There are most likely no direct flights on the Tampa — Chicago route
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A non-stop flight is the most convenient and comfortable way to fly from Tampa to Chicago, despite the fact that sometimes flights with transfers can cost significantly less.
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There are most likely no direct flights on the Tampa — Chicago route
Tampa — Chicago
07/28/2026
Departure
Direct flight
UA1010
starting at $298
Tampa — Chicago
12/30/2026
Departure
Direct flight
WN3029
starting at $216
Tampa — Chicago
07/29/2026
Departure
Direct flight
UA2223
starting at $317
Tampa — Chicago
07/30/2026
Departure
Direct flight
AA2834
starting at $482
Tampa — Chicago
07/31/2026
Departure
Direct flight
UA2331
starting at $293
starting at $293
starting at $216
starting at $482
starting at $108
starting at $134
The Tampa — Chicago route is served by a wide range of airlines: 5 in total, including United Airlines, Southwest Airlines, American Airlines, Mexicana de Aviación, and Frontier Airlines. Competition among carriers gives passengers the opportunity to find tickets at attractive fares — with prices starting from $108. Our service helps compare all available offers within seconds and choose the most convenient option. You can filter flights by price, departure time, or baggage rules to make your trip as comfortable as possible. With so many airlines, there’s always a chance to catch special promotions and save.
The cheapest one-way flight from Tampa to Chicago departs on 07/29/2026, is operated by Mexicana de Aviación and costs $108
The cheapest roundtrip flight from Tampa to Chicago departs on 10/16/2026, is operated by Allegiant Air and costs $160
Fastest flight from Tampa to Chicago takes 3h 13m
There are direct flights on this route 4 days a week: Tu, We, Th, and Fr
The distance between Tampa and Chicago is 1617km (1003 miles). There are 43 direct flights from Tampa to Chicago. The time difference between Tampa and Chicago is 1h. Flights from Tampa begin at 6:00 AM. The latest flight from Tampa departs at 9:55 PM
Tampa International Airport (TPA) is the region’s primary gateway and typically serves a mix of legacy carriers, major low-cost airlines, and seasonal international services, positioning it as a full-service hub rather than a strictly budget option. It sits about 6 miles (10 km) west of downtown Tampa, with travel times usually around 15–25 minutes by car depending on traffic; airport shuttle buses, taxis and rideshares are common choices and fares can range from roughly $10–30. Public transit options include a bus connection that can take 30–50 minutes. Pros: compact layout, efficient people-mover links, and a solid selection of dining and shopping. Cons: peak-hour congestion and parking fees can be relatively high for some travelers.
The cheapest flight ticket from Tampa to Chicago according to data for the last 48 hours costs $108
Often the best time to buy tickets from Tampa to Chicago is 2 months before departure.
Based on statistics over the past years, the lowest prices for flights from Tampa to Chicago can be found flying in these months: September, July.
The fastest flights from Tampa to Chicago start from 3 hours 13 minutes in the air.
The following airlines operate direct flights on the route Tampa — Chicago: United Airlines, Southwest Airlines, American Airlines
The minimum one-way ticket price from Tampa to Chicago is $96 (September 2026), while the maximum is $123 (July 2026). On average, a ticket costs $110–$123.
We couldn't find any special offers for flights from Tampa to Chicago
Chicago is served by two main airports with distinct roles. O'Hare International (ORD) is the city's major international hub and a transfer center for both full-service and many low-cost carriers; it typically hosts long-haul and connecting services and can be pricier on average than secondary airports. Midway (MDW) functions more as a domestic and budget-oriented gateway, often favored by low-cost and leisure carriers for short- and medium-haul routes. O'Hare sits about 17 miles northwest of downtown, with the CTA Blue Line subway taking roughly 45–60 minutes and costing around the regular transit fare; taxis or ride-shares usually take 30–60 minutes depending on traffic and can cost substantially more. Midway lies roughly 10 miles southwest of the Loop, reachable by the CTA Orange Line in about 25–35 minutes for a transit fare, or by taxi/ride-share in 20–40 minutes. Pros for O'Hare include extensive international connections and amenities, while cons can be longer transfer times and busy terminals; Midway’s advantages are shorter city access and often lower fares, with downsides including fewer nonstop international options and more limited lounges and services.
