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Flights from Chicago (MDW) from USD50
Top deals found by other travelers on flights from Chicago (MDW)
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Chicago (ORD)to
Mexico City (MEX)Depart 08/14/2025fromUSD114Viewed: 56 minutes agoOne way|Economy
Chicago (ORD)to
Guadalajara (GDL)Depart 08/31/2025fromUSD129Viewed: 10 minutes agoOne way|Economy
Chicago (MDW)to
Morelia (MLM)Depart 05/03/2025fromUSD167Viewed: 2 hours agoOne way|Economy
Chicago (MDW)to
Zacatecas (ZCL)Depart 08/25/2025fromUSD188Viewed: 4 hours agoOne way|Economy
Chicago (MDW)to
Aguascalientes (AGU)Depart 09/17/2025fromUSD178Viewed: 11 hours agoOne way|EconomyChicago (MDW)to
Guadalajara (GDL)Depart 08/14/2025fromUSD168Viewed: 7 hours agoOne way|Economy
Chicago (ORD)to
Leon (BJX)Depart 08/17/2025fromUSD163Viewed: 3 hours agoOne way|Economy
Chicago (MDW)to
Durango (DGO)Depart 08/28/2025fromUSD195Viewed: 3 hours agoOne way|EconomyChicago (MDW)to
Leon (BJX)Depart 09/05/2025fromUSD188Viewed: 1 hour agoOne way|Economy
Chicago (ORD)to
Queretaro (QRO)Depart 06/13/2025fromUSD172Viewed: 1 hour agoOne way|Economy
Chicago (ORD)to
Monterrey (MTY)Depart 05/28/2025fromUSD50Viewed: 4 hours agoOne way|Economy
Chicago (ORD)to
Cancun (CUN)Depart 05/04/2025fromUSD174Viewed: 3 hours agoOne way|EconomyChicago (MDW)to
Mexico City (MEX)Depart 07/11/2025fromUSD249Viewed: 11 hours agoOne way|Economy
Chicago (ORD)to
Acapulco (ACA)Depart 07/15/2025fromUSD199Viewed: 18 minutes agoOne way|Economy
Chicago (ORD)to
Puerto Vallarta (PVR)Depart 08/10/2025fromUSD217Viewed: 1 hour agoOne way|Economy
Chicago (ORD)to
Guatemala City (GUA)Depart 07/11/2025fromUSD144Viewed: 53 minutes agoOne way|Economy
Chicago (ORD)to
Oaxaca (OAX)Depart 05/20/2025fromUSD222Viewed: 1 hour agoOne way|Economy
Chicago (ORD)to
Los Cabos (SJD)Depart 07/10/2025fromUSD187Viewed: 14 minutes agoOne way|Economy
Chicago (ORD)to
Huatulco (HUX)Depart 09/24/2025fromUSD206Viewed: 3 minutes agoOne way|Economy
Chicago (ORD)to
Culiacan (CUL)Depart 08/31/2025fromUSD170Viewed: 3 hours agoOne way|Economy
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
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From | To | Fare type | Dates | Price |
|---|---|---|---|---|
| Chicago (ORD) | Mexico City (MEX) | One way | Economy | Depart 10/19/2025 | from USD121 Viewed: 2 hours ago |
| Chicago (ORD) | Guadalajara (GDL) | One way | Economy | Depart 10/27/2025 | from USD137 Viewed: 1 hour ago |
| Chicago (MDW) | Morelia (MLM) | One way | Economy | Depart 01/30/2026 | from USD168 Viewed: 7 hours ago |
| Chicago (ORD) | Leon (BJX) | One way | Economy | Depart 12/09/2025 | from USD332 Viewed: 6 hours ago |
| Chicago (MDW) | Guadalajara (GDL) | One way | Economy | Depart 10/21/2025 | from USD175 Viewed: 2 hours ago |
| Chicago (MDW) | Zacatecas (ZCL) | One way | Economy | Depart 01/29/2026 | from USD188 Viewed: 6 hours ago |
| Chicago (MDW) | Aguascalientes (AGU) | One way | Economy | Depart 10/22/2025 | from USD179 Viewed: 2 hours ago |
| Chicago (MDW) | Durango (DGO) | One way | Economy | Depart 10/28/2025 | from USD204 Viewed: 2 hours ago |
| Chicago (MDW) | Leon (BJX) | One way | Economy | Depart 11/19/2025 | from USD199 Viewed: 6 hours ago |
| Chicago (ORD) | Queretaro (QRO) | One way | Economy | Depart 12/04/2025 | from USD199 Viewed: 37 minutes ago |
| Chicago (ORD) | Cancun (CUN) | One way | Economy | Depart 11/19/2025 | from USD164 Viewed: 2 hours ago |
| Chicago (ORD) | Acapulco (ACA) | One way | Economy | Depart 02/03/2026 | from USD164 Viewed: 47 minutes ago |
| Chicago (ORD) | Los Cabos (SJD) | One way | Economy | Depart 11/23/2025 | from USD171 Viewed: 4 hours ago |
Look on our website for the price that best suits you.*