Cheap Flight Deals From Tampa (TPA) to Chicago (CHI) Starting at $20

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

This Weekend's Flight Deals from Tampa to Chicago

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Airfares from $20 One Way, $40 Round Trip from Tampa to Chicago

Prices starting at $40 for return flights and $20 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

More About Flying To Chicago from Tampa

Route Information for Flights from Tampa to Chicago

Origin Airport IATA Code
Destination Airport IATA Code
1013 mi
Direct Flight Airlines
American Airlines, Qatar Airways, JAL, Air Canada, Aer Lingus, Austrian, Emirates, Copa Airlines, Air New Zealand, SWISS, United Airlines, Alaska Airlines, Qantas, Southwest Airlines, Royal Jordanian, SAS, ANA, Brussels Airlines, Lufthansa, Spirit Airlines, Gulf Air, British Airways
Earliest Flight Arrival
12:24PM UTC
Latest Flight Arrival
11:40PM UTC

From Tampa to Chicago

When you’re ready to book your flights from Tampa to Chicago, let help you find the best deals around for your travel dates. Tampa is a sun-filled Florida destination famous for outdoor activities and family style attractions like Busch Gardens. Chicago is famous for its major cultural attractions as well as its obsession with its sports teams.

Flying Out of Tampa

When you fly out of Tampa, you’ll be leaving from Tampa International Airport. The airport is located about seven miles northwest of downtown Tampa, making it convenient to get to. A metered taxi ride from the city center to the airport will cost you about $25 and will take anywhere from fifteen to twenty minutes depending on the amount of traffic. A cost-effective alternative is the Hartline Bus 30 that runs between the city and the baggage claim area; the fare is $1.75. Short-term parking is available for $20 per day, and long-term parking is available for $15 per day.

Landing at O’Hare

When you arrive in Chicago, you’ll most likely be landing at O’Hare International Airport, although many budget airlines land at nearby Midway International Airport. O’Hare airport has four separate terminals, and there’s a taxi area outside the baggage claim sections of each one. A taxi into town will cost you $40 and will take about an hour. If you prefer to take a shuttle, the shuttle van area is located outside Terminal Three opposite the Hilton Hotel. Go Airport Express is one of the shuttle services, and it charges $27 for a one-way ticket into town. Chicago is filled with art museums, and one that definitely deserves a visit is the National Vietnam Veteran’s Art Museum, a beautiful museum dedicated to art made by Vietnam vets. If you’re a butterfly lover, check out the Judy Istock Butterfly Haven, a space filled with waterfalls, rock gardens, vines, and nearly 1,000 gorgeous butterflies. Summertime temperatures in Chicago hover in the 90s.  Winters can be brutally cold, with temperatures in the 20s and a wind chill factor that can make it seem even colder. Winter is the most budget-friendly time to visit since people tend to want to avoid the cold weather. If you’re interested in attending major cultural events, visit anytime between spring and fall.

Chicago is Waiting

Book your flights from Tampa to Chicago through so that you can be assured of getting the best deal. Whether you’re a sports-obsessed fan of a Chicago team or an art lover, the city offers a little bit of something for everyone.

Frequently asked questions

Am I able to catch a flight from Tampa to Chicago now?
If you’re wondering about travel restrictions and quarantine requirements when catching a flight from Tampa to Chicago, check out the Covid-19 Travel Advisor.
Are there non-stop flights from Tampa to Chicago?
With 5 airlines advertising direct services from Tampa, FL (TPA-Tampa Intl.) to ORD, your memorable vacation is just around the corner. Find out what specials are available with these popular carriers:

  • United Airlines
  • American Airlines
  • Spirit Airlines
  • Frontier Airlines
  • Southwest Airlines

What is the shortest flight from Tampa to Chicago?
Jetting from Sarasota-Bradenton Intl. Airport (SRQ) to O’Hare Airport will take you at least 3 hours and 25 minutes. Enjoy a beverage and watch a movie or two — it’s the perfect opportunity to sit back and relax.
What airlines fly from Tampa to Chicago most frequently?
We all have things we look for when it comes to airlines, and you have a nice variety when traveling from Tampa to Chicago. The following carriers fly this route most frequently: United Airlines - (UA) with 112 flights every month American Airlines - (AA) with 65 flights every month Spirit Airlines - (NK) with 30 flights every month Frontier Airlines - (F9) with 21 flights every month
If I am not able to travel due to COVID-19, can I cancel my flight to Chicago?
We get that traveling right now has its challenges, so it’s good to know that many reservations booked through us are able to be cancelled or changed. If your travel plans to Chicago have been affected by COVID-19, a lot of airlines are making things easier by offering credits to use at a later date. Just sign in to your account and you’ll quickly see what options are available. Our Customer Service Portal is the place to go for more information.
Are there flights to Chicago with flexible change policies?
In most cases you’ll have the option to reschedule your flight to Chicago without a change fee. All you have to do then is pay the difference between the old flight and the new one. Look for the “no change fees” filter and book with confidence.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won’t keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on from January to December 2021. Savings are subject to change based on departure location, date and destination.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.