TPA - CHI

$76 Find Cheap Flights from Tampa to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Tampa to Chicago departing on 5/18. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Tampa to Chicago.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Tampa to Chicago.
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Everything you should know

Cheapest round-trip
$140
Typical prices: $354-$197
Frontier
Thu 5/7Wed 5/13
TPA - MDW • 1 stop
Cheapest non-stop
$141
Typical prices: $342-$173
Spirit Airlines
Wed 4/29Tue 5/5
TPA - ORD • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
American's Main Cabin Extra offers early boarding.
Use the CTA Orange Line from MDW for quick downtown access.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Cheapest • from $140 (round-trip)
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
You can fly direct with American Airlines, Southwest and others. Average duration is 3h 01m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top routes
Cheapest • 16% average savings
Most popular
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 39% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 21% price drop
Most popular
Good to know
Good to know
+1
+1
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+1
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Flight Deals
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Expert advice
Flight Deals

Cheap Flights from Tampa to Chicago (TPA-CHI)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Tampa to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Tampa to Chicago

Thu, May 7 - Wed, May 13
Frontier Logo
11:51 am - 10:02 pm
TPA
-
MDW
11h 11m
1 stop
Frontier Logo
12:04 pm - 9:27 pm
MDW
-
TPA
8h 23m
1 stop
$140Frontier
Fri, May 15 - Sun, May 17
Multiple Airlines Logo
8:25 am - 11:59 pm
TPA
-
ORD
16h 34m
1 stop
Multiple Airlines Logo
8:30 am - 12:09 pm
ORD
-
TPA
2h 39mnonstop
$140Multiple Airlines
Thu, May 28 - Wed, Jun 3
Multiple Airlines Logo
2:25 pm - 7:41 pm
TPA
-
ORD
6h 16m
1 stop
Multiple Airlines Logo
8:30 am - 12:09 pm
ORD
-
TPA
2h 39mnonstop
$141Multiple Airlines
Fri, May 1 - Mon, May 4
Spirit Airlines Logo
6:02 pm - 9:36 am
TPA
-
ORD
16h 34m
2 stops
Spirit Airlines Logo
8:30 am - 12:09 pm
ORD
-
TPA
2h 39mnonstop
$142Spirit Airlines
Fri, May 1 - Sat, May 2
Multiple Airlines Logo
6:02 pm - 10:26 pm
TPA
-
MDW
5h 24m
1 stop
Multiple Airlines Logo
7:34 pm - 7:34 am
MDW
-
TPA
11h 00m
1 stop
$142Multiple Airlines
Wed, Apr 29 - Sat, May 2
Spirit Airlines Logo
4:18 pm - 6:20 pm
TPA
-
ORD
3h 02mnonstop
Spirit Airlines Logo
5:09 pm - 8:48 pm
ORD
-
TPA
2h 39mnonstop
$143Spirit Airlines
Fri, May 1 - Tue, May 5
Multiple Airlines Logo
6:02 pm - 10:26 pm
TPA
-
MDW
5h 24m
1 stop
Multiple Airlines Logo
6:00 am - 12:35 pm
MDW
-
TPA
5h 35m
1 stop
$144Multiple Airlines
Wed, May 6 - Wed, May 13
Frontier Logo
5:04 pm - 10:02 pm
TPA
-
MDW
5h 58m
1 stop
Frontier Logo
6:00 am - 12:35 pm
MDW
-
TPA
5h 35m
1 stop
$145Frontier
Fri, May 1 - Mon, May 4
Spirit Airlines Logo
8:31 pm - 12:24 am
TPA
-
ORD
4h 53m
1 stop
Spirit Airlines Logo
8:30 am - 12:09 pm
ORD
-
TPA
2h 39mnonstop
$145Spirit Airlines
Thu, Apr 30 - Sat, May 2
Frontier Logo
8:44 am - 7:31 pm
TPA
-
MDW
11h 47m
1 stop
Frontier Logo
7:34 pm - 7:34 am
MDW
-
TPA
11h 00m
1 stop
$149Frontier
Booking Insights

KAYAK's insights & trends for Tampa to Chicago flights

Get data-powered insights and trends into flights from Tampa to Chicago to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Tampa to Chicago?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Tampa to Chicago departing in May.

