Cheap flights To Waterman (DPA)

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Waterman Flight Information

Traveling To
Waterman
Destination Airport IATA Code
DPA
Number of Airlines Serving
Airlines
Flight Price
Earliest Departing Flight
Latest Departing Flight

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Waterman economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hampton Inn Chicago-Carol Stream
2.5-star property

Hampton Inn Chicago-Carol Stream

Jan 29 - Feb 5

7 night stay

Newark Liberty Intl. Airport (EWR) to Chicago (ORD)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $414, price is now $286 per person
$286
per person
found 1 day ago
Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

Feb 25 - Feb 28

3 night stay

Washington (DCA) to Chicago (ORD)

JetBlue Airways • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,027, price is now $712 per person
$712
per person
found 1 day ago
Hyatt Place Chicago/ Schaumburg
3.0-star property

Hyatt Place Chicago/ Schaumburg

Jan 29 - Feb 5

7 night stay

Newark Liberty Intl. Airport (EWR) to Chicago (ORD)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $514, price is now $359 per person
$359
per person
found 1 day ago
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Waterman first class flight packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (2,790 reviews)

Feb 13 - Feb 15

2 night stay

Miami (MIA) to Chicago (ORD)

United • Roundtrip • FirstClass
Price was $985, price is now $844 per person
$844
per person
found 1 day ago
Staff is TOP NOTCH! I am in a wheelchair right now, recovering from a knee surgery, and staff could not have been more solicitous and helpful. Also, when we checked in, upon learning of my daughter‘s birthday on Christmas, the front desk representative gave us a complementary room upgrade and sent up chocolates! The room was