Flights from Chicago (MDW) from USD50
Top deals found by other travelers on flights from Chicago (MDW)
Look on our website for the price that best suits you.*
Travel from Chicago
Volaris offers cheap flights from Chicago to over 60 cities across Mexico, and Latin America. Fly the skies with our friendly staff and customizable flights – so you buy the options you want, and don’t pay for things you don’t need.
Departing from Chicago
Fly comfortably from Chicago through O’Hare International Airport (ORD) from Terminal 5, or Chicago Midway International Airport (MDW) from Concourse A. Both airports have many sit-down restaurants, bars and cafes, as well as shopping options, Wi-Fi, free and paid-entry lounges, and even in-airport art from local artists, so it’s just a matter of which location is more convenient for you. Public transit connecting the airports is excellent; the Blue Line along the L connects regularly from downtown Chicago, and Pace Suburban buses connect from the suburbs. You can also hire a taxi or take an airport shuttle.
Book your flight from Chicago with Volaris, and get exclusive savings and benefits every time you fly when you join our v.club.
Book our best deals from Chicago
From | To | Fare type | Dates | Price |
---|---|---|---|---|
Chicago (ORD) | Mexico City (MEX) | One way | Economy | Depart 11/27/2025 | from USD112 Viewed: 5 hours ago |
Chicago (ORD) | Guadalajara (GDL) | One way | Economy | Depart 01/22/2026 | from USD129 Viewed: 10 hours ago |
Chicago (MDW) | Morelia (MLM) | One way | Economy | Depart 01/28/2026 | from USD168 Viewed: 7 hours ago |
Chicago (MDW) | Zacatecas (ZCL) | One way | Economy | Depart 01/01/2026 | from USD198 Viewed: 2 hours ago |
Chicago (MDW) | Aguascalientes (AGU) | One way | Economy | Depart 02/04/2026 | from USD175 Viewed: 11 hours ago |
Chicago (MDW) | Guadalajara (GDL) | One way | Economy | Depart 10/30/2025 | from USD174 Viewed: 35 minutes ago |
Chicago (ORD) | Leon (BJX) | One way | Economy | Depart 02/01/2026 | from USD164 Viewed: 2 hours ago |
Chicago (MDW) | Leon (BJX) | One way | Economy | Depart 02/07/2026 | from USD179 Viewed: 5 hours ago |
Chicago (MDW) | Durango (DGO) | One way | Economy | Depart 01/15/2026 | from USD188 Viewed: 3 hours ago |
Chicago (ORD) | Queretaro (QRO) | One way | Economy | Depart 11/02/2025 | from USD155 Viewed: 4 hours ago |
Chicago (ORD) | Monterrey (MTY) | One way | Economy | Depart 11/03/2025 | from USD159 Viewed: 9 hours ago |
Chicago (ORD) | Oaxaca (OAX) | One way | Economy | Depart 11/09/2025 | from USD169 Viewed: 3 hours ago |
Chicago (ORD) | Cancun (CUN) | One way | Economy | Depart 02/09/2026 | from USD149 Viewed: 11 hours ago |
Chicago (ORD) | Los Cabos (SJD) | One way | Economy | Depart 01/02/2026 | from USD173 Viewed: 3 hours ago |
Chicago (MDW) | Cancun (CUN) | One way | Economy | Depart 11/19/2025 | from USD264 Viewed: 3 hours ago |
Chicago (MDW) | Monterrey (MTY) | One way | Economy | Depart 12/14/2025 | from USD643 Viewed: 5 hours ago |
Chicago (ORD) | Huatulco (HUX) | One way | Economy | Depart 12/17/2025 | from USD588 Viewed: 8 hours ago |
Chicago (ORD) | Tijuana (TIJ) | One way | Economy | Depart 01/01/2026 | from USD205 Viewed: 1 hour ago |
Look on our website for the price that best suits you.*