What is the cheapest Tampa to Chicago flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The absolute cheapest return flight from Tampa to Chicago costs $141 on the route between Tampa (TPA) and Chicago O'Hare Intl Airport (ORD). However, over the past month, flights between Tampa (TPA) and Chicago Midway Airport (MDW) were, on average, 16% cheaper than other Tampa-Chicago routes. The most popular route is between Tampa (TPA) and Chicago O'Hare Intl Airport (ORD).

What’s the cheapest day of the week to fly from Tampa to Chicago?

The average price of all round-trip flights from Tampa to Chicago clicked on KAYAK for each day over the last 12 months.

For Tampa to Chicago, Thursday is the cheapest day to fly on average and Sunday is the most expensive. Flying from Chicago back to Tampa, the best deals are generally found on Wednesday, with Monday being the most expensive.

What is the cheapest month to fly from Tampa to Chicago?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Tampa to Chicago, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Tampa to Chicago is October, where tickets cost $176 (return) on average. On the other hand, the most expensive months are March and April, where the average cost of round-trip tickets is $302 and $267 respectively.

Can I save money by flying with a layover from Tampa to Chicago?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 2 stops layover the cheapest option at $201 on average.

How far in advance should I book a flight from Tampa to Chicago?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Tampa to Chicago, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Tampa to Chicago, you should book around 3 weeks before departure, which saves you about 39% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 11 weeks before departure.

Expert advice

Expert advice for your flight from Tampa to Chicago

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on Frontier, United Airlines, ORD, MDW and TPA

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Joe Cortez

Joe Cortez

Expert on Spirit Airlines

Joe Cortez is a seasoned managing editor in aviation with over a decade of industry experience. His work has been featured on prominent platforms such as FlyerTalk and TripSavvy, establishing him as a respected voice in aviation journalism.

Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Blane Bachelor

Blane Bachelor

Expert on Southwest

Blane Bachelor is a journalist and editor specializing in travel and aviation who writes regularly for top global outlets. Born and raised in Florida, Blane has worked and lived in four countries, including the Netherlands, where she’s currently based with her family. Her favorite way to get to know a new destination is by running or riding a bike around town – or hearing a spooky ghost story about local history. She will always choose the window seat.

KAYAK's tips to save more on a Tampa to Chicago flight

When planning a flight from Tampa to Chicago, there are several ways to save money. Generally, the cheapest day of the week to fly is Saturday, while the cheapest month is typically October.

Route Choice: Opt for flights between Tampa and Chicago Midway for the most affordable fares.

Booking Time: Book your flight at least 30 days in advance to secure the best prices.

Airline Selection: Spirit Airlines generally offers the cheapest fares for this route.

Flight Type: Direct flights are typically more expensive, consider flights with one stop to save money.

AI-powered; AI can make mistakes.

Good to know

Low seasonJanuary
Cheapest flight$76
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly and prices are also 9% lower on average.
Flight from Tampa to Chicago Midway Airport

When to book flights from Tampa to Chicago

Are your dates flexible? Find out the best times to travel from Tampa to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Tampa to Chicago

  • What is the cheapest flight from Tampa to Chicago?

    In the last 3 days, the lowest price for a flight from Tampa to Chicago was $76 for a one-way ticket and $140 for a round-trip.

  • Do I need a passport to fly between Tampa and Chicago?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which airlines offer Wi-Fi service onboard planes from Tampa to Chicago?

    American Airlines, JetBlue, and Air Canada offer inflight Wi-Fi service on the Tampa to Chicago flight route.

  • Which aircraft models fly most regularly from Tampa to Chicago?

    The Boeing 737-800 is the aircraft model that flies most regularly on the Tampa to Chicago flight route.

  • Which airline alliances offer flights from Tampa to Chicago?

