Cheap flights from MDW to LUP (Midway Intl. to Kalaupapa)
Earn rewards on top of your airline miles with Orbitz Rewards
Many airlines offer flexible change policies
Sign up to receive text alerts about your trip
Hotel Ideas near Kalaupapa
Airport Hotels near Kalaupapa
Hotel Moloka'i
1300 Kamehameha V Hwy, Kaunakakai, HI
Stay at this 3-star beach hotel in Kaunakakai. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff in our reviews. Popular ...
8/10 Very Good! (617 reviews)
"Everyone was so nice and accommodating."
Reviewed on May 15, 2025
Castle at Moloka'i Shores
109 Ala Malama St, Building D, Unit A, Kaunakakai, HI
Stay at this 3-star beach condo in Kaunakakai. Enjoy free WiFi, a beach locale, and laundry facilities. Popular attractions St. Joseph's Catholic Church and ...
7/10 Good! (162 reviews)
"I arrived at night and didn’t realize there wasn’t a front desk. My phone had no signal, so I couldn’t make a call. A guy who lived there was outside and let me borrow his phone, so I was then able to call and get instructions. There was apparently a key box, and they gave me the code. However, I ..."
Reviewed on Nov 19, 2024
Ocean Front Retreat W/Kitchen-Molokai Shores A308
Kaunakakai
Stay at this condo in Kaunakakai. Enjoy balconies and an in-room coffeemaker. Popular attractions Molokai War Memorial and Molokai Harbor are located ...
Molokai
"Nice time thanks again"
Reviewed on Jul 6, 2024
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Hotels In Kalaupapa
Hilton Vacation Club Ka'anapali Beach Maui
104 Ka'anapali Shores Place, Kaanapali, HI
Stay at this 4-star beach hotel in Kaanapali. Enjoy a beach locale, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the ...
8.8/10 Excellent! (1,005 reviews)
"Loved the pool, bar, location was good, parking included was nice however not enough handicap parking spots on the first level! The bottom level of the garage is not handicap accessible to the hotel. My particular bed was horrible, but I didn't ask for a change so that's my fault. They would've done ..."
Reviewed on Jun 13, 2025
The Ritz-Carlton Maui, Kapalua
1 Ritz-Carlton Drive, Kapalua, HI
Stay at this 5-star luxury resort in Kapalua. Enjoy 3 outdoor pools, a full-service spa, and 6 restaurants. Our guests praise the helpful staff and the property ...
9/10 Wonderful! (1,000 reviews)
"It"
Reviewed on Jun 10, 2025
Aston Kaanapali Shores
3445 Lower Honoapiilani Hwy, Lahaina, HI
Book a stay at this beach aparthotel in Kaanapali. Enjoy 2 outdoor pools, a full-service spa, and a beach locale. Our guests praise the pool and the restaurant ...
8.6/10 Excellent! (3,597 reviews)
"We had a great stay. Our 2B/2B GV was a perfect fit for our family. Two teen girls need their space and we need ours, so this set up was ideal. The kitchen and washer and dryer were awesome as well. The property is located within walking distance of food trucks, grocery store, and shops. Both of ..."
Reviewed on Jun 12, 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
MDW to LUP Route Info
Origin Airport | |
|---|---|
Destination Airport | |
Number Of Airlines Serving | |
Distance | |
Shortest Flight Departure Time | |
Shortest Flight Departure Date |
- Route Reviews
- Airport Locations
- More Popular Flights
- Top Trending
- Flights from Other Cities
- Flights From Other Airports
- Great Travel Ideas
MDW Address & GPS
Address:
5700 South Cicero
Chicago IL, 60638
United States
IATA Code:
MDW
Longitude:
-87.740871
Latitude:
41.788136
Time Zone:
America/Chicago
LUP Address & GPS
Address:
Kalaupapa HI,
United States
IATA Code:
LUP
Longitude:
-156.974444
Latitude:
21.211111
Time Zone:
Pacific/Honolulu
Other Flights from Midway Intl. Airport (MDW)
- O'Hare Intl. Airport (ORD)
- Chicago Executive Airport (PWK)
- Dupage Airport (DPA)
- Kenosha Regional Airport (ENW)
- South Bend Intl. Airport (SBN)
- Greater Rockford Airport (RFD)
- General Mitchell Intl. Airport (MKE)
- Waukesha County Airport (UES)
- Goshen Municipal Airport (GSH)
- Purdue University Airport (LAF)
Top Trending
Flights
LGA to OGGSAN to OGGCheap Charlotte to Milwaukee flightsFlights to LanzaroteCheap Washington to Ann Arbor flightsMUM to MWAONT to OGGLAX to OGGCheap Chicago to Florida Keys flightsCheap Miami to Montreal flightsCheap San Francisco to Edmonton flightsPDX to OGGCheap Denver to Gunnison flightsCheap Toronto to Panama City flightsLGB to OGGSFO to OGGMSP to OGGCheap Washington to Rio de Janeiro flightsOGG to KOAHNL to OGGSMF to OGGCheap Tucson to Detroit flightsSNA to OGGCheap Ndola to Lusaka flights
Map To Nearby Hotels
Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.