We've scanned every flight from Tampa to Chicago to find the best deals. If you want a cheap flight, it's best to be as flexible as you can on dates. At the moment, the cheapest flight is on 02 / May / 2025. If that day's no good for you, try searching by month to see some alternative dates.
You can use the filters on your search to see more flights and find cheaper rates – Chicago has more than one airport. So if you don't need to fly into Chicago O'hare International Airport, it's worth checking your other options. The 1632 km flight usually takes about 10 hrs 20 mins.
There are about nine flights to or via Chicago every week, so you have plenty of options. Keep your eye out for flights
You can expect accommodation prices to be higher at this time of year too. Last-minute deals do crop up, but it's best to book everything in advance to avoid disappointment.
