fly from Tampa to Chicago?

The cheapest month to fly from Tampa to Chicago is usually October.

What's the cheapest airport to fly to in Chicago?

If you're flying from Tampa, the cheapest airport near Chicago is Chicago Rockford – which is 126.5 km away from the center of Chicago. We've found flights to this airport from $84.

Which upcoming date is cheapest to fly from Tampa to Chicago on?

After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Tampa to Chicago on Friday, October 23, 2026.

Can I get a direct flight from Tampa to Chicago?

Yes – the average flight time is 2 hours and 53 minutes.

How can I get the best flight deal from Tampa to Chicago?

We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

When is the best time to book flights to Chicago?

We crunched all the numbers in our flight calendar, and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.

What’s the weather like in Chicago?

In August, the average temperature is usually around 22°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.

Which is the cheapest airline to fly with from Tampa to Chicago?

The cheapest airline that flies to Chicago is Allegiant Air.

Flying from Tampa to Chicago: what you need to know

Start your journey at one of Tampa's main airports, Tampa International Airport (TPA) or St. Pete–Clearwater International Airport (PIE). Check out your options for booking a flight from Tampa to Chicago jetting off from either of these.
When it comes to touching down in Chicago, Chicago O'Hare International Airport (ORD) is a major gateway. Another is Chicago Midway Airport (MDW).
Around 2 hours 50 minutes is how long you'll be traveling on a direct Tampa to Chicago flight.
The timezone in Chicago is UTC-6, which is one hour behind Tampa.
Choose from 61 services each week between Tampa International Airport (TPA) and Chicago O'Hare International Airport (ORD). TPA to ORD is the most popular route when booking flights from Tampa to Chicago.
Leave enough time to make your Tampa to Chicago flight. It's generally best to arrive two hours before international departures and an hour ahead for domestic flights.
Traveling over a peak time such as April? Public holidays and other popular periods can mean longer lines and delays at security. Play it safe and get there up to four hours before an international flight and two hours before domestic departures.

How to find the cheapest flights from Tampa to Chicago

To find cheap Tampa to Chicago flights, book early. Airlines typically offer their most competitively priced fares when tickets are first released.
Finding cheap plane tickets from Tampa to Chicago is easier if you can be flexible with your trip dates. Use the 'Whole month' search function to see the lowest prices across the month and snap up a fantastic deal.
There's no need to search every day to find out if fares have dropped when you create a Price Alert. We'll tell you when a better deal is available on cheap flights from Tampa to Chicago.
Lock in a cheap Tampa to Chicago flight with the help of our filters. Choose your ideal duration, departure time and airlines, then sort the results by 'Cheapest' for the best deals.

Flying from Tampa

Tampa International Airport (TPA)

Begin your trip at Tampa International Airport (TPA), which has a range of direct flights from Tampa to Chicago. From TPA, you can fly seamlessly to Chicago O'Hare International Airport (ORD) or Chicago Midway Airport (MDW).
These are some of the popular carriers offering direct Tampa to Chicago plane tickets from TPA:
Located around 8 kilometers from central Tampa, TPA can be reached in about 20 minutes by car (depending on traffic). The journey by public transport is roughly 35 minutes.
Catching an early flight from Tampa to Chicago? Avoid the last-minute rush to the terminal (and enjoy a little extra shut-eye) by choosing one of these hotels near Tampa International Airport:
When it comes to Tampa International Airport's on-time performance, 78% of flights arrive within the scheduled time frame.
You'll find TPA at 5507 West Spruce Street.

Arriving in Chicago

Chicago O'Hare International Airport (ORD)

Chicago O'Hare International Airport (ORD) to central Chicago takes about 30 minutes to reach by car. The center is roughly 26 kilometers away.
Getting to the center on public transport typically takes 45 minutes.
If you're coming in on a late flight from Tampa to Chicago, nothing beats the convenience of staying close to the terminal. Collect your bags from the carousel and then be showered and snoozing not long after at one of these hotels near ORD:
Grab a Chicago O'Hare International Airport rental car and discover Chicago and beyond with your own set of wheels. Routes Car Rentals, Dollar and Budget are well-known companies you can book with here.
Secure the lowest price by reserving your vehicle from Chicago O'Hare International Airport around four weeks before your trip.
ORD is located at 10000 West O'Hare.

Chicago Midway Airport (MDW)

Once your flight from Tampa to Chicago has landed, you can make your way to the city center in about 25 minutes by car. Central Chicago is roughly 14 kilometers from Chicago Midway Airport (MDW).
You can expect the trip to take approximately 30 minutes on public transport.
After your flight from Tampa to Chicago, tuck yourself in at a hotel near MDW. These are some great accommodation options that'll help you switch to relaxation mode:
Dollar, Hertz and Budget make collecting a Chicago Midway Airport rental car simple. These trusted companies are located around or in the terminal and will have you behind the wheel before you know it.
Get what you want, not just what's left over. Securing your ride from MDW four weeks ahead of time often means better deals and a greater range of vehicles.
You'll find Chicago Midway Airport at 5700 South Cicero.

Chicago Rockford Airport (RFD)

Chicago Rockford Airport (RFD) is roughly 129 kilometers from the center of Chicago. It takes about 1 hour 40 minutes to get to the city center in a cab or ride-share after your flight from Tampa to Chicago.
Public transport will take you there in roughly 2 hours.
Whether you want a budget-friendly compact just for you or a roomy SUV to fit the family, you'll find the perfect Chicago Rockford Airport rental car for your needs. Browse the types of wheels available here from companies such as Budget, Alamo and National.
If you're looking for a specific type of vehicle, booking early increases your chances of snagging what you want. Secure your ride from RFD at least a few weeks ahead of your flight from Tampa to Chicago.
Chicago Rockford Airport can be found at 2 Airport Cir.

Best time to go to Chicago

July is the busiest month for flights from Tampa to Chicago. To avoid the crowds, go to Chicago in March.
Book a Tampa to Chicago ticket departing in July if you're eager to explore the city during its warmest month. You can expect temperatures in Chicago to range from 16ºC (61ºF) to 28ºC (82ºF).
If you'd rather travel in cooler conditions, search for a cheap flight from Tampa to Chicago in January when temperatures average between -12ºC (10ºF) and 3ºC (37ºF).

More about Chicago

When it comes to searching for somewhere to lay your head, you'll find the best stays in Chicago right here. Browse these options as soon as you've locked in your flight from Tampa to Chicago:
Every great adventure has to include a little sightseeing. Millennium Park, The Art Institute of Chicago and Willis Tower are essential stops on your Chicago itinerary.

Explore more of the United States

Chicago is always a good idea, but there are so many other corners of the United States you'll want to see. Around 451 kilometers southeast of Chicago, a trip to Columbus will keep you on the go. Check out popular attractions like Franklin Park Conservatory and Botanical Gardens, Columbus Park of Roses and Ohio Theatre.
If you're ready to explore another side of the United States, head for Indianapolis, about 257 kilometers southeast of Chicago. Lucas Oil Stadium, Eiteljorg Museum of American Indians and Western Art and The Children's Museum of Indianapolis are among the biggest draws.