Flights to Chicago, IL
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Traveling to Chicago, IL (MDW) (ORD)
Chicago, also called the Windy City, is the most happening city in the Midwest, with something to offer for every traveler. Take a spin on the Ferris wheel at Navy Pier, grab a slice of deep dish, check out Millennium Park and snap a photo with The Bean or take a tour on the river! Whether you are traveling with family or friends, there are a number of things to see and do when you are visiting Chicago.
Thinking about traveling to Chicago? Get to Chicago with ease by booking a flight into Chicago Midway International Airport (MDW) or Chicago O'Hare International Airport (ORD)Â on Frontier Airlines. Explore flight options and select one that suits your schedule, then start planning your trip!
Flying into Chicago? We also service Chicago O'Hare International Airport
Best Deals on Flights to Chicago, IL
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Atlanta, GA (ATL)To
Chicago, IL (ORD)Departing Nov 3, 2025
From
$20
Last seen: 50 mins ago
One-way
Discount Den Basic Fare
Dallas, TX (DFW)To
Chicago, IL (ORD)Departing Nov 19, 2025
From
$20
Last seen: 4 hours ago
One-way
Discount Den Basic Fare
Atlanta, GA (ATL)To
Chicago, IL (MDW)Departing Dec 4, 2025
From
$16
Last seen: 15 hours ago
One-way
Discount Den Basic Fare
Denver, CO (DEN)To
Chicago, IL (ORD)Departing Oct 20, 2025
From
$21
Last seen: 9 hours ago
One-way
Discount Den Basic Fare
Dallas, TX (DFW)To
Chicago, IL (MDW)Departing Dec 15, 2025
From
$21
Last seen: 2 hours ago
One-way
Discount Den Basic Fare
Phoenix, AZ (PHX)To
Chicago, IL (ORD)Departing Oct 30, 2025
From
$29
Last seen: 2 mins ago
One-way
Discount Den Basic Fare
Orlando, FL (MCO)To
Chicago, IL (ORD)Departing Jan 25, 2026
From
$28
Last seen: 16 hours ago
One-way
Discount Den Basic Fare
Los Angeles, CA (LAX)To
Chicago, IL (ORD)Departing Oct 30, 2025
From
$29
Last seen: 17 hours ago
One-way
Discount Den Basic Fare
Denver, CO (DEN)To
Chicago, IL (MDW)Departing Nov 9, 2025
From
$21
Last seen: 3 hours ago
One-way
Discount Den Basic Fare
Philadelphia, PA (PHL)To
Chicago, IL (ORD)Departing Oct 30, 2025
From
$21
Last seen: 1 hour ago
One-way
Discount Den Basic Fare
Baltimore, MD (BWI)To
Chicago, IL (MDW)Departing Oct 25, 2025
From
$25
Last seen: 5 hours ago
One-way
Discount Den Basic Fare
Houston, TX (IAH)To
Chicago, IL (MDW)Departing Oct 25, 2025
From
$31
Last seen: 9 hours ago
One-way
Discount Den Basic Fare
Tampa, FL (TPA)To
Chicago, IL (ORD)Departing Nov 6, 2025
From
$30
Last seen: 3 hours ago
One-way
Discount Den Basic Fare
Houston, TX (IAH)To
Chicago, IL (ORD)Departing Oct 27, 2025
From
$31
Last seen: 1 hour ago
One-way
Discount Den Basic Fare
Las Vegas, NV (LAS)To
Chicago, IL (ORD)Departing Dec 18, 2025
From
$36
Last seen: 11 hours ago
One-way
Discount Den Basic Fare
Phoenix, AZ (PHX)To
Chicago, IL (MDW)Departing Nov 14, 2025
From
$29
Last seen: 12 hours ago
One-way
Discount Den Basic Fare
Orlando, FL (MCO)To
Chicago, IL (MDW)Departing Oct 31, 2025
From
$28
Last seen: 13 hours ago
One-way
Discount Den Basic Fare
Philadelphia, PA (PHL)To
Chicago, IL (MDW)Departing Oct 23, 2025
From
$21
Last seen: 37 mins ago
One-way
Discount Den Basic Fare
Tampa, FL (TPA)To
Chicago, IL (MDW)Departing Oct 22, 2025
From
$28
Last seen: 17 hours ago
One-way
Discount Den Basic Fare
Charlotte, NC (CLT)To
Chicago, IL (ORD)Departing Oct 30, 2025
From
$21
Last seen: 13 hours ago
One-way
Discount Den Basic Fare
*Prices found by others in the previous 48 hours for one-way flights. Prices shown may also require membership in our travel club, Discount Den®.
PLAN YOUR TRIP
                       
                        
                            
Best Flight Deals to Chicago, IL with Frontier
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From | To | |||
|---|---|---|---|---|
| Atlanta, GA (ATL) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Nov 3, 2025 | From $20 Last seen: 50 mins ago |
| Dallas, TX (DFW) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Nov 19, 2025 | From $20 Last seen: 4 hours ago |
| Atlanta, GA (ATL) | Chicago, IL (MDW) | One-way / Discount Den Basic Fare | Departing Dec 4, 2025 | From $16 Last seen: 15 hours ago |
| Denver, CO (DEN) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Nov 9, 2025 | From $21 Last seen: 2 hours ago |
| Dallas, TX (DFW) | Chicago, IL (MDW) | One-way / Discount Den Basic Fare | Departing Dec 15, 2025 | From $21 Last seen: 2 hours ago |
| Phoenix, AZ (PHX) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Nov 14, 2025 | From $30 Last seen: 10 hours ago |
| Orlando, FL (MCO) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Jan 25, 2026 | From $28 Last seen: 16 hours ago |
| Los Angeles, CA (LAX) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Nov 16, 2025 | From $29 Last seen: 2 hours ago |
| Denver, CO (DEN) | Chicago, IL (MDW) | One-way / Discount Den Basic Fare | Departing Nov 9, 2025 | From $21 Last seen: 3 hours ago |
| Philadelphia, PA (PHL) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Oct 31, 2025 | From $22 Last seen: 10 hours ago |
| Baltimore, MD (BWI) | Chicago, IL (MDW) | One-way / Discount Den Basic Fare | Departing Nov 8, 2025 | From $27 Last seen: 1 hour ago |
| Houston, TX (IAH) | Chicago, IL (MDW) | One-way / Discount Den Basic Fare | Departing Nov 1, 2025 | From $31 Last seen: 7 mins ago |
| Tampa, FL (TPA) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Nov 6, 2025 | From $30 Last seen: 3 hours ago |
| Houston, TX (IAH) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Nov 6, 2025 | From $35 Last seen: 2 hours ago |
| Las Vegas, NV (LAS) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Dec 18, 2025 | From $36 Last seen: 11 hours ago |
| Phoenix, AZ (PHX) | Chicago, IL (MDW) | One-way / Discount Den Basic Fare | Departing Nov 14, 2025 | From $29 Last seen: 12 hours ago |
| Orlando, FL (MCO) | Chicago, IL (MDW) | One-way / Discount Den Basic Fare | Departing Oct 31, 2025 | From $28 Last seen: 13 hours ago |
| Philadelphia, PA (PHL) | Chicago, IL (MDW) | One-way / Discount Den Basic Fare | Departing Oct 31, 2025 | From $22 Last seen: 1 hour ago |
| Tampa, FL (TPA) | Chicago, IL (MDW) | One-way / Discount Den Basic Fare | Departing Nov 10, 2025 | From $30 Last seen: 14 hours ago |
| Charlotte, NC (CLT) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Nov 13, 2025 | From $21 Last seen: 10 hours ago |
*Prices found by others in the previous 48 hours for one-way flights. Prices shown may also require membership in our travel club, Discount Den®.
Similar Flights Traveling to Chicago, IL
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