Flights from Chicago (MDW) from USD75
Top deals found by other travelers on flights from Chicago (MDW)
Chicago (ORD)to
Guadalajara (GDL)Depart 01/20/2026fromUSD77Viewed: 56 minutes agoOne wayEconomy
Chicago (ORD)to
Mexico City (MEX)Depart 02/10/2026fromUSD79Viewed: 1 hour agoOne wayEconomy
Chicago (MDW)to
Morelia (MLM)Depart 03/18/2026fromUSD98Viewed: 9 minutes agoOne wayEconomy
Chicago (MDW)to
Aguascalientes (AGU)Depart 02/16/2026fromUSD100Viewed: 3 hours agoOne wayEconomy
Chicago (MDW)to
Zacatecas (ZCL)Depart 02/21/2026fromUSD101Viewed: 3 hours agoOne wayEconomyChicago (MDW)to
Guadalajara (GDL)Depart 01/15/2026fromUSD99Viewed: 7 hours agoOne wayEconomy
Chicago (ORD)to
Leon (BJX)Depart 01/26/2026fromUSD90Viewed: 3 hours agoOne wayEconomy
Chicago (MDW)to
Durango (DGO)Depart 01/10/2026fromUSD110Viewed: 4 hours agoOne wayEconomyChicago (MDW)to
Leon (BJX)Depart 01/20/2026fromUSD97Viewed: 1 hour agoOne wayEconomy
Chicago (ORD)to
Queretaro (QRO)Depart 01/22/2026fromUSD89Viewed: 3 hours agoOne wayEconomyChicago (MDW)to
Mexico City (MEX)Depart 02/01/2026fromUSD101Viewed: 1 hour agoOne wayEconomy
Chicago (ORD)to
Cancun (CUN)Depart 01/21/2026fromUSD75Viewed: 4 hours agoOne wayEconomy
Chicago (ORD)to
Oaxaca (OAX)Depart 02/15/2026fromUSD92Viewed: 9 hours agoOne wayEconomy
Chicago (ORD)to
Acapulco (ACA)Depart 02/10/2026fromUSD77Viewed: 7 hours agoOne wayEconomy
Chicago (ORD)to
Los Cabos (SJD)Depart 03/09/2026fromUSD82Viewed: 7 hours agoOne wayEconomy
Chicago (ORD)to
Puerto Vallarta (PVR)Depart 12/17/2025fromUSD434Viewed: 3 hours agoOne wayEconomyChicago (ORD)to
Aguascalientes (AGU)Depart 01/18/2026fromUSD342Viewed: 1 hour agoOne wayEconomy
Chicago (ORD)to
Veracruz (VER)Depart 12/24/2025fromUSD438Viewed: 5 hours agoOne wayEconomy
Chicago (ORD)to
Guatemala City (GUA)Depart 03/04/2026fromUSD110Viewed: 2 hours agoOne wayEconomy
Chicago (ORD)to
Puerto Escondido (PXM)Depart 03/23/2026fromUSD109Viewed: 9 hours agoOne wayEconomy
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) | Guadalajara (GDL) | One way | Economy | Depart 09/22/2026 | from USD102 Viewed: 3 hours ago |
| Chicago (ORD) | Mexico City (MEX) | One way | Economy | Depart 09/01/2026 | from USD110 Viewed: 11 hours ago |
| Chicago (MDW) | Morelia (MLM) | One way | Economy | Depart 09/16/2026 | from USD148 Viewed: 8 hours ago |
| Chicago (MDW) | Aguascalientes (AGU) | One way | Economy | Depart 07/18/2026 | from USD301 Viewed: 8 hours ago |
| Chicago (MDW) | Zacatecas (ZCL) | One way | Economy | Depart 09/15/2026 | from USD161 Viewed: 2 hours ago |
| Chicago (MDW) | Guadalajara (GDL) | One way | Economy | Depart 08/19/2026 | from USD149 Viewed: 4 hours ago |
| Chicago (ORD) | Leon (BJX) | One way | Economy | Depart 09/21/2026 | from USD132 Viewed: 2 hours ago |
| Chicago (MDW) | Durango (DGO) | One way | Economy | Depart 09/15/2026 | from USD169 Viewed: 1 hour ago |
| Chicago (MDW) | Leon (BJX) | One way | Economy | Depart 07/18/2026 | from USD216 Viewed: 3 hours ago |
| Chicago (ORD) | Queretaro (QRO) | One way | Economy | Depart 09/10/2026 | from USD144 Viewed: 8 hours ago |
| Chicago (ORD) | Los Cabos (SJD) | One way | Economy | Depart 08/27/2026 | from USD115 Viewed: 5 hours ago |
| Chicago (MDW) | Tijuana (TIJ) | One way | Economy | Depart 09/04/2026 | from USD176 Viewed: 15 minutes ago |
Look on our website for the price that best suits you.*