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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Orlando, FL (MCO)To
Chicago, IL (ORD)Departing Feb 6, 2027
From
$67
Last seen: 1 hour ago
One-way
Discount Den Basic Fare
Dallas, TX (DFW)To
Chicago, IL (ORD)Departing Dec 15, 2026
From
$59
Last seen: 13 mins ago
One-way
Discount Den Basic Fare
Atlanta, GA (ATL)To
Chicago, IL (ORD)Departing Feb 24, 2027
From
$53
Last seen: 1 hour ago
One-way
Discount Den Basic Fare
Denver, CO (DEN)To
Chicago, IL (ORD)Departing Dec 8, 2026
From
$39
Last seen: 8 hours ago
One-way
Discount Den Basic Fare
Houston, TX (IAH)To
Chicago, IL (ORD)Departing Feb 24, 2027
From
$57
Last seen: 7 hours ago
One-way
Discount Den Basic Fare
Las Vegas, NV (LAS)To
Chicago, IL (ORD)Departing Mar 2, 2027
From
$96
Last seen: 4 hours ago
One-way
Discount Den Basic Fare
Phoenix, AZ (PHX)To
Chicago, IL (ORD)Departing Feb 20, 2027
From
$98
Last seen: 2 hours ago
One-way
Discount Den Basic Fare
Tampa, FL (TPA)To
Chicago, IL (ORD)Departing Jan 23, 2027
From
$67
Last seen: 4 hours ago
One-way
Discount Den Basic Fare
Baltimore, MD (BWI)To
Chicago, IL (ORD)Departing Dec 15, 2026
From
$75
Last seen: 17 mins ago
One-way
Discount Den Basic Fare
San Juan, PR (SJU)To
Chicago, IL (ORD)Departing Feb 25, 2027
From
$69
Last seen: 11 hours ago
One-way
Discount Den Basic Fare
Los Angeles, CA (LAX)To
Chicago, IL (ORD)Departing Dec 15, 2026
From
$78
Last seen: 3 hours ago
One-way
Discount Den Basic Fare
Cancun, MX (CUN)To
Chicago, IL (ORD)Departing Nov 20, 2026
From
$204
Last seen: 15 hours ago
One-way
Discount Den Basic Fare
Fort Myers, FL (RSW)To
Chicago, IL (ORD)Departing Dec 3, 2026
From
$74
Last seen: 4 hours ago
One-way
Discount Den Basic Fare
Miami, FL (MIA)To
Chicago, IL (ORD)Departing Dec 12, 2026
From
$85
Last seen: 9 hours ago
One-way
Discount Den Basic Fare
Newark, NJ (EWR)To
Chicago, IL (ORD)Departing Feb 16, 2027
From
$96
Last seen: 8 hours ago
One-way
Discount Den Basic Fare
Charlotte, NC (CLT)To
Chicago, IL (ORD)Departing Jan 14, 2027
From
$61
Last seen: 5 hours ago
One-way
Discount Den Basic Fare
Salt Lake City, UT (SLC)To
Chicago, IL (ORD)Departing Dec 9, 2026
From
$87
Last seen: 1 hour ago
One-way
Discount Den Basic Fare
Ontario/LA, CA (ONT)To
Chicago, IL (ORD)Departing Nov 20, 2026
From
$123
Last seen: 3 hours ago
One-way
Discount Den Basic Fare
Austin, TX (AUS)To
Chicago, IL (ORD)Departing Dec 2, 2026
From
$98
Last seen: 3 hours ago
One-way
Discount Den Basic Fare
New York City, NY (LGA)To
Chicago, IL (ORD)Departing Jan 18, 2027
From
$128
Last seen: 15 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 | |||
|---|---|---|---|---|
| Orlando, FL (MCO) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Feb 17, 2027 | From $67 Last seen: 5 hours ago |
| Dallas, TX (DFW) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Dec 15, 2026 | From $59 Last seen: 13 mins ago |
| Atlanta, GA (ATL) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Feb 24, 2027 | From $53 Last seen: 1 hour ago |
| Denver, CO (DEN) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Dec 15, 2026 | From $59 Last seen: 4 hours ago |
| Houston, TX (IAH) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Feb 24, 2027 | From $57 Last seen: 7 hours ago |
| Las Vegas, NV (LAS) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Mar 2, 2027 | From $96 Last seen: 4 hours ago |
| Phoenix, AZ (PHX) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Feb 20, 2027 | From $98 Last seen: 2 hours ago |
| Tampa, FL (TPA) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Jan 23, 2027 | From $67 Last seen: 4 hours ago |
| Baltimore, MD (BWI) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Dec 15, 2026 | From $75 Last seen: 17 mins ago |
| San Juan, PR (SJU) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Feb 25, 2027 | From $69 Last seen: 11 hours ago |
| Los Angeles, CA (LAX) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Dec 15, 2026 | From $78 Last seen: 3 hours ago |
| Cancun, MX (CUN) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Jan 20, 2027 | From $209 Last seen: 9 hours ago |
| Fort Myers, FL (RSW) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Dec 20, 2026 | From $88 Last seen: 6 hours ago |
| Miami, FL (MIA) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Feb 6, 2027 | From $85 Last seen: 4 hours ago |
| Newark, NJ (EWR) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Feb 16, 2027 | From $96 Last seen: 8 hours ago |
| Charlotte, NC (CLT) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Jan 14, 2027 | From $61 Last seen: 5 hours ago |
| Austin, TX (AUS) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Jan 19, 2027 | From $104 Last seen: 5 hours ago |
| New York City, NY (LGA) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Jan 17, 2027 | From $128 Last seen: 7 hours ago |
| Jacksonville, FL (JAX) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Jan 8, 2027 | From $82 Last seen: 30 mins ago |
| Salt Lake City, UT (SLC) | Chicago, IL (ORD) | One-way / Discount Den Basic Fare | Departing Jan 20, 2027 | From $88 Last seen: 14 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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