    SkyTeam, Star Alliance, and oneworld are the airline alliances operating flights between Tampa and Chicago, with SkyTeam being the most commonly used for this route.

  • On which days can I fly direct from Tampa to Chicago?

    There are nonstop flights from Tampa to Chicago on a daily basis.

  • Which is the best airline for flights from Tampa to Chicago, Southwest or United Airlines?

    The two airlines most popular with KAYAK users for flights from Tampa to Chicago are Southwest and United Airlines. With an average price for the route of $282 and an overall rating of 8.0, Southwest is the most popular choice. United Airlines is also a great choice for the route, with an average price of $285 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Tampa to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Tampa to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Tampa to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Tampa is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Tampa to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Tampa with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Tampa to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Tampa up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Tampa to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for $171 or less one-way and $291 or less round-trip.

Prefer to fly direct from Tampa to Chicago?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Tampa to Chicago.
Find which airlines fly direct from Tampa Airport to Chicago, which days they fly and book direct flights.

Direct departures

Tampa to Chicago

Monday

American Airlines,Frontier,Southwest, +2 more

American Airlines,Frontier, +3 more

Tuesday

American Airlines,Southwest,Spirit Airlines, +1 more

American Airlines,Southwest, +2 more

Wednesday

American Airlines,Southwest,Spirit Airlines, +1 more

American Airlines,Southwest, +2 more

Thursday

American Airlines,Frontier,Southwest, +2 more

American Airlines,Frontier, +3 more

Friday

American Airlines,Frontier,Southwest, +2 more

American Airlines,Frontier, +3 more

Saturday

American Airlines,Frontier,Southwest, +2 more

American Airlines,Frontier, +3 more

Sunday

American Airlines,Frontier,Southwest, +2 more

American Airlines,Frontier, +3 more

See more direct flights

Direct returns

Chicago to Tampa

Monday

American Airlines,Frontier,Southwest, +2 more

American Airlines,Frontier, +3 more

Tuesday

American Airlines,Southwest,Spirit Airlines, +1 more

American Airlines,Southwest, +2 more

Wednesday

American Airlines,Southwest,Spirit Airlines, +1 more

American Airlines,Southwest, +2 more

Thursday

American Airlines,Frontier,Southwest, +2 more

American Airlines,Frontier, +3 more

Friday

American Airlines,Frontier,Southwest, +2 more

American Airlines,Frontier, +3 more

Saturday

American Airlines,Frontier,Southwest, +2 more

American Airlines,Frontier, +3 more

Sunday

American Airlines,Frontier,Southwest, +2 more

American Airlines,Frontier, +3 more

See more direct flights

Reviews of the top 5 airlines serving from Tampa to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Tampa to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Tampa to Chicago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4328 reviews
7.5Entertainment
7.0Food
8.0Comfort
8.6Crew
8.1Boarding
Airline reviews

Communication about the delayed flight was poor. We were told to move gates three times but that was bad information. We went from gate 128 to gate 126 and then to gate 123 and back to gate 126. Communication about the delay was bad. Ended up being 1 1/2 hour late getting home.

2.0 MediocreDavid, Apr 2026
MCO - MCI
Read more Southwest reviews

Communication about the delayed flight was poor. We were told to move gates three times but that was bad information. We went from gate 128 to gate 126 and then to gate 123 and back to gate 126. Communication about the delay was bad. Ended up being 1 1/2 hour late getting home.

Love them will get a Southwest card to track my points and keep flying with them. My family and I were pleased with the services.

Southwest continues to do less for more money. Flight attendants used to be fun and friendly. But now it’s like they don’t even see you. Such a shame.

I liked it better when you were truer to your roots Am paying more for less fun

I was supposed to be on a later flight. When I showed up at the gate, the woman working there was extremely helpful getting moved up to this earlier flight.

Long layover between flights to Long Island from BWI - need better coordination between flights

I realize they are still working out kinks with the new boarding process, but by the time I boarded in group 5, most of the bins were full. All airlines should better enforce small bags and jackets going under the seats until everyone has boarded.

