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 Jul 28, 2026
From
$64
Last seen: 9 hours ago
One-way
Discount Den Basic Fare
Atlanta, GA (ATL)To
Chicago, IL (ORD)Departing Jul 4, 2026
From
$23
Last seen: 8 hours ago
One-way
Discount Den Basic Fare
Atlanta, GA (ATL)To
Chicago, IL (MDW)Departing Jul 4, 2026
From
$23
Last seen: 8 hours ago
One-way
Discount Den Basic Fare
Orlando, FL (MCO)To
Chicago, IL (ORD)Departing Sep 29, 2026
From
$19
Last seen: 16 hours ago
One-way
Discount Den Basic Fare
Houston, TX (IAH)To
Chicago, IL (ORD)Departing Oct 7, 2026
From
$19
Last seen: 14 hours ago
One-way
Discount Den Basic Fare
Dallas, TX (DFW)To
Chicago, IL (MDW)Departing Jun 13, 2026
From
$44
Last seen: 1 hour ago
One-way
Discount Den Basic Fare
Los Angeles, CA (LAX)To
Chicago, IL (ORD)Departing Aug 31, 2026
From
$33
Last seen: 7 hours ago
One-way
Discount Den Basic Fare
Denver, CO (DEN)To
Chicago, IL (ORD)Departing Sep 23, 2026
From
$39
Last seen: 13 hours ago
One-way
Discount Den Basic Fare
Philadelphia, PA (PHL)To
Chicago, IL (ORD)Departing May 28, 2026
From
$39
Last seen: 9 hours ago
One-way
Discount Den Basic Fare
Fort Lauderdale, FL (FLL)To
Chicago, IL (ORD)Departing Aug 4, 2026
From
$19
Last seen: 7 hours ago
One-way
Discount Den Basic Fare
Las Vegas, NV (LAS)To
Chicago, IL (ORD)Departing Oct 20, 2026
From
$39
Last seen: 5 hours ago
One-way
Discount Den Basic Fare
Tampa, FL (TPA)To
Chicago, IL (ORD)Departing Aug 19, 2026
From
$33
Last seen: 17 hours ago
One-way
Discount Den Basic Fare
Orlando, FL (MCO)To
Chicago, IL (MDW)Departing Aug 12, 2026
From
$33
Last seen: 16 hours ago
One-way
Discount Den Basic Fare
Phoenix, AZ (PHX)To
Chicago, IL (ORD)Departing Sep 15, 2026
From
$48
Last seen: 10 hours ago
One-way
Discount Den Basic Fare
Baltimore, MD (BWI)To
Chicago, IL (ORD)Departing Sep 26, 2026
From
$33
Last seen: 9 hours ago
One-way
Discount Den Basic Fare
Phoenix, AZ (PHX)To
Chicago, IL (MDW)Departing May 28, 2026
From
$115
Last seen: 9 hours ago
One-way
Discount Den Basic Fare
San Juan, PR (SJU)To
Chicago, IL (ORD)Departing May 28, 2026
From
$114
Last seen: 8 hours ago
One-way
Discount Den Basic Fare
Austin, TX (AUS)To
Chicago, IL (ORD)Departing Jul 4, 2026
From
$67
Last seen: 10 hours ago
One-way
Discount Den Basic Fare
Miami, FL (MIA)To
Chicago, IL (ORD)Departing Aug 11, 2026
From
$33
Last seen: 11 hours ago
One-way
Discount Den Basic Fare
Houston, TX (IAH)To
Chicago, IL (MDW)Departing Jun 17, 2026
From
$75
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 | |||
|---|---|---|---|---|
| Dallas, TX (DFW) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Jul 28, 2026 | From $64 Last seen: 9 hours ago |
| Atlanta, GA (ATL) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Jul 4, 2026 | From $23 Last seen: 8 hours ago |
| Atlanta, GA (ATL) | Chicago, IL (MDW) | One-way / Discount Den Basic Fare | Departing Jul 4, 2026 | From $23 Last seen: 8 hours ago |
| Orlando, FL (MCO) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Sep 23, 2026 | From $19 Last seen: 7 hours ago |
| Houston, TX (IAH) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Oct 7, 2026 | From $19 Last seen: 14 hours ago |
| Dallas, TX (DFW) | Chicago, IL (MDW) | One-way / Discount Den Basic Fare | Departing Jul 11, 2026 | From $64 Last seen: 11 hours ago |
| Los Angeles, CA (LAX) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Aug 31, 2026 | From $33 Last seen: 7 hours ago |
| Denver, CO (DEN) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Sep 23, 2026 | From $39 Last seen: 13 hours ago |
| Philadelphia, PA (PHL) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Sep 29, 2026 | From $48 Last seen: 2 mins ago |
| Fort Lauderdale, FL (FLL) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Aug 4, 2026 | From $19 Last seen: 7 hours ago |
| Las Vegas, NV (LAS) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Oct 20, 2026 | From $39 Last seen: 5 hours ago |
| Tampa, FL (TPA) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Aug 19, 2026 | From $33 Last seen: 17 hours ago |
| Orlando, FL (MCO) | Chicago, IL (MDW) | One-way / Discount Den Basic Fare | Departing Aug 12, 2026 | From $33 Last seen: 16 hours ago |
| Phoenix, AZ (PHX) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Sep 15, 2026 | From $48 Last seen: 10 hours ago |
| Baltimore, MD (BWI) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Sep 26, 2026 | From $33 Last seen: 9 hours ago |
| Phoenix, AZ (PHX) | Chicago, IL (MDW) | One-way / Discount Den Basic Fare | Departing Jul 12, 2026 | From $115 Last seen: 15 hours ago |
| San Juan, PR (SJU) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Aug 27, 2026 | From $124 Last seen: 10 hours ago |
| Austin, TX (AUS) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Jul 4, 2026 | From $67 Last seen: 10 hours ago |
| Miami, FL (MIA) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Aug 11, 2026 | From $33 Last seen: 11 hours ago |
| Houston, TX (IAH) | Chicago, IL (MDW) | One-way / Discount Den Basic Fare | Departing Jun 17, 2026 | From $75 Last seen: 13 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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