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 Oct 20, 2026
From
$74
Last seen: 4 hours ago
One-way
Discount Den Basic Fare
Atlanta, GA (ATL)To
Chicago, IL (ORD)Departing Oct 29, 2026
From
$64
Last seen: 4 hours ago
One-way
Discount Den Basic Fare
Orlando, FL (MCO)To
Chicago, IL (ORD)Departing Nov 4, 2026
From
$78
Last seen: 17 mins ago
One-way
Discount Den Basic Fare
Houston, TX (IAH)To
Chicago, IL (ORD)Departing Oct 20, 2026
From
$74
Last seen: 3 hours ago
One-way
Discount Den Basic Fare
Denver, CO (DEN)To
Chicago, IL (ORD)Departing Oct 21, 2026
From
$59
Last seen: 6 hours ago
One-way
Discount Den Basic Fare
Las Vegas, NV (LAS)To
Chicago, IL (ORD)Departing Dec 21, 2026
From
$86
Last seen: 8 hours ago
One-way
Discount Den Basic Fare
Los Angeles, CA (LAX)To
Chicago, IL (ORD)Departing Dec 29, 2026
From
$68
Last seen: 13 hours ago
One-way
Discount Den Basic Fare
Phoenix, AZ (PHX)To
Chicago, IL (ORD)Departing Dec 14, 2026
From
$79
Last seen: 1 hour ago
One-way
Discount Den Basic Fare
Baltimore, MD (BWI)To
Chicago, IL (ORD)Departing Oct 29, 2026
From
$74
Last seen: 2 hours ago
One-way
Discount Den Basic Fare
Tampa, FL (TPA)To
Chicago, IL (ORD)Departing Dec 22, 2026
From
$79
Last seen: 1 hour ago
One-way
Discount Den Basic Fare
San Juan, PR (SJU)To
Chicago, IL (ORD)Departing Dec 18, 2026
From
$73
Last seen: 6 hours ago
One-way
Discount Den Basic Fare
Miami, FL (MIA)To
Chicago, IL (ORD)Departing Nov 3, 2026
From
$97
Last seen: 35 mins ago
One-way
Discount Den Basic Fare
Newark, NJ (EWR)To
Chicago, IL (ORD)Departing Nov 5, 2026
From
$99
Last seen: 12 hours ago
One-way
Discount Den Basic Fare
Fort Myers, FL (RSW)To
Chicago, IL (ORD)Departing Dec 10, 2026
From
$89
Last seen: 5 hours ago
One-way
Discount Den Basic Fare
Ontario/LA, CA (ONT)To
Chicago, IL (ORD)Departing Oct 22, 2026
From
$85
Last seen: 12 hours ago
One-way
Discount Den Basic Fare
Washington, D.C. (IAD)To
Chicago, IL (ORD)Departing Oct 27, 2026
From
$82
Last seen: 5 hours ago
One-way
Discount Den Basic Fare
New Orleans, LA (MSY)To
Chicago, IL (ORD)Departing Oct 23, 2026
From
$103
Last seen: 4 hours ago
One-way
Discount Den Basic Fare
Charlotte, NC (CLT)To
Chicago, IL (ORD)Departing Nov 13, 2026
From
$93
Last seen: 1 hour ago
One-way
Discount Den Basic Fare
Austin, TX (AUS)To
Chicago, IL (ORD)Departing Nov 4, 2026
From
$99
Last seen: 4 hours ago
One-way
Discount Den Basic Fare
Oklahoma City, OK (OKC)To
Chicago, IL (ORD)Departing Oct 14, 2026
From
$190
Last seen: 9 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 Dec 21, 2026 | From $79 Last seen: 1 hour ago |
| Atlanta, GA (ATL) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Dec 2, 2026 | From $64 Last seen: 5 hours ago |
| Orlando, FL (MCO) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Nov 4, 2026 | From $78 Last seen: 17 mins ago |
| Houston, TX (IAH) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Nov 17, 2026 | From $78 Last seen: 1 hour ago |
| Denver, CO (DEN) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Nov 5, 2026 | From $64 Last seen: 3 hours ago |
| Las Vegas, NV (LAS) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Dec 21, 2026 | From $86 Last seen: 8 hours ago |
| Los Angeles, CA (LAX) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Dec 29, 2026 | From $68 Last seen: 13 hours ago |
| Phoenix, AZ (PHX) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Dec 3, 2026 | From $79 Last seen: 9 hours ago |
| Baltimore, MD (BWI) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Dec 10, 2026 | From $79 Last seen: 2 hours ago |
| Tampa, FL (TPA) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Dec 22, 2026 | From $79 Last seen: 1 hour ago |
| San Juan, PR (SJU) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Dec 18, 2026 | From $73 Last seen: 6 hours ago |
| Miami, FL (MIA) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Nov 3, 2026 | From $97 Last seen: 35 mins ago |
| Newark, NJ (EWR) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Nov 5, 2026 | From $99 Last seen: 12 hours ago |
| Fort Myers, FL (RSW) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Dec 10, 2026 | From $89 Last seen: 5 hours ago |
| Washington, D.C. (IAD) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Nov 15, 2026 | From $108 Last seen: 14 hours ago |
| Charlotte, NC (CLT) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Nov 13, 2026 | From $93 Last seen: 1 hour ago |
| Austin, TX (AUS) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Nov 4, 2026 | From $99 Last seen: 4 hours ago |
| Ontario/LA, CA (ONT) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Nov 16, 2026 | From $85 Last seen: 17 hours ago |
| New Orleans, LA (MSY) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Nov 12, 2026 | From $103 Last seen: 16 hours ago |
| New York City, NY (LGA) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Dec 8, 2026 | From $105 Last seen: 5 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®.
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