WiFi was not working and didn’t have a beverage service

An entire day of delays. Cost lots of money. Meals and a hotel.

I appreciate the staff who allowed me to board though I arrived a little late! Regarding the assigned seating, I had booked my flight before this change and wasn't aware of the change at the time, and so I didn't select a seat at booking as I didn't realize it was relevant. Better communication about the change would have been helpful for preparing.

newer aircraft, ability to connect my headset via blue tooth for entertainment.

Very comfortable flight, snacks and drinks were good, good communication from crew. Could have used a little more information on timing of boarding for group 5

Great flight. Got to watch a movie. Smooth flight and early arrival at ORD.

It was better than excellent. The staff in Mason City were great. The young woman that pushed my wheelchair did more than could be expected of her. She came from India 17 years ago. I don't remember her name.

After arriving in Chicago, we were taxiing for 1.5 hours with infrequent and untruthful updates about the amount of time it would take to arrive at the gate. Minimally, the team could have provided timing expectations that were more truthful, especially one their original expectations were not met.

Flights were on time actually early service was good and crew cheerful

Every staff member was professional, friendly and courteous. The pizza twist was ok. It was warm but too much dough.

I had a terrible experience. My flight got delayed from Atlanta to Chicago on Monday April 6, 2026, and that led to me missing my next flight to Brussels. United Airlines didn’t provide me with any accommodation for shelter. I had to sleep at the airport in Chicago. The next flight I was put on didn’t leave until the evening hours of Tuesday 4/7/2026.

The flight was officially delayed 3 times, and was actually later than that. Combined, it was a 3 hour delay, but there was no recognition (miles, voucher, etc). The crew seemed stressed. The captain sounded nervous in his announcements. The flight itself was smooth and uneventful.

Just a bad day to fly. Flight was delayed from scheduled 6:50 pm departure to 8:50 pm. Combination of factors mostly related to weather at the destination airport (which is where the incoming flight originated) which delayed the inbound flight over an hour. Once on board, we taxied but had to hold again on the taxiway for 10 minutes or so. We did not get wheels up until after 9 pm. The flight was smooth but about 18 minutes from our destination, we had to hold for several minutes more due to weather at ORD. We finally landed at ORD about 11:08 pm (accounting for the time difference, that was about a 3 hour delay from our scheduled departure time). It felt like we were never going to get to our destination. But the flight crew and attendants were very good. The movie selection onboard was also very nice. Got to watch half of a movie just during our taxi from the gate at ATL due to the delay!

Very good I can’t complain one bit. Thank you American Airlines for making my flight enjoyable and safe!

The staff and service on American Airlines were truly outstanding. I had requested wheelchair assistance for my mother due to her knee issues, and the team went above and beyond every step of the way—from boarding in Boston to our arrival in Chicago. Their care, professionalism, and attentiveness made the entire experience smooth and stress-free. I’m very grateful for the support they provided.

Incredibly delayed. First delay was due to plane coming in being late. Resulted in 30 minute delay. Boarded and then had multiple mechanical issues. Was on plane for an hour until they told people they could get off if they wanted but couldn't come back. Then gate agent rushed in and said they had lost control of who went off and we would all have to deplane and then get back on. They said flight had not been cancelled. Then while sitting waiting to board again they announced it would take two hours to get new plane and to wait at new gate. New plane arrived, reboarded only to find out that pilots had timed out. Waited for new pilots. In that time one of the flight attendants timed out. Never received food or water while waiting. Was confusing mess as to what was happening. Even flight attendants and gate agents were getting frustrated. Almost 6 hours delayed. Called American to received flight credit but can't get anywhere as Kayak reservation and don't have a ticket number. Reached out to Kayak but never heard back.

The new planes (American Eagle) are beautiful and especially comfortable. The flight attendants are consistently professional and courteous. And, while it may seem inconsequential, the new liquid tube of coffee creamer—in contrast to the powdered coffee creamer—makes all the difference in a cup of coffee.

