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 Apr 14, 2026
From
$19
Last seen: 8 hours ago
One-way
Discount Den Basic Fare
Orlando, FL (MCO)To
Chicago, IL (ORD)Departing May 6, 2026
From
$33
Last seen: 15 hours ago
One-way
Discount Den Basic Fare
Phoenix, AZ (PHX)To
Chicago, IL (ORD)Departing May 9, 2026
From
$19
Last seen: 17 hours ago
One-way
Discount Den Basic Fare
Atlanta, GA (ATL)To
Chicago, IL (ORD)Departing Mar 10, 2026
From
$23
Last seen: 11 hours ago
One-way
Discount Den Basic Fare
Atlanta, GA (ATL)To
Chicago, IL (MDW)Departing Mar 25, 2026
From
$33
Last seen: 4 hours ago
One-way
Discount Den Basic Fare
Denver, CO (DEN)To
Chicago, IL (ORD)Departing Mar 6, 2026
From
$19
Last seen: 6 hours ago
One-way
Discount Den Basic Fare
Houston, TX (IAH)To
Chicago, IL (ORD)Departing Apr 14, 2026
From
$19
Last seen: 15 hours ago
One-way
Discount Den Basic Fare
Dallas, TX (DFW)To
Chicago, IL (MDW)Departing Mar 25, 2026
From
$19
Last seen: 14 hours ago
One-way
Discount Den Basic Fare
Los Angeles, CA (LAX)To
Chicago, IL (ORD)Departing May 15, 2026
From
$33
Last seen: 12 hours ago
One-way
Discount Den Basic Fare
Orlando, FL (MCO)To
Chicago, IL (MDW)Departing Apr 25, 2026
From
$19
Last seen: 7 hours ago
One-way
Discount Den Basic Fare
Tampa, FL (TPA)To
Chicago, IL (ORD)Departing Mar 10, 2026
From
$26
Last seen: 3 hours ago
One-way
Discount Den Basic Fare
Phoenix, AZ (PHX)To
Chicago, IL (MDW)Departing Mar 21, 2026
From
$19
Last seen: 2 hours ago
One-way
Discount Den Basic Fare
Las Vegas, NV (LAS)To
Chicago, IL (ORD)Departing Apr 15, 2026
From
$24
Last seen: 16 hours ago
One-way
Discount Den Basic Fare
New York City, NY (JFK)To
Chicago, IL (ORD)Departing Mar 17, 2026
From
$19
Last seen: 14 hours ago
One-way
Discount Den Basic Fare
Philadelphia, PA (PHL)To
Chicago, IL (ORD)Departing May 11, 2026
From
$23
Last seen: 12 hours ago
One-way
Discount Den Basic Fare
Houston, TX (IAH)To
Chicago, IL (MDW)Departing Mar 20, 2026
From
$26
Last seen: 4 hours ago
One-way
Discount Den Basic Fare
Austin, TX (AUS)To
Chicago, IL (ORD)Departing Mar 6, 2026
From
$38
Last seen: 11 mins ago
One-way
Discount Den Basic Fare
Raleigh, NC (RDU)To
Chicago, IL (ORD)Departing Apr 30, 2026
From
$23
Last seen: 13 hours ago
One-way
Discount Den Basic Fare
Fort Myers, FL (RSW)To
Chicago, IL (ORD)Departing May 2, 2026
From
$19
Last seen: 9 hours ago
One-way
Discount Den Basic Fare
Charlotte, NC (CLT)To
Chicago, IL (ORD)Departing Apr 24, 2026
From
$19
Last seen: 17 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 | |||
|---|---|---|---|---|
| Dallas, TX (DFW) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Apr 14, 2026 | From $19 Last seen: 8 hours ago |
| Orlando, FL (MCO) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing May 6, 2026 | From $33 Last seen: 15 hours ago |
| Phoenix, AZ (PHX) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing May 9, 2026 | From $19 Last seen: 17 hours ago |
| Atlanta, GA (ATL) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Apr 25, 2026 | From $33 Last seen: 16 hours ago |
| Atlanta, GA (ATL) | Chicago, IL (MDW) | One-way / Discount Den Basic Fare | Departing Mar 25, 2026 | From $33 Last seen: 4 hours ago |
| Denver, CO (DEN) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing May 11, 2026 | From $24 Last seen: 8 hours ago |
| Houston, TX (IAH) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Apr 14, 2026 | From $19 Last seen: 15 hours ago |
| Dallas, TX (DFW) | Chicago, IL (MDW) | One-way / Discount Den Basic Fare | Departing Mar 25, 2026 | From $19 Last seen: 14 hours ago |
| Los Angeles, CA (LAX) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing May 15, 2026 | From $33 Last seen: 12 hours ago |
| Orlando, FL (MCO) | Chicago, IL (MDW) | One-way / Discount Den Basic Fare | Departing Apr 25, 2026 | From $19 Last seen: 7 hours ago |
| Tampa, FL (TPA) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Mar 24, 2026 | From $33 Last seen: 12 hours ago |
| Phoenix, AZ (PHX) | Chicago, IL (MDW) | One-way / Discount Den Basic Fare | Departing Mar 21, 2026 | From $19 Last seen: 2 hours ago |
| Las Vegas, NV (LAS) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Apr 15, 2026 | From $24 Last seen: 16 hours ago |
| New York City, NY (JFK) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Mar 17, 2026 | From $19 Last seen: 14 hours ago |
| Philadelphia, PA (PHL) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing May 11, 2026 | From $23 Last seen: 12 hours ago |
| Houston, TX (IAH) | Chicago, IL (MDW) | One-way / Discount Den Basic Fare | Departing Mar 20, 2026 | From $26 Last seen: 4 hours ago |
| Austin, TX (AUS) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing May 8, 2026 | From $39 Last seen: 4 hours ago |
| Raleigh, NC (RDU) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Apr 30, 2026 | From $23 Last seen: 13 hours ago |
| Fort Myers, FL (RSW) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing May 2, 2026 | From $19 Last seen: 9 hours ago |
| Charlotte, NC (CLT) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Apr 24, 2026 | From $19 Last seen: 17 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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