$259 Economy Roundtrip to Chicago (MCO-MDW) in Sep from Orlando

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$259 Economy Roundtrip to Chicago (MCO-MDW) in Sep from Orlando

Best Flights starting from $259

from$259economy

Orlando (MCO)

Thu, Sep 24

Roundtrip

Chicago (MDW)

Sun, Sep 27

from$310economy

Orlando (MCO)

Fri, Sep 11

Roundtrip

Chicago (MDW)

Tue, Sep 15

Fields updated — click View Prices to search ↑

Other Options for This Route

MDW destination

Economy One-way to Chicago (MDW)

Orlando (MCO) to Chicago (MDW) in October from $85

MDW destination

Economy Roundtrip to Chicago (MDW)

Orlando (MCO) to Chicago (MDW) in November from $77

MDW destination

Economy Roundtrip to Chicago (MDW)

Orlando (MCO) to Chicago (MDW) in May from $155

MDW destination

Economy One-way to Chicago (MDW)

Orlando (MCO) to Chicago (MDW) in June from $119

MDW destination

Economy Roundtrip to Chicago (MDW)

Orlando (MCO) to Chicago (MDW) in June from $190

Other Destinations

ATLA destination

Economy One-way to Atlanta (Any)

Orlando (MCO) to Atlanta (Any) in September from $34

HOUA destination

Economy One-way to Houston (Any)

Orlando (MCO) to Houston (Any) in September from $40

LGA destination

Economy One-way to New York (LGA)

Orlando (MCO) to New York (LGA) in September from $49

DTW destination

Economy One-way to Detroit (DTW)

Orlando (MCO) to Detroit (DTW) in September from $55

WASA destination

Economy One-way to Washington, D.C. (Any)

Orlando (MCO) to Washington, D.C. (Any) in September from $55

ATLA destination

Economy Roundtrip to Atlanta (Any)

Orlando (MCO) to Atlanta (Any) in September from $56

Flights from Other Cities

MDW destination

Economy One-way to Chicago (MDW)

Tampa (TPA) to Chicago (MDW) in September from $78

MDW destination

Economy One-way to Chicago (MDW)

Atlanta (Any) to Chicago (MDW) in September from $89

MDW destination

Economy One-way to Chicago (MDW)

Atlanta (ATL) to Chicago (MDW) in September from $100

MDW destination

Economy One-way to Chicago (MDW)

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

MDW destination

Economy One-way to Chicago (MDW)

Houston (HOU) to Chicago (MDW) in September from $105

MDW destination

Economy Roundtrip to Chicago (MDW)

Fort Lauderdale (FLL) to Chicago (MDW) in September from $126

Cheap economy Class Flights from Orlando (MCO) 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: MCO to MDW in September - Route 1

Starting from $259

Flight Options & Prices:

Direct Flights: From $419 - Fastest option with no layovers
One-Stop Flights: From $259 - Good value with one connection
Multi-Stop Flights: From $259 - Cheapest option with multiple connections

Book your economy class flight from Orlando (MCO) 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: MCO to MDW in September - Route 2

Starting from $310

Flight Options & Prices:

Direct Flights: From $397 - Fastest option with no layovers
One-Stop Flights: From $310 - Good value with one connection
Multi-Stop Flights: From $310 - Cheapest option with multiple connections

Book your economy class flight from Orlando (MCO) 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 Orlando (MCO) 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 Orlando (MCO) 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.