$235 Economy Roundtrip to Chicago (TPA-MDW) in Sep from Tampa

$235 Economy Roundtrip to Chicago (TPA-MDW) in Sep from Tampa

Best Flights starting from $235

from$235economy

Tampa (TPA)

Tue, Sep 8

Roundtrip

Chicago (MDW)

Thu, Sep 10

from$235economy

Tampa (TPA)

Mon, Sep 14

Roundtrip

Chicago (MDW)

Wed, Sep 16

from$240economy

Tampa (TPA)

Thu, Sep 10

Roundtrip

Chicago (MDW)

Sat, Sep 12

from$240economy

Tampa (TPA)

Sat, Sep 12

Roundtrip

Chicago (MDW)

Mon, Sep 14

from$242economy

Tampa (TPA)

Wed, Sep 9

Roundtrip

Chicago (MDW)

Fri, Sep 11

from$242economy

Tampa (TPA)

Sun, Sep 13

Roundtrip

Chicago (MDW)

Tue, Sep 15

from$254economy

Tampa (TPA)

Fri, Sep 11

Roundtrip

Chicago (MDW)

Sun, Sep 13

Fields updated — click View Prices to search ↑

Other Destinations

AUS destination

Economy One-way to Austin (AUS)

Tampa (TPA) to Austin (AUS) in September from $95

YYZ destination

Economy One-way to Toronto (YYZ)

Tampa (TPA) to Toronto (YYZ) in September from $107

PHXA destination

Economy One-way to Phoenix (Any)

Tampa (TPA) to Phoenix (Any) in September from $135

BDL destination

Economy Roundtrip to Hartford (BDL)

Tampa (TPA) to Hartford (BDL) in September from $138

ORD destination

Economy Roundtrip to Chicago (ORD)

Tampa (TPA) to Chicago (ORD) in September from $139

EWR destination

Economy Roundtrip to Newark (EWR)

Tampa (TPA) to Newark (EWR) in September from $157

Flights from Other Cities

MDW destination

Economy One-way to Chicago (MDW)

Miami (MIA) to Chicago (MDW) in September from $100

MDW destination

Economy Roundtrip to Chicago (MDW)

Denver (DEN) to Chicago (MDW) in September from $149

MDW destination

Economy Roundtrip to Chicago (MDW)

Orlando (MCO) to Chicago (MDW) in September from $213

MDW destination

Economy Roundtrip to Chicago (MDW)

Savannah (SAV) to Chicago (MDW) in September from $237

MDW destination

Economy Roundtrip to Chicago (MDW)

Houston (HOU) to Chicago (MDW) in September from $279

MDW destination

Economy Roundtrip to Chicago (MDW)

Louisville (SDF) to Chicago (MDW) in September from $295

Cheap economy Class Flights from Tampa (TPA) to Chicago (MDW) September

Find the best deals on economy class flights. Compare prices for direct flights, one-stop, and multi-stop options.

Cheap economy Flights: TPA to MDW in September - Route 1

Starting from $235

Flight Options & Prices:

Direct Flights: From $245 - Fastest option with no layovers
One-Stop Flights: From $235 - Good value with one connection
Multi-Stop Flights: From $235 - Cheapest option with multiple connections

Book your economy class flight from Tampa (TPA) to Chicago (MDW)and save money on your travel. Compare all flight options to find the best deal for your september trip.

Cheap economy Flights: TPA to MDW in September - Route 2

Starting from $235

Flight Options & Prices:

Direct Flights: From $237 - Fastest option with no layovers
One-Stop Flights: From $235 - Good value with one connection
Multi-Stop Flights: From $235 - Cheapest option with multiple connections

Book your economy class flight from Tampa (TPA) to Chicago (MDW)and save money on your travel. Compare all flight options to find the best deal for your september trip.

Cheap economy Flights: TPA to MDW in September - Route 3

Starting from $240

Flight Options & Prices:

Direct Flights: From $245 - Fastest option with no layovers
One-Stop Flights: From $240 - Good value with one connection
Multi-Stop Flights: From $240 - Cheapest option with multiple connections

Book your economy class flight from Tampa (TPA) to Chicago (MDW)and save money on your travel. Compare all flight options to find the best deal for your september trip.

Cheap economy Flights: TPA to MDW in September - Route 4

Starting from $240

Flight Options & Prices:

Direct Flights: From $245 - Fastest option with no layovers
One-Stop Flights: From $240 - Good value with one connection
Multi-Stop Flights: From $240 - Cheapest option with multiple connections

Book your economy class flight from Tampa (TPA) to Chicago (MDW)and save money on your travel. Compare all flight options to find the best deal for your september trip.

Cheap economy Flights: TPA to MDW in September - Route 5

Starting from $242

Flight Options & Prices:

Direct Flights: From $291 - Fastest option with no layovers
One-Stop Flights: From $242 - Good value with one connection
Multi-Stop Flights: From $242 - Cheapest option with multiple connections

Book your economy class flight from Tampa (TPA) to Chicago (MDW)and save money on your travel. Compare all flight options to find the best deal for your september trip.

Cheap economy Flights: TPA to MDW in September - Route 6

Starting from $242

Flight Options & Prices:

Direct Flights: From $291 - Fastest option with no layovers
One-Stop Flights: From $242 - Good value with one connection
Multi-Stop Flights: From $242 - Cheapest option with multiple connections

Book your economy class flight from Tampa (TPA) to Chicago (MDW)and save money on your travel. Compare all flight options to find the best deal for your september trip.

Cheap economy Flights: TPA to MDW in September - Route 7

Starting from $254

Flight Options & Prices:

Direct Flights: From $373 - Fastest option with no layovers
One-Stop Flights: From $254 - Good value with one connection
Multi-Stop Flights: From $254 - Cheapest option with multiple connections

Book your economy class flight from Tampa (TPA) to Chicago (MDW)and save money on your travel. Compare all flight options to find the best deal for your september trip.

Why Choose Economy Class Flights from Tampa (TPA) to Chicago (MDW)?

Compare prices from multiple airlines
Find direct flights and multi-stop options
Best deals for september travel
Flexible booking options
24/7 customer support

Planning a trip from Tampa (TPA) to Chicago (MDW) in september? SlickTrip helps you find the cheapest economy class flights with our comprehensive flight comparison tool. Whether you prefer direct flights for convenience or multi-stop flights for savings, we have options for every budget and schedule.