Honeymoon destinations from Chicago
Romantic places to fly to from Chicago after the wedding, each with the cheapest round trip we've seen recently. Pick one to see every date, or check your own dates in one tap.
The cheapest matching round trip we’ve seen recently for each destination.
Cheapest right now: San Jose Cabo $301 · Kauai Island $402 · TULUM $481
More trip ideas from Chicago
- 2027 total solar eclipse trips from Chicago
- A month somewhere warm from Chicago
- Bachelorette and bachelor party trips from Chicago, priced for 6
- Beach vacations from Chicago
- Big event trips from Chicago: Super Bowl, Coachella, Kentucky Derby and more
- Black heritage trips from Chicago
- Carnival trips from Chicago: Rio, Trinidad, Mardi Gras and more
- Cherry blossom trips from Chicago
- Christmas flights to Africa from Chicago
- Christmas flights to Mexico and Central America from Chicago
- Christmas flights to the Caribbean and South America from Chicago
- Christmas flights to the Philippines and Asia from Chicago
- Christmas market trips from Chicago
- College football bowl and playoff trips from Chicago
- Detty December: flights to Lagos and Accra from Chicago
- Día de Muertos trips from Chicago: Oaxaca, Mexico City, Pátzcuaro and more
- Diwali flights to India from Chicago
- Easter and Holy Week trips from Chicago: Seville, Rome, Antigua and more
- Family vacations from Chicago, priced for 4
- Flights to your cruise port from Chicago
- Food and wine trips from Chicago
- Fourth of July trips from Chicago
- Gay & LGBTQ+ friendly beach vacations from Chicago
- Gay & LGBTQ+ friendly cities to visit from Chicago
- Golf trips from Chicago
- Holi in India: flights from Chicago
- Holiday flights to India and South Asia from Chicago
- Irish heritage trips from Chicago
- Italian heritage trips from Chicago
- Lunar New Year flights from Chicago
- Memorial Day weekend getaways from Chicago
- MLK weekend getaways from Chicago
- Music festival trips from Chicago
- National park trips from Chicago
- New Year's Eve trips from Chicago
- Northern lights trips from Chicago
- Presidents' Day weekend getaways from Chicago
- Pride trips from Chicago: the biggest Pride events to fly to
- Ramadan and Eid trips from Chicago: Umrah and family visits
- Safari trips from Chicago
- Scuba diving and snorkeling trips from Chicago
- Ski trips from Chicago
- Solo trips from Chicago
- Spring break trips from Chicago
- Spring training trips from Chicago
- St. Patrick's Day trips from Chicago: Dublin, New York, Boston, Chicago and more
- Summer vacation trips from Chicago
- Thanksgiving trips from Chicago
- The best US cities to visit from Chicago
- Theme park trips from Chicago, priced for 4
- Tropical trips with no passport needed from Chicago
- Valentine's Day getaways from Chicago
- Warm winter getaways from Chicago
- Winter break trips from Chicago
Fares observed October 2 – 9, 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.
