Flights from Chicago (MDW) from USD108
Top deals found by other travelers on flights from Chicago (MDW)
Chicago (ORD)to
Mexico City (MEX)Depart 10/19/2026fromUSD142Viewed: 40 minutes agoOne wayEconomy
Chicago (ORD)to
Guadalajara (GDL)Depart 11/09/2026fromUSD126Viewed: 5 hours agoOne wayEconomy
Chicago (MDW)to
Morelia (MLM)Depart 01/20/2027fromUSD206Viewed: 10 hours agoOne wayEconomyChicago (MDW)to
Guadalajara (GDL)Depart 09/12/2026fromUSD145Viewed: 2 hours agoOne wayEconomy
Chicago (MDW)to
Zacatecas (ZCL)Depart 11/14/2026fromUSD206Viewed: 34 minutes agoOne wayEconomy
Chicago (ORD)to
Leon (BJX)Depart 09/01/2026fromUSD180Viewed: 2 hours agoOne wayEconomy
Chicago (MDW)to
Aguascalientes (AGU)Depart 10/16/2026fromUSD168Viewed: 6 hours agoOne wayEconomyChicago (MDW)to
Leon (BJX)Depart 09/14/2026fromUSD174Viewed: 7 hours agoOne wayEconomy
Chicago (MDW)to
Durango (DGO)Depart 09/22/2026fromUSD186Viewed: 8 hours agoOne wayEconomy
Chicago (ORD)to
Queretaro (QRO)Depart 08/27/2026fromUSD176Viewed: 1 hour agoOne wayEconomy
Chicago (MDW)to
San Luis Potosi (SLP)Depart 09/30/2026fromUSD108Viewed: 1 hour agoOne wayEconomy
Chicago (ORD)to
Cancun (CUN)Depart 09/08/2026fromUSD153Viewed: 1 hour agoOne wayEconomyChicago (MDW)to
Mexico City (MEX)Depart 09/06/2026fromUSD197Viewed: 7 hours agoOne wayEconomy
Chicago (ORD)to
Oaxaca (OAX)Depart 10/04/2026fromUSD136Viewed: 7 hours agoOne wayEconomy
Chicago (ORD)to
Guatemala City (GUA)Depart 09/01/2026fromUSD138Viewed: 3 hours agoOne wayEconomy
Chicago (ORD)to
Los Cabos (SJD)Depart 09/01/2026fromUSD167Viewed: 10 hours agoOne wayEconomy
Chicago (ORD)to
Acapulco (ACA)Depart 09/27/2026fromUSD137Viewed: 2 hours agoOne wayEconomy
Chicago (ORD)to
Puerto Vallarta (PVR)Depart 11/09/2026fromUSD176Viewed: 7 hours agoOne wayEconomy
Chicago (ORD)to
Monterrey (MTY)Depart 09/15/2026fromUSD135Viewed: 3 hours agoOne wayEconomy
Chicago (ORD)to
Mérida (MID)Depart 11/02/2026fromUSD155Viewed: 5 hours agoOne wayEconomy
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 02/02/2027 | from USD142 Viewed: 8 hours ago |
| Chicago (ORD) | Guadalajara (GDL) | One way | Economy | Depart 03/10/2027 | from USD126 Viewed: 1 hour ago |
| Chicago (MDW) | Morelia (MLM) | One way | Economy | Depart 03/15/2027 | from USD208 Viewed: 18 minutes ago |
| Chicago (MDW) | Guadalajara (GDL) | One way | Economy | Depart 03/14/2027 | from USD199 Viewed: 5 hours ago |
| Chicago (MDW) | Zacatecas (ZCL) | One way | Economy | Depart 03/30/2027 | from USD254 Viewed: 48 minutes ago |
| Chicago (ORD) | Leon (BJX) | One way | Economy | Depart 03/02/2027 | from USD164 Viewed: 2 hours ago |
| Chicago (MDW) | Aguascalientes (AGU) | One way | Economy | Depart 01/29/2027 | from USD186 Viewed: 3 hours ago |
| Chicago (MDW) | Leon (BJX) | One way | Economy | Depart 01/30/2027 | from USD187 Viewed: 7 hours ago |
| Chicago (MDW) | Durango (DGO) | One way | Economy | Depart 01/26/2027 | from USD206 Viewed: 6 hours ago |
| Chicago (ORD) | Queretaro (QRO) | One way | Economy | Depart 04/15/2027 | from USD184 Viewed: 1 hour ago |
| Chicago (MDW) | San Luis Potosi (SLP) | One way | Economy | Depart 03/13/2027 | from USD164 Viewed: 1 hour ago |
| Chicago (ORD) | Cancun (CUN) | One way | Economy | Depart 03/03/2027 | from USD180 Viewed: 10 hours ago |
| Chicago (ORD) | Oaxaca (OAX) | One way | Economy | Depart 02/06/2027 | from USD145 Viewed: 9 hours ago |
| Chicago (ORD) | Guatemala City (GUA) | One way | Economy | Depart 04/01/2027 | from USD158 Viewed: 4 hours ago |
| Chicago (ORD) | Los Cabos (SJD) | One way | Economy | Depart 02/14/2027 | from USD188 Viewed: 9 hours ago |
| Chicago (ORD) | Mérida (MID) | One way | Economy | Depart 05/18/2027 | from USD152 Viewed: 7 hours ago |
| Chicago (MDW) | Cancun (CUN) | One way | Economy | Depart 03/14/2027 | from USD221 Viewed: 6 hours ago |
| Chicago (ORD) | Huatulco (HUX) | One way | Economy | Depart 03/03/2027 | from USD183 Viewed: 1 hour ago |