TripVerdict

3 trips from Chicago come in under US$3,000 for a family of 4 at spring break. The cheapest is Los Cabos, at about US$2,370.

Flights from Chicago, 7 nights' stay, food and getting around, for 2 adults and 2 kids, Mar 6–13, 2027.

All figures in US dollars (US$) · prices checked between Jul 26 and Nov 3, 2026 · ranked by price alone

Flights are the cheapest return fare we found from Chicago for that week. The stay and day-to-day costs are the destination's own.

  1. 1Los CabosUS$630 under budget · checked Jul 26, 2026US$2,370for 4 · all-in
  2. 2Puerto VallartaUS$510 under budget · checked Jul 26, 2026US$2,490for 4 · all-in
  3. 3CancúnUS$320 under budgetUS$2,680for 4 · all-in

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Questions

Where can I go with US$3,000 for a family of 4 from Chicago?
3 of the 31 places we price come in under US$3,000 all-in at spring break, from Los Cabos at about US$2,370. That covers flights, 7 nights' stay, food and getting around.
What is the cheapest family vacation from Chicago at spring break?
Los Cabos, at about US$2,370 all-in for a family of 4, then Puerto Vallarta (US$2,490) and Cancún (US$2,680). Flights from Chicago, 7 nights' stay, food and getting around, for 2 adults and 2 kids, Mar 6–13, 2027.
How much is a family vacation from Chicago for 2?
From about US$1,290 (Los Cabos) all-in for 2 adults; half of the 3 places here come in under US$1,430.
Where do these prices come from?
Real flight and accommodation prices we check and store, plus typical day-to-day spending, for the same week everywhere so places compare fairly. Prices checked between Jul 26 and Nov 3, 2026; your own dates are priced live when you open a trip. Ranked by price alone.

Choosing between the two? Christmas vs spring break: what the same trip costs

More cheapest-first lists

Figures are indicative and re-priced live when you open a trip. Free to quote with credit and a link (CC BY 4.0).