Honolulu trip from Chicago Midway (MDW): what 6 nights cost
For 2 travelers, a 6-night Honolulu trip from Chicago Midway (MDW) runs about $3,372 to $4,722 with the round-trip flight, hotel, food and things to do. Here are three ways to spend it.
Plan it with my dates and budgetThree plans
| Plan | Flight | Hotel | Flight | Hotel | Food | Things to do | Total |
|---|---|---|---|---|---|---|---|
| Best trip | Southwest non-stop | Hyatt Centric Waikiki · 4★ | $1,320 | $1,740 | $1,248 | $414 | $4,722 |
| Best value | United Basic Economy via San Francisco (budget fare) | Waikiki hostel, private room · 2★ | $1,040 | $540 | $1,248 | $544 | $3,372 |
| Least cash | Southwest non-stop | Waikiki hostel, private room · 2★ | $1,320 | $540 | $1,248 | $544 | $3,652 |
Best trip skips budget airlines, Basic Economy and hostels. Best value and Least cash may use them to save money.
The Best trip, day by day
Day 1
- North Shore beaches day trip$40 for 2
Day 2
- Kailua Beach dayfree
Day 3
- Hanauma Bay snorkel$50 for 2
- Koko Crater stairsfree
Day 4
- Waikiki surf lesson$180 for 2
- Diamond Head summit hike$10 for 2
Day 5
- Manoa Falls hike$14 for 2
Day 6
- Sunset catamaran sail$120 for 2
- Lanikai Pillbox hikefree
Flights from Chicago Midway (MDW)
Round trip for 2.
| Airline | Stops | Time each way | Price |
|---|---|---|---|
| United Basic Economy via San Francisco | 1 stop | 11h 27m | $1,040 |
| Delta Basic Economy via Salt Lake City | 1 stop | 11h 27m | $1,160 |
| Alaska via San Francisco | 1 stop | 11h 27m | $1,210 |
| United via San Francisco | 1 stop | 11h 27m | $1,270 |
| American via Los Angeles | 1 stop | 11h 34m | $1,280 |
| Southwest non-stop | non-stop | 9h 13m | $1,320 |
| Delta via Salt Lake City | 1 stop | 11h 27m | $1,410 |
Food: about $104 a person a day
Breakfast$18
Lunch$24
Dinner$50
Snacks and coffee$12
Restaurants worth the trip
- Leonard's malasadasOrder: Malasadas, still warm · about $5 a person
- Helena's Hawaiian FoodOrder: Pipikaula short ribs and kalua pig · about $25 a person
- Ono Seafood pokeOrder: Shoyu ahi poke · about $15 a person
- Duke's WaikikiOrder: Hula pie · about $45 a person
- Rainbow Drive-In plate lunchOrder: Loco moco · about $12 a person
- Merriman's HonoluluOrder: Local fish of the day · about $70 a person
- Giovanni's shrimp truckOrder: Shrimp scampi · about $18 a person
Questions
How much is a 6-night trip to Honolulu from Chicago Midway (MDW)?
About $3,372 to $4,722 for 2 travelers, including the round-trip flight, 6 nights of hotel, food and things to do.
What's the cheapest flight from Chicago Midway (MDW) to Honolulu?
United Basic Economy via San Francisco at about $1,040 round trip for 2.
How much should I budget for food in Honolulu?
About $104 a person a day at mid-range places, or $1,248 for 2 over 6 days.
More from Chicago Midway (MDW)
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