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 22, 2026
From
$25
Last seen: 29 mins ago
One-way
Discount Den Basic Fare
Orlando, FL (MCO)To
Chicago, IL (ORD)Departing May 13, 2026
From
$19
Last seen: 2 hours ago
One-way
Discount Den Basic Fare
Atlanta, GA (ATL)To
Chicago, IL (ORD)Departing Apr 27, 2026
From
$28
Last seen: 3 hours ago
One-way
Discount Den Basic Fare
Atlanta, GA (ATL)To
Chicago, IL (MDW)Departing May 2, 2026
From
$24
Last seen: 14 hours ago
One-way
Discount Den Basic Fare
Denver, CO (DEN)To
Chicago, IL (ORD)Departing May 5, 2026
From
$33
Last seen: 6 hours ago
One-way
Discount Den Basic Fare
Los Angeles, CA (LAX)To
Chicago, IL (ORD)Departing Apr 29, 2026
From
$24
Last seen: 3 hours ago
One-way
Discount Den Basic Fare
Tampa, FL (TPA)To
Chicago, IL (ORD)Departing Apr 24, 2026
From
$33
Last seen: 17 mins ago
One-way
Discount Den Basic Fare
Phoenix, AZ (PHX)To
Chicago, IL (ORD)Departing May 12, 2026
From
$33
Last seen: 3 hours ago
One-way
Discount Den Basic Fare
Fort Lauderdale, FL (FLL)To
Chicago, IL (ORD)Departing Jun 24, 2026
From
$19
Last seen: 4 hours ago
One-way
Discount Den Basic Fare
Houston, TX (IAH)To
Chicago, IL (ORD)Departing May 13, 2026
From
$19
Last seen: 7 hours ago
One-way
Discount Den Basic Fare
Philadelphia, PA (PHL)To
Chicago, IL (ORD)Departing May 30, 2026
From
$39
Last seen: 40 mins ago
One-way
Discount Den Basic Fare
Dallas, TX (DFW)To
Chicago, IL (MDW)Departing May 5, 2026
From
$24
Last seen: 38 mins ago
One-way
Discount Den Basic Fare
Las Vegas, NV (LAS)To
Chicago, IL (ORD)Departing Jun 2, 2026
From
$33
Last seen: 1 hour ago
One-way
Discount Den Basic Fare
Orlando, FL (MCO)To
Chicago, IL (MDW)Departing Jul 1, 2026
From
$33
Last seen: 8 hours ago
One-way
Discount Den Basic Fare
Baltimore, MD (BWI)To
Chicago, IL (ORD)Departing May 5, 2026
From
$33
Last seen: 10 hours ago
One-way
Discount Den Basic Fare
Phoenix, AZ (PHX)To
Chicago, IL (MDW)Departing Apr 27, 2026
From
$39
Last seen: 3 hours ago
One-way
Discount Den Basic Fare
Austin, TX (AUS)To
Chicago, IL (ORD)Departing Jun 2, 2026
From
$33
Last seen: 3 hours ago
One-way
Discount Den Basic Fare
Raleigh, NC (RDU)To
Chicago, IL (ORD)Departing Apr 20, 2026
From
$36
Last seen: 5 mins ago
One-way
Discount Den Basic Fare
Miami, FL (MIA)To
Chicago, IL (ORD)Departing Apr 23, 2026
From
$25
Last seen: 4 hours ago
One-way
Discount Den Basic Fare
Charlotte, NC (CLT)To
Chicago, IL (ORD)Departing Jun 30, 2026
From
$38
Last seen: 3 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 May 2, 2026 | From $33 Last seen: 1 hour ago |
| Orlando, FL (MCO) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing May 13, 2026 | From $19 Last seen: 2 hours ago |
| Atlanta, GA (ATL) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing May 2, 2026 | From $28 Last seen: 7 hours ago |
| Atlanta, GA (ATL) | Chicago, IL (MDW) | One-way / Discount Den Basic Fare | Departing May 2, 2026 | From $24 Last seen: 14 hours ago |
| Denver, CO (DEN) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing May 13, 2026 | From $33 Last seen: 4 hours ago |
| Los Angeles, CA (LAX) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing May 12, 2026 | From $24 Last seen: 49 mins ago |
| Tampa, FL (TPA) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Jun 2, 2026 | From $33 Last seen: 8 hours ago |
| Phoenix, AZ (PHX) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing May 12, 2026 | From $33 Last seen: 3 hours ago |
| Fort Lauderdale, FL (FLL) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Jul 1, 2026 | From $19 Last seen: 13 mins ago |
| Houston, TX (IAH) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Jun 9, 2026 | From $19 Last seen: 1 hour ago |
| Philadelphia, PA (PHL) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing May 30, 2026 | From $39 Last seen: 40 mins ago |
| Dallas, TX (DFW) | Chicago, IL (MDW) | One-way / Discount Den Basic Fare | Departing May 5, 2026 | From $24 Last seen: 38 mins ago |
| Las Vegas, NV (LAS) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing May 13, 2026 | From $33 Last seen: 5 hours ago |
| Orlando, FL (MCO) | Chicago, IL (MDW) | One-way / Discount Den Basic Fare | Departing Jul 1, 2026 | From $33 Last seen: 8 hours ago |
| Baltimore, MD (BWI) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing May 5, 2026 | From $33 Last seen: 10 hours ago |
| Phoenix, AZ (PHX) | Chicago, IL (MDW) | One-way / Discount Den Basic Fare | Departing May 4, 2026 | From $60 Last seen: 5 hours ago |
| Austin, TX (AUS) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Jun 2, 2026 | From $33 Last seen: 3 hours ago |
| Raleigh, NC (RDU) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Jun 10, 2026 | From $39 Last seen: 5 hours ago |
| Miami, FL (MIA) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Jun 9, 2026 | From $39 Last seen: 2 hours ago |
| Charlotte, NC (CLT) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Jun 30, 2026 | From $38 Last seen: 3 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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