Flights from Chicago (MDW) from USD92
Top deals found by other travelers on flights from Chicago (MDW)
Chicago (ORD)to
Mexico City (MEX)Depart 02/25/2026fromUSD104Viewed: 1 hour agoOne wayEconomy
Chicago (ORD)to
Guadalajara (GDL)Depart 05/02/2026fromUSD100Viewed: 1 hour agoOne wayEconomy
Chicago (MDW)to
Morelia (MLM)Depart 03/10/2026fromUSD149Viewed: 1 hour agoOne wayEconomy
Chicago (MDW)to
Aguascalientes (AGU)Depart 05/03/2026fromUSD149Viewed: 2 hours agoOne wayEconomy
Chicago (MDW)to
Zacatecas (ZCL)Depart 03/09/2026fromUSD164Viewed: 2 hours agoOne wayEconomy
Chicago (ORD)to
Leon (BJX)Depart 04/12/2026fromUSD106Viewed: 1 hour agoOne wayEconomyChicago (MDW)to
Guadalajara (GDL)Depart 04/08/2026fromUSD114Viewed: 4 hours agoOne wayEconomy
Chicago (MDW)to
Durango (DGO)Depart 02/24/2026fromUSD127Viewed: 17 minutes agoOne wayEconomyChicago (MDW)to
Leon (BJX)Depart 02/24/2026fromUSD164Viewed: 7 hours agoOne wayEconomy
Chicago (ORD)to
Queretaro (QRO)Depart 02/22/2026fromUSD130Viewed: 1 hour agoOne wayEconomy
Chicago (ORD)to
Acapulco (ACA)Depart 03/10/2026fromUSD92Viewed: 4 hours agoOne wayEconomy
Chicago (ORD)to
Cancun (CUN)Depart 02/24/2026fromUSD92Viewed: 3 hours agoOne wayEconomyChicago (MDW)to
Mexico City (MEX)Depart 02/06/2026fromUSD149Viewed: 8 hours agoOne wayEconomy
Chicago (ORD)to
Puerto Vallarta (PVR)Depart 02/23/2026fromUSD104Viewed: 9 hours agoOne wayEconomy
Chicago (ORD)to
Mérida (MID)Depart 05/23/2026fromUSD95Viewed: 2 hours agoOne wayEconomy
Chicago (ORD)to
Oaxaca (OAX)Depart 02/01/2026fromUSD94Viewed: 8 hours agoOne wayEconomy
Chicago (ORD)to
Juarez (CJS)Depart 02/09/2026fromUSD94Viewed: 6 hours agoOne wayEconomy
Chicago (ORD)to
Huatulco (HUX)Depart 03/24/2026fromUSD96Viewed: 1 minute agoOne wayEconomy
Chicago (ORD)to
Veracruz (VER)Depart 02/17/2026fromUSD104Viewed: 57 minutes agoOne wayEconomy
Chicago (ORD)to
Los Cabos (SJD)Depart 03/18/2026fromUSD111Viewed: 1 hour 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) | Mexico City (MEX) | One way | Economy | Depart 09/01/2026 | from USD104 Viewed: 38 minutes ago |
| Chicago (ORD) | Guadalajara (GDL) | One way | Economy | Depart 09/08/2026 | from USD100 Viewed: 11 hours ago |
| Chicago (MDW) | Morelia (MLM) | One way | Economy | Depart 09/30/2026 | from USD150 Viewed: 7 hours ago |
| Chicago (MDW) | Aguascalientes (AGU) | One way | Economy | Depart 08/06/2026 | from USD194 Viewed: 4 hours ago |
| Chicago (MDW) | Zacatecas (ZCL) | One way | Economy | Depart 10/25/2026 | from USD192 Viewed: 8 hours ago |
| Chicago (ORD) | Leon (BJX) | One way | Economy | Depart 09/01/2026 | from USD134 Viewed: 9 hours ago |
| Chicago (MDW) | Guadalajara (GDL) | One way | Economy | Depart 09/02/2026 | from USD149 Viewed: 1 hour ago |
| Chicago (MDW) | Durango (DGO) | One way | Economy | Depart 11/03/2026 | from USD127 Viewed: 7 hours ago |
| Chicago (MDW) | Leon (BJX) | One way | Economy | Depart 09/01/2026 | from USD167 Viewed: 9 hours ago |
| Chicago (ORD) | Queretaro (QRO) | One way | Economy | Depart 10/04/2026 | from USD131 Viewed: 4 hours ago |
| Chicago (ORD) | Acapulco (ACA) | One way | Economy | Depart 10/21/2026 | from USD107 Viewed: 1 hour ago |
| Chicago (ORD) | Cancun (CUN) | One way | Economy | Depart 10/29/2026 | from USD96 Viewed: 8 hours ago |
| Chicago (MDW) | Mexico City (MEX) | One way | Economy | Depart 09/13/2026 | from USD161 Viewed: 2 hours ago |
| Chicago (ORD) | Puerto Vallarta (PVR) | One way | Economy | Depart 07/31/2026 | from USD129 Viewed: 26 minutes ago |
| Chicago (ORD) | Oaxaca (OAX) | One way | Economy | Depart 09/01/2026 | from USD94 Viewed: 1 hour ago |
| Chicago (ORD) | Huatulco (HUX) | One way | Economy | Depart 08/06/2026 | from USD128 Viewed: 7 hours ago |
| Chicago (ORD) | Los Cabos (SJD) | One way | Economy | Depart 09/05/2026 | from USD118 Viewed: 2 hours ago |
| Chicago (MDW) | Cancun (CUN) | One way | Economy | Depart 10/16/2026 | from USD199 Viewed: 6 hours ago |
| Chicago (ORD) | Tijuana (TIJ) | One way | Economy | Depart 09/03/2026 | from USD111 Viewed: 7 hours ago |
Look on our website for the price that best suits you.*