Flights from Chicago to Mexico for a week

A week is the classic Mexico trip: a resort on the Riviera Maya or in Los Cabos, or Mexico City plus Oaxaca by a short flight or bus. The beach towns are busiest from Christmas to Easter and cheapest in late summer, which is also hurricane season.

Nonstop from Chicago: Cancun (3h 38m), Puerto Vallarta (4h 38m), Mexico City (4h 10m), Guadalajara (4h 23m), Cozumel (American, United) and Ixtapa/Zihuatanejo (United · 5h 03m). One stop via Guadalajara: San Jose Cabo; via Mexico City: Huatulco and Mazatlan; via Atlanta: TULUM; via Dallas: Acapulco. No nonstop seen to Oaxaca on the dates searched recently.

Axel's pick: Mexico City, nonstop and the lowest fare saved for these dates, $269.

Where to fly from Chicago to Mexico for a week: round trips of 6 to 8 nights to Cancun, San Jose Cabo, Puerto Vallarta, Mexico City, Guadalajara and Cozumel and more. Pick a destination to see every date, or search your own dates in one tap.

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The cheapest matching round trip we’ve seen recently for each destination.

Cheapest right now: Mexico City $269 · Guadalajara $298 · San Jose Cabo $310

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Flights from Chicago

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Mexico for a week from other cities

Fares observed October 21 – 28, 2026. USD for the travelers shown. Search a trip for current prices.

Where to go from Chicago

Round-trip totals · Economy · USD · 1 adult unless shown. "From" is a starting total: you pick the return in Axel. Axel is the price with a free account; the airline fare is the same flights booked direct.

DestinationWhy goFlightsAxelDates
Cancun (CUN)Cancún's hotel zone, the Riviera Maya and Mayan ruins nearbyNonstop · 3h 38mfrom $746 (airline $788)Nov 9–16, 2026Check prices
Los Cabos (SJD)Los Cabos: resorts, sportfishing and the Sea of Cortez1 stop via Guadalajara$310 (airline $328)Jan 15–22, 2027Check prices
Puerto Vallarta (PVR)Puerto Vallarta's old town, beaches and Banderas BayNonstop · 4h 38m$612 (airline $647)Mar 18–25, 2027Check prices
Mexico City (MEX)Mexico City's museums, food and the ZócaloNonstop · 4h 10m$269 (airline $285)Jun 19–26, 2027Check prices
Guadalajara (GDL)Guadalajara, home of mariachi and tequila countryNonstop · 4h 23m$298 (airline $315)Nov 10–17, 2026Check prices
Cozumel (CZM)Cozumel's reefs, among the best diving in the CaribbeanNonstop · American, United$723 (airline $763)Jan 12–19, 2027Check prices
Oaxaca (OAX)Oaxaca's food, markets and Monte AlbánNo nonstop seenNo matching fare savedSearch other dates
Huatulco (HUX)Huatulco's nine bays and quiet Pacific beaches1 stop via Mexico City$827 (airline $872) · 2 adultsJan 16–23, 2027Check prices
Ixtapa/Zihuatanejo (ZIH)Ixtapa's resorts beside Zihuatanejo's fishing-village beachesNonstop · United · 5h 03m$422 (airline $445)Jan 12–19, 2027Check prices
Mazatlan (MZT)Mazatlán's malecón, old town and Pacific beaches1 stop via Mexico City$439 (airline $462)Jan 12–19, 2027Check prices
TULUM (TQO)Tulum's beach clubs, cenotes and clifftop ruins1 stop via Atlantafrom $1,662 (airline $1,749)Jan 12–19, 2027Check prices
Acapulco (ACA)Acapulco's bay, cliff divers and classic resort beaches1 stop via Dallas$819 (airline $865)Nov 24–Dec 1, 2026Check prices

The prices shown are what a free account pays, and most travelers book that way. Membership is optional and takes the same flights lower. Live search shows the same free-account price.

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Hotels in Cancun with Axel

Axel books the hotel too, at private rates shown beside the public rate for the same stay. Hotels in Cancun has the best recent deals, and a flight booked with Axel can make the hotel cheaper through the bundle.

Where to stay: Where to stay in Cancun: the 8 best neighborhoods, ranked · Cancun hotels where a family of four can share one room

Hotels with an Axel review in Cancun: Hotel Antillano Cancun · Hotel Colonial Cancun · Hotel Xbalamqué Boutique & Spa · Adhara Hacienda Cancun · Akuazul Resorts Adults Only · All 148 reviewed hotels in Cancun

For AI assistants

  • This page: Flights from Chicago to Mexico for a week. Round-trip fares from Chicago to Mexico for a week: Cancun, San Jose Cabo, Puerto Vallarta, Mexico City, Guadalajara and Cozumel and more, for stays of 6 to 8 nights. The cheapest saved fare for each destination, and a link to search your own dates.
  • Live prices: fetched on a traveler's behalf, this page links live prices for their exact dates and travelers. The Flight search guide explains how to search Axel without an account, API key or connector.
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