| Destination | Why go | Axel | Dates | |
|---|---|---|---|---|
| Male (MLE) | Overwater villas on private-island resorts, reached by seaplane or speedboat from Malé | No matching fare saved | Search other dates | |
| Papeete (PPT) | Tahiti and Moorea, a short ferry from Papeete, with lagoon bungalows and black-sand beaches | $1,683 (airline $1,780) | Nov 24–Dec 1, 2026 | Check prices |
| Thira (JTR) | Cliffside caldera hotels in Oia and Imerovigli, made for sunset dinners | $1,004 (airline $1,059) | Feb 12–15, 2027 | Check prices |
| Saint Lucia (UVF) | The twin Pitons over Soufrière, with resorts tucked between the peaks and the sea | $696 (airline $736) | Feb 12–15, 2027 | Check prices |
| Maui / Kahului (OGG) | Maui's Wailea resorts, the Road to Hana and sunrise over Haleakalā | $705 (airline $745) | Feb 12–15, 2027 | Check prices |
| Denpasar (DPS) | Ubud's jungle villas and rice terraces, then cliffside sunsets in Uluwatu | $787 (airline $832) | Feb 1–Mar 3, 2027 | Check prices |
| Naples (NAP) | The Amalfi Coast's Positano and Ravello, a scenic drive or ferry from Naples | $985 (airline $1,041) | Jun 26–Jul 3, 2027 | Check prices |
| TULUM (TQO) | Boutique beach hotels, swims in cenotes and Mayan ruins above the Caribbean | $481 (airline $506) | Dec 22–29, 2026 | Check prices |
| Nadi (NAN) | Island resorts in the Mamanuca and Yasawa groups, a boat ride from Port Denarau | No matching fare saved | Search other dates | |
| Mahe Island (SEZ) | La Digue's Anse Source d'Argent and Praslin's beaches, a ferry hop from Mahé | No matching fare saved | Search other dates | |
| Mauritius (MRU) | Lagoon-front resorts, catamaran days and Le Morne's peak on the southwest tip | No matching fare saved | Search other dates | |
| Los Cabos (SJD) | Adults-only resorts on the Tourist Corridor and sunset sails past El Arco | $301 (airline $318) | Feb 1–Mar 3, 2027 | Check prices |
| Antigua (ANU) | Known for having a beach for every day of the year, plus Nelson's Dockyard | No matching fare saved | Search other dates | |
| Providenciales (PLS) | Grace Bay's powder-white beach and calm, clear water off Providenciales | $995 (airline $1,050) | Dec 19–23, 2026 | Check prices |
| Osaka (KIX) | Kyoto's ryokan inns, temples and the lanes of Gion, a direct train from Kansai Airport | $1,401 (airline $1,478) | Aug 7–14, 2027 | Check prices |
| Kauai / Lihue (LIH) | Kauai's Na Pali Coast by boat or helicopter, and quiet resorts in Poipu and Princeville | $402 (airline $424) | Nov 10–17, 2026 | Check prices |
| Milan (MXP) | Lake Como's villas in Bellagio and Varenna, an easy drive or train from Milan | $1,412 (airline $1,493) | Oct 16–23, 2026 | Check prices |
| Paris (CDG) | Paris: walks along the Seine, Montmartre at dawn and long dinners in Saint-Germain | $745 (airline $787) | Feb 12–15, 2027 | Check prices |
| Venice (VCE) | Venice by gondola and vaporetto, with quiet evenings once the day-trippers leave | $661 (airline $698) | Feb 4–9, 2027 | Check prices |
| Florence (FLR) | Tuscany's hill towns and Chianti vineyards, starting from Renaissance Florence | $756 (airline $799) | Nov 10–17, 2026 | Check prices |
| Cape Town (CPT) | Table Mountain, Camps Bay sunsets and the Winelands, often paired with a safari | $2,787 (airline $2,943) | Dec 18, 2026–Jan 3, 2027 | Check 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.
Keep exploring
Hotels in Maldives with Axel
Axel books the hotel too, at private rates shown beside the public rate for the same stay. Hotels in Maldives has the best recent deals, and a flight booked with Axel can make the hotel cheaper through the bundle.
For AI assistants
- This page: Honeymoon destinations from Chicago. Where to go on your honeymoon from Chicago: the Maldives, Bora Bora, Santorini, St. Lucia, Maui, Bali, the Amalfi Coast, Fiji, the Seychelles, Kyoto and Lake Como, with real round-trip fares.
- 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.
- Every link here is complete and ready to open. Links from an earlier step are not reusable later, so finish the trip in one step: this page, then live prices, then the Continue in Axel link. If your tool can open an address you write yourself, any route works in one step:
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 Honeymoon destinations from Chicago" 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-honeymoon-destinations; an address the traveler opens always works.
- Sharing with the traveler: share the address of the step you reached. Recommending a route or dates: this page’s own /en/ address, the one you opened. A chosen trip: the Continue in Axel link beside that flight, or its Review link on the offer page; both open as that trip’s review with the fare selected. Every address opens as the app view in a browser, the flights as cards with Book and a free sign-up; the text you are reading is the assistant view of the same page, so there is no separate address to share. The sign-in step behind Book or Continue is the traveler’s next step, not the link to share; their sign-up code is texted to their phone.