Family vacations from Chicago, priced for 4
Family-friendly trips from Chicago, priced for the whole family of 4 rather than one person. Theme parks, calm beaches and easy resorts.
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Where to go from Chicago
Round-trip totals · Economy · USD · 4 adults (the whole party) where saved, else the party 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.
| Destination | Why go | Axel | Dates | |
|---|---|---|---|---|
| Orlando (MCO) | Orlando's theme parks | Not priced yet | See flights | |
| Cancun (CUN) | Caribbean beaches and the Hotel Zone, with Tulum and Playa del Carmen an hour or two south | Not priced yet | See flights | |
| Punta Cana (PUJ) | Long white-sand beaches and easy all-inclusive resorts | Not priced yet | See flights | |
| Nassau (NAS) | Nassau and Paradise Island, a short flight from the East Coast | Not priced yet | See flights | |
| Oahu / Honolulu (HNL) | Waikiki and the North Shore on Oahu | Not priced yet | See flights | |
| Maui / Kahului (OGG) | Maui's beaches, the Road to Hana and Haleakalā | Not priced yet | See flights | |
| San Diego (SAN) | San Diego's beaches and mild weather all year | Not priced yet | See flights | |
| Santa Ana (SNA) | Orange County beaches and Disneyland nearby | Not priced yet | See flights | |
| Tampa (TPA) | Gulf beaches at Clearwater and St. Pete | Not priced yet | See flights | |
| Fort Myers (RSW) | Fort Myers and Sanibel on Florida's Gulf coast | Not priced yet | See flights | |
| Myrtle Beach (MYR) | Myrtle Beach's 60 miles of coastline | Not priced yet | See flights | |
| San Juan (SJU) | Old San Juan, beaches and the rainforest, with no passport needed from the US | Not priced yet | See flights | |
| Guanacaste (LIR) | Guanacaste's Pacific beaches in Costa Rica | Not priced yet | See flights | |
| Montego Bay (MBJ) | Jamaica's resort coast around Montego Bay and Negril | Not priced yet | See flights | |
| Aruba (AUA) | Dry, sunny and outside the hurricane belt, so it is a safe bet most of the year | Not priced yet | See flights |
Keep exploring
Hotels in Orlando with Axel
Axel books the hotel too, at private rates shown beside the public rate for the same stay. Hotels in Orlando has the best recent deals, and a flight booked with Axel can make the hotel cheaper through the bundle.
For AI assistants
- This page: Family vacations from Chicago, priced for 4. Family-friendly trips from Chicago with the round-trip price for 4 travelers: theme parks, easy beaches and calm resorts.
- Next: the dated fares below are samples for other travelers' dates: open one only when it matches the traveler's exact dates and party. Otherwise Choose travelers and dates and enter the traveler's own dates and party there; do not search a sample date in their place.
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https://helloaxel.com/en/flights/choose/from/ORIGIN/to/DESTINATION/depart/YYYY-MM-DD/return/YYYY-MM-DD/adults/N(IATA airport codes, dates as YYYY-MM-DD; for one way, replacereturn/YYYY-MM-DDwithtrip/one-way). - If a link can no longer be opened: search for "Axel Family vacations from Chicago, priced for 4" and open the result; the Flight search guide is always findable by search, and everything here works without an account, API key or connector. Or ask the traveler to open https://helloaxel.com/en/flights/from-chicago-family-vacations; an address the traveler opens always works.
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