What percentage of Tampa to Chicago flights are direct?

In the trailing 90 days, approximately 29.5% of flights from Tampa to Chicago were direct. For flights that included a stopover, the median number of stopovers was 1. This means that while direct options are available, a significant portion of flights on this route involve at least one connection.

How many hours is the flight from Tampa to Chicago?

A direct flight from Tampa to Chicago typically takes around 3 hours and 3 minutes. This is based on an approximate distance of 1607 kilometers. Flights with one stop, however, have a median duration of 8 hours and 46 minutes. Travelers should factor in these differences when planning their journey.

How often do cheap flights from Tampa to Chicago come up?

Historically, cheap flights from Tampa to Chicago come up frequently. This route is consistently observed to have good pricing opportunities. Travelers can often find favorable fares when searching for this particular route.

Flights From Tampa

To Chicago

Cheap Flights from Tampa to Chicago

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Fares are subject to change and may not be available for all dates. (Data last updated Jul 26, 2026.)

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Round trip

Sort by: Cheapest

October 7 - October 26

Cheapest

Earliest

PIE - Chicago

$96

$100

Round trip

October 7 - October 23

Cheapest

Earliest

PIE - Chicago

$97

$100

Round trip

October 21 - October 26

PIE - Chicago

$116

$108

Round trip

October 21 - October 23

PIE - Chicago

$117

$108

Round trip

October 23 - October 26

PIE - Chicago

$117

$108

Round trip

October 7 - October 14

Earliest

PIE - Chicago

$110

$108

Round trip

January 15 - January 25

PIE - Chicago

$131

$108

Round trip

January 15 - January 18

PIE - Chicago

$137

$108

Round trip

January 22 - January 25

Best

PIE - Chicago

$143

$108

Round trip

October 7 - October 30

Earliest

PIE - Chicago

$95

$112

Round trip

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Tampa to Chicago: Overview

Insights for flights from Tampa to Chicago

Right now, the cheapest fares from Tampa to Chicago start at prices that are below the typical level for this route. Historically, fares for this route typically range from $130–$389, with a median of $215. Currently, about 8% of recent fares from Tampa to Chicago are considered a good price. New deals for this route appear almost daily, suggesting frequent opportunities for savings.

If you are looking for the cheapest time to fly from Tampa to Chicago, the data indicates that September is typically the most affordable month, with a median fare of $125. Following closely are August, with median fares around $140, and October, where the median fare is approximately $142. These months offer the lowest median prices for this route.

A typical journey from Tampa to Chicago takes about 3h 3m, including connections. Most itineraries on this route connect at least once, with the median connecting itinerary taking approximately 13h 10m. For direct flights from Tampa to Chicago, the typical non-stop flight time is also around 3h 3m.

The distance between Tampa and Chicago is approximately 1607 kilometers. This classifies the route as a medium-haul journey. Medium-haul flights generally involve travel over several hundred to a few thousand kilometers.

How much is a round trip from Tampa to Chicago

Regular price: $82 - $218

Prices are currently within the regular range.

The regular price range for flights from Tampa to Chicago is $82 to $218. The current lowest deal is $100 with Allegiant Air for travel from Oct 7-Oct 23.

now $100

Low $82

High $218

The cheapest time to fly from Tampa to Chicago

The cheapest month to fly from Tampa to Chicago is September, with a median price of $118. The most expensive month is December, with a median price of $692. Prices are generally lower from January to November.

September

Cheapest

Flights from $118

December

Most Expensive

Flights from $692

Jan

Feb

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Direct flights from Tampa to Chicago

Allegiant Air

Last-minute flights going from Tampa to Chicago

Mon, Aug 3

⌛ Last-Minute

PIE - Chicago

Tampa (PIE) - Chicago (RFD)

Allegiant Air

$286

$213

One-way

Mon, Aug 3

⌛ Last-Minute

PIE - Chicago

Tampa (PIE) - Chicago (RFD)

Allegiant Air

$347

$250

One-way

Wed, Aug 5

⌛ Last-Minute

TPA - Chicago

Tampa (TPA) - Chicago (RFD)

Breeze Airways

$313

$188

One-way

Wed, Aug 5

⌛ Last-Minute

TPA - Chicago

Tampa (TPA) - Chicago (RFD)

Breeze Airways

$351

$212

One-way

Thu, Aug 6

⌛ Last-Minute

TPA - Chicago

Tampa (TPA) - Chicago (MDW)

Frontier Airlines

$297

$196

One-way

Fri, Aug 7

⌛ Last-Minute

PIE - Chicago

Tampa (PIE) - Chicago (RFD)

Allegiant Air

$282

$196

One-way

Biggest price drops on these dates for flights from Tampa to Chicago

4 nights

Aug 5 - Aug 9

$351 → $212

40%

2 nights

Sep 20 - Sep 22

$282 → $153

46%

4 nights

Sep 17 - Sep 21

$280 → $154

45%

6 nights

Aug 5 - Aug 11

$313 → $188

40%

Popular Airports to fly from Tampa to Chicago

Tampa - Chicago route insights

💸 Price insights

Recent fares are below the typical level

Recent fares from Tampa to Chicago are below the typical level at $100.

📅 Best time to fly

Fly in September for the best prices

Historically, September is the cheapest month to fly from Tampa to Chicago, with a median price of $118.

⏱️ Flight duration

Direct flights take 3h 3m

The typical direct flight from Tampa to Chicago takes 3 hours and 3 minutes.

✈️ Airlines & availability

Connecting flights are more common

Historically, connecting flights are more common, making up 70.5% of recent routes.

🏆 Airline highlight

Allegiant Air offers direct flights

Allegiant Air has historically offered direct flights from Tampa to Chicago.

🎯 Booking tip

Deals appear frequently

Deals for flights from Tampa to Chicago appear frequently, typically within a 30-day window.

Tampa main airports to depart from

St. Pete–Clearwater International (PIE)

Cheapest

St. Pete–Clearwater International Airport offers a good option for flights from Tampa to Chicago.

📍 ~23 km from Tampa (reachable by car).

💸 Flights from ~$100

Tampa International (TPA)

Tampa International Airport is a convenient choice for flights from Tampa to Chicago.

📍 ~8 km from Tampa (reachable by car).

💸 Flights from ~$113

Chicago main airports to arrive at

Chicago Rockford International (RFD)

Cheapest

Chicago Rockford International offers a budget-friendly arrival option for your trip from Tampa to Chicago.

📍 ~126 km from Chicago (reachable by car)

💸 Flights from ~$100

Chicago Midway International (MDW)

Chicago Midway International is a convenient arrival airport for travelers flying from Tampa to Chicago.

📍 ~14 km from Chicago (reachable by car)

💸 Flights from ~$152

O Hare International (ORD)

O Hare International provides another arrival choice for your journey from Tampa to Chicago.

📍 ~25 km from Chicago (reachable by car)

💸 Flights from ~$151

Airports nearby Chicago used as alternative

General Mitchell International (MKE)

General Mitchell International offers significant carrier presence and direct flight options for Chicago travelers.

📍 ~135 km from Chicago (reachable by train or car)

💸 Flights from ~$275

Gerald R. Ford International (GRR)

Gerald R. Ford International provides a robust domestic network with legacy and low-cost airlines.

📍 ~205 km from Chicago (reachable by car)

💸 Flights from ~$104

Dane County Regional (MSN)

Dane County Regional is a reliable regional hub with efficient operations and good amenities for travelers.

📍 ~200 km from Chicago (reachable by car)

💸 Flights from ~$138

South Bend International (SBN)

Cheapest

South Bend International is the closest alternative airport to the Chicago metro area.

📍 ~120 km from Chicago (reachable by train)

💸 Flights from ~$83

Fort Wayne International (FWA)

Fort Wayne International offers multiple cabin classes and solid connectivity for eastern domestic destinations.

📍 ~220 km from Chicago (reachable by car)

💸 Flights from ~$114

Business & First Class Flight Deals to Chicago

65% AI deal score

$2,153

From TPA

Elite

Sep 07

Chicago, United States

50% AI deal score

$2,076

$2,026

Save $50

From TPA

Elite

Sep 07

Chicago, United States

50% AI deal score

$2,109

$2,096

Save $13

From TPA

Chicago, United States

49% AI deal score

$2,077

From TPA

Elite

Aug 18

Chicago, United States

48% AI deal score

$2,134

From TPA

Elite

Jan 09

Chicago, United States

48% AI deal score

$789

From TPA

Chicago, United States

46% AI deal score

$1,347

$1,315

Save $32

From TPA

Elite

Nov 25

Chicago, United States

44% AI deal score

$2,136

From TPA

Elite

Nov 21

Chicago, United States

44% AI deal score

$2,176

From TPA

Elite

Nov 30

Chicago, United States

44% AI deal score

$2,182

From TPA

Elite

Jan 15

Chicago, United States

44% AI deal score

$876

From TPA

Elite

Dec 16

Chicago, United States

43% AI deal score

$2,165

Frequently Asked Questions About Flights to Chicago

Historically, the best prices for flights from Tampa to Chicago are found when booking 28-59 days in advance. During this period, the average price is typically around $196. Booking within 0-6 days of departure usually sees a significantly higher average price of $479. Planning ahead by at least four weeks can lead to considerable savings.

Across the trailing quarter, a flight from Tampa to Chicago is considered cheap if it is priced at or below $130. The median price for this route over the same period was $215. Fares around $389 or higher are generally on the more expensive side for this route. These figures are based on pricing trends observed over a 90-day window.

Historically, the cheapest months to fly from Tampa to Chicago are September, with a median price of $125, and August, with a median price of $140. October also shows favorable pricing, with a median of $142. The annual median price for this route is $215, indicating that these months offer prices well below the yearly average.

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