Flight was delayed and they gave up my seat on my connection, even when I could still make the flight

I'm not sure American is capable of on-time arrivals and departures. When you land at ORD, you almost always get held on the tarmac because your gate is still occupied. I may have missed my connection, but that ended up up being significantly delayed as well. Once again, I finally got home well after midnight.

Crew at the gate was very crabby and not at all polite. The plane was very hot the entire flight. And the seat cushion was very worn out.

The staff are very, very professional. It's what flying should feel like.

Flight was delayed half hour before boarding, but when I checked flight aware the plane that would Pick us up had a delay of more than an hour. AA should let us know in advance to avoid waiting several hours in the airport

Delays with no explanation. It could have been handled better.

My first time experience with Spirit Air was not good at all.The reason i did not know to cancel 24Hrs before flight depature you do charge cancellation fee. It's ridiculous policy.Actually you should provide full voucher instead of charging cancellation fee. Confirmation Code# ZNVPHG Thanks Much , Rita S

That this is my second time the they cancel flights and they always wait until the last minute to let people know

Spirit is awful. Do not fly spirit. Nothing but delays, cancellations.

Food and entertainment see irrelevant to rate them as that’s not really an option anymore. The flight was fast and friendly. The plane was immaculately clean.

Nothing. We didn’t even have a pilot until one hour after our flight was set to depart and now we are waiting for a gate on a very hot packed aircraft. Spirit has lost its goddamn minds and we will never fly again. On the way down the delay went from 5 minutes to 6 hours to cancelled.

Delayed 11 hours with two being on our destinations tarmac, no compensation or refund and was told I would actually get charged a $200 cancellation fee if I decided to switch airlines for my return flight. For their inconvenience they gave a $10 meal voucher to split between two people in a airport.

Like Spirit but bad that you have to pay for water 🙃

If there are delays, it takes less than a minute for a Spirit employee to make an announcement. It’s very simple.

For a change, friendly staff at check-in and in flight.

Delayed both in takeoff and landing, trash plane no amenities, I've said it before but I'll never fly Spirit again.

It was an early flight and most people napped/slept and the crew let us which was nice.

Good for a budget airline! It was easy to get on, staff was really nice. Can’t say anything about the food or entertainment because it wasn’t available, which is fine.

It didn’t happen. I booked it and then was told it wasn’t available and then forced to pay far higher prices for a worse option

This company socks. It's fraud. They canceled our flight yesterday, and today we were late because of a really long line at the check in bag. At the rebook station, there was ton of people. The workers were all rude. I am gonna make a report to FTC.

Flight got delayed for 5 hours no good explanation was offered ;(

There was no one at the counter to assist with our check in. The app didn’t work, so I arrived at the airport with time to check in and I couldn’t because no employees were there. When I finally got someone on the phone, it was inside the 60min rule and they said I could no longer check in and they could sell me another ticket. We had to scramble and pay an additional $800 for tickets and THEN AFTER (about 60 min from my original convo with customer service and 10min after original departure time) I had boarded my new flight, there was email saying my original flight from Frontier was delayed and leaving 2hr 50min later, but I STILL wouldn’t have been able to check in. Which means customer service should have been able to see it and let me check in because I was well within my check in time. When I call Frontier, they hang up on me. So their app didn’t work and they employees left and they take zero responsibility or assistance with their “customer service”

The single worst check in experience I could imagine. I’ll never do any business with Frontier or any affiliated company

Too many extra fees, uncomfortable, little leg room. Will not recommend this airline.

Everyone seemed to be in zone 1 for boarding. Maybe break it up a little. Otherwise, smooth flight.

The experience was good. No frills but I got there safe and sound and on time.

Everything you need to know for your flight from Tampa to Chicago

Other airlines flying from Tampa to Chicago

Flights from the other most popular airlines that fly from Tampa to Chicago according to KAYAK users. Prices are the lowest found on KAYAK over the last 7 days. Price and availability are not guaranteed.