Cheap Flights from Tampa to Chicago
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Cheap Flights from Tampa to Chicago
Cheap Flights from Tampa to Chicago starting at S$ 25
We've found these cheap flights for you. You can book one-way or return flight tickets.
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Round-trip
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One way
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Cheapest nonstop
TPA 05:013h 5mNonstopORD 07:06Tampa - Chicago | Fri, May 9 | Frontier Airlines
MDW 16:002h 43mNonstopTPA 19:43Chicago - Tampa | Sun, May 11 | Frontier AirlinesS$ 98 S$ 13125% OFF25% OFFS$ 131 S$ 98 -
TPA 19:412h 52mNonstopMDW 21:33Tampa - Chicago | Wed, Apr 2 | Frontier Airlines
MDW 13:102h 47mNonstopTPA 16:57Chicago - Tampa | Mon, Apr 7 | Frontier AirlinesS$ 103 S$ 13121% OFF21% OFFS$ 131 S$ 103
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TPA 06:102h 51mNonstopMDW 08:01Tampa - Chicago | Fri, Apr 11 | Frontier Airlines
MDW 05:152h 41mNonstopTPA 08:56Chicago - Tampa | Sun, Apr 13 | Frontier AirlinesS$ 104 S$ 13121% OFF21% OFFS$ 131 S$ 104
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TPA 22:213h 2mNonstopORD 00:23Tampa - Chicago | Mon, Apr 14 | Frontier Airlines
MDW 15:002h 41mNonstopTPA 18:41Chicago - Tampa | Wed, Apr 16 | Frontier AirlinesS$ 10420% OFFS$ 131 S$ 104
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TPA 22:343h 2mNonstopORD 00:36Tampa - Chicago | Fri, Apr 18 | Frontier Airlines
MDW 05:152h 41mNonstopTPA 08:56Chicago - Tampa | Sun, Apr 20 | Frontier AirlinesS$ 10519% OFFS$ 131 S$ 105
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TPA 08:503h 7mNonstopORD 10:57Tampa - Chicago | Tue, Mar 25 | Frontier Airlines
MDW 15:142h 41mNonstopTPA 18:55Chicago - Tampa | Wed, Mar 26 | Frontier AirlinesS$ 10619% OFFS$ 131 S$ 106
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TPA 06:003h 5mNonstopORD 08:05Tampa - Chicago | Fri, May 2 | Frontier Airlines
ORD 06:402h 46mNonstopTPA 10:26Chicago - Tampa | Mon, May 5 | Frontier AirlinesS$ 10718% OFFS$ 131 S$ 107
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TPA 06:203h 7mNonstopORD 08:27Tampa - Chicago | Tue, Apr 8 | Frontier Airlines
MDW 05:152h 41mNonstopTPA 08:56Chicago - Tampa | Thu, Apr 10 | Frontier AirlinesS$ 10718% OFFS$ 131 S$ 107
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TPA 09:512h 52mNonstopMDW 11:43Tampa - Chicago | Thu, Apr 10 | Frontier Airlines
ORD 17:192h 57mNonstopTPA 21:16Chicago - Tampa | Mon, Apr 14 | Frontier AirlinesS$ 10718% OFFS$ 131 S$ 107
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TPA 09:512h 52mNonstopMDW 11:43Tampa - Chicago | Thu, Apr 3 | Frontier Airlines
ORD 17:192h 57mNonstopTPA 21:16Chicago - Tampa | Mon, Apr 7 | Frontier AirlinesS$ 10718% OFFS$ 131 S$ 107
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TPA 13:0017h 25m1 stopsCHI Invalid DateTampa - Chicago | Wed, Mar 26 | Normal Airline
CHI 15:006hNonstopTPA 16:00Chicago - Tampa | Fri, Mar 28 | Normal AirlineFind More FlightsFind More Flights
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Cheapest nonstop
TPA 11:153h 7mNonstopORD 13:22Tampa - Chicago | Wed, Mar 26 | Frontier AirlinesS$ 25 S$ 6763% OFF63% OFFS$ 67 S$ 25
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TPA 08:503h 7mNonstopORD 10:57Tampa - Chicago | Tue, Mar 25 | Frontier AirlinesS$ 27 S$ 6759% OFF59% OFFS$ 67 S$ 27
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TPA 19:382h 56mNonstopMDW 21:34Tampa - Chicago | Mon, Mar 24 | Frontier AirlinesS$ 53 S$ 6720% OFF20% OFFS$ 67 S$ 53
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TPA 20:452h 51mNonstopMDW 22:36Tampa - Chicago | Sat, Apr 19 | Frontier AirlinesS$ 5320% OFFS$ 67 S$ 53
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TPA 06:203h 7mNonstopORD 08:27Tampa - Chicago | Tue, Apr 8 | Frontier AirlinesS$ 5320% OFFS$ 67 S$ 53
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TPA 06:203h 7mNonstopORD 08:27Tampa - Chicago | Tue, Apr 15 | Frontier AirlinesS$ 5419% OFFS$ 67 S$ 54
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TPA 19:412h 52mNonstopMDW 21:33Tampa - Chicago | Wed, Apr 16 | Frontier AirlinesS$ 5419% OFFS$ 67 S$ 54
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TPA 06:102h 51mNonstopMDW 08:01Tampa - Chicago | Fri, Apr 18 | Frontier AirlinesS$ 5518% OFFS$ 67 S$ 55
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TPA 06:003h 5mNonstopORD 08:05Tampa - Chicago | Fri, May 2 | Frontier AirlinesS$ 5518% OFFS$ 67 S$ 55
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TPA 22:0910h 57m1 stopsORD 08:06Tampa - Chicago | Tue, Apr 22 | Frontier AirlinesS$ 5222% OFFS$ 67 S$ 52
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TPA 13:0017h 25m1 stopsCHI Invalid DateTampa - Chicago | Wed, Mar 26 | Normal AirlineFind More FlightsFind More Flights
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Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.
Cheapest time to fly from Tampa to Chicago
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Displayed prices are calculated based on the lowest average weekly prices of the corresponding route on Trip.com.
Frequently Asked Questions
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When to buy flight tickets from Tampa (TPA) to Chicago (CHI) the cheapest?
Airlines adjust prices for flights from Tampa to Chicago based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the cheapest flight prices on Tuesdays, Wednesdays, and Saturdays. -
How much is a flight from Tampa (TPA) to Chicago (CHI) cost?
According to Trip.com's data, the lowest price is around S$ 332. -
How long is a flight from Tampa (TPA) to Chicago (CHI)?
It takes about 4 hours 13 minutes to fly from Tampa (TPA) to Chicago (CHI). -
What is the transportation method from the main airport to downtown in Chicago?
- The distance from O'Hare International Airport to downtown is about 25km, by taxi about 40 minutes.
- The distance from Midway International Airport to downtown is about 14km, by taxi about 30 minutes.
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What time does the earliest flight from Tampa to Chicago depart?
The earliest flight departs from Tampa (TPA) at 07:48 and arrives in Chicago (ORD) at 09:32. -
What time does the latest flight from Tampa to Chicago depart?
The latest flight departs from Tampa (TPA) at 18:34 and arrives in Chicago (ORD) at 20:25. -
What are the most popular airlines that fly from Tampa (TPA) to Chicago (CHI)?
Airlines with flights from Tampa (TPA) to Chicago (CHI): Alaska Airlines, Royal Jordanian, American Airlines, United Airlines, Southwest Airlines and Qantas Airways. -
What's the most popular airline for direct flights from Tampa (TPA) to Chicago (CHI)?
Spirit Airlines operates 3 direct flights from Tampa (TPA) to Chicago (CHI). -
How many airports in Chicago?
There are 3 airports near Chicago: O'Hare International Airport, Midway International Airport and Chicago Rockford International Airport.
How to find a cheap flight from Tampa to Chicago
Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Tampa to Chicago. Book your flights at the right time and save more.
Choose your dates flexibly and get the best deals on flights from Tampa to Chicago.
Tap 'Date' on the flight search bar to browse the calendar for Tampa to Chicago airfare over the next 6 months in 2025. If you're looking to fly within the next 3 months, the cheapest date seems to be Wed, Mar 26, with one-way flights starting at S$ 25.
Compare cheap flight deals from hundreds of airlines for Tampa to Chicago flights.
Our extensive search lets you compare prices from over 500 airlines to find the cheapest flights from Tampa to Chicago. The cheapest flight at the moment is with Frontier Airlines.
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Book early or wait for last-minute deals.
It's always better to book early. Flight tickets are often at their lowest when first released, usually a year ahead of departure. Keep an eye out as soon as your desired flights open for booking. If you miss the early deals, you may still find lower prices closer to your travel date.
Search for flights on the go.
For the best flight booking experience on the go, download Trip.com and search for cheap flights from Tampa to Chicago to get your exclusive deals.
Find cheapest flight ticket from Tampa to Chicago
| Cheapest one-way flight price | S$ 24 |
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| Cheapest return ticket price | S$ 98 |
| Off-season for travel | March |
| Peak season for travel | December |
| Flight distance | 1,614.2km |
| Average flight time | 4 hours 13 minutes |
| Popular airline | Delta Air Lines |
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