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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Dallas, TX (DFW)To
Chicago, IL (ORD)Departing Mar 10, 2026
From
$19
Last seen: 13 hours ago
One-way
Discount Den Basic Fare
Orlando, FL (MCO)To
Chicago, IL (ORD)Departing Jan 15, 2026
From
$19
Last seen: 6 hours ago
One-way
Discount Den Basic Fare
Atlanta, GA (ATL)To
Chicago, IL (MDW)Departing Feb 25, 2026
From
$33
Last seen: 2 hours ago
One-way
Discount Den Basic Fare
Phoenix, AZ (PHX)To
Chicago, IL (ORD)Departing Mar 11, 2026
From
$19
Last seen: 7 hours ago
One-way
Discount Den Basic Fare
Atlanta, GA (ATL)To
Chicago, IL (ORD)Departing Jan 28, 2026
From
$33
Last seen: 10 hours ago
One-way
Discount Den Basic Fare
Dallas, TX (DFW)To
Chicago, IL (MDW)Departing Feb 28, 2026
From
$19
Last seen: 13 hours ago
One-way
Discount Den Basic Fare
Orlando, FL (MCO)To
Chicago, IL (MDW)Departing Feb 5, 2026
From
$19
Last seen: 9 hours ago
One-way
Discount Den Basic Fare
Denver, CO (DEN)To
Chicago, IL (ORD)Departing Feb 5, 2026
From
$22
Last seen: 2 hours ago
One-way
Discount Den Basic Fare
Los Angeles, CA (LAX)To
Chicago, IL (ORD)Departing Feb 25, 2026
From
$33
Last seen: 2 hours ago
One-way
Discount Den Basic Fare
Philadelphia, PA (PHL)To
Chicago, IL (ORD)Departing Jan 18, 2026
From
$19
Last seen: 2 hours ago
One-way
Discount Den Basic Fare
Tampa, FL (TPA)To
Chicago, IL (ORD)Departing Jan 15, 2026
From
$19
Last seen: 1 hour ago
One-way
Discount Den Basic Fare
Houston, TX (IAH)To
Chicago, IL (ORD)Departing Feb 21, 2026
From
$19
Last seen: 7 hours ago
One-way
Discount Den Basic Fare
New York City, NY (JFK)To
Chicago, IL (ORD)Departing Feb 6, 2026
From
$19
Last seen: 7 hours ago
One-way
Discount Den Basic Fare
Phoenix, AZ (PHX)To
Chicago, IL (MDW)Departing Feb 19, 2026
From
$19
Last seen: 53 mins ago
One-way
Discount Den Basic Fare
Charlotte, NC (CLT)To
Chicago, IL (ORD)Departing Jan 29, 2026
From
$19
Last seen: 3 hours ago
One-way
Discount Den Basic Fare
Las Vegas, NV (LAS)To
Chicago, IL (ORD)Departing Jan 31, 2026
From
$33
Last seen: 7 hours ago
One-way
Discount Den Basic Fare
Austin, TX (AUS)To
Chicago, IL (ORD)Departing Jan 18, 2026
From
$19
Last seen: 13 mins ago
One-way
Discount Den Basic Fare
Houston, TX (IAH)To
Chicago, IL (MDW)Departing Feb 2, 2026
From
$33
Last seen: 12 hours ago
One-way
Discount Den Basic Fare
Denver, CO (DEN)To
Chicago, IL (MDW)Departing Feb 28, 2026
From
$33
Last seen: 10 hours ago
One-way
Discount Den Basic Fare
Miami, FL (MIA)To
Chicago, IL (MDW)Departing Feb 12, 2026
From
$19
Last seen: 55 mins 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 | |||
|---|---|---|---|---|
| Dallas, TX (DFW) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Mar 10, 2026 | From $19 Last seen: 13 hours ago |
| Orlando, FL (MCO) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Feb 5, 2026 | From $19 Last seen: 1 hour ago |
| Atlanta, GA (ATL) | Chicago, IL (MDW) | One-way / Discount Den Basic Fare | Departing Feb 25, 2026 | From $33 Last seen: 2 hours ago |
| Phoenix, AZ (PHX) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Mar 11, 2026 | From $19 Last seen: 7 hours ago |
| Atlanta, GA (ATL) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Feb 27, 2026 | From $33 Last seen: 8 hours ago |
| Dallas, TX (DFW) | Chicago, IL (MDW) | One-way / Discount Den Basic Fare | Departing Feb 28, 2026 | From $19 Last seen: 13 hours ago |
| Orlando, FL (MCO) | Chicago, IL (MDW) | One-way / Discount Den Basic Fare | Departing Feb 5, 2026 | From $19 Last seen: 9 hours ago |
| Denver, CO (DEN) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Feb 5, 2026 | From $22 Last seen: 2 hours ago |
| Los Angeles, CA (LAX) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Feb 25, 2026 | From $33 Last seen: 2 hours ago |
| Philadelphia, PA (PHL) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Feb 6, 2026 | From $19 Last seen: 8 hours ago |
| Tampa, FL (TPA) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Jan 31, 2026 | From $19 Last seen: 5 hours ago |
| Houston, TX (IAH) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Feb 21, 2026 | From $19 Last seen: 7 hours ago |
| New York City, NY (JFK) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Feb 6, 2026 | From $19 Last seen: 7 hours ago |
| Phoenix, AZ (PHX) | Chicago, IL (MDW) | One-way / Discount Den Basic Fare | Departing Feb 19, 2026 | From $19 Last seen: 53 mins ago |
| Charlotte, NC (CLT) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Feb 5, 2026 | From $19 Last seen: 5 hours ago |
| Las Vegas, NV (LAS) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Jan 31, 2026 | From $33 Last seen: 7 hours ago |
| Austin, TX (AUS) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Feb 6, 2026 | From $23 Last seen: 1 hour ago |
| Houston, TX (IAH) | Chicago, IL (MDW) | One-way / Discount Den Basic Fare | Departing Feb 2, 2026 | From $33 Last seen: 12 hours ago |
| Denver, CO (DEN) | Chicago, IL (MDW) | One-way / Discount Den Basic Fare | Departing Feb 28, 2026 | From $33 Last seen: 10 hours ago |
| Miami, FL (MIA) | Chicago, IL (MDW) | One-way / Discount Den Basic Fare | Departing Feb 12, 2026 | From $19 Last seen: 55 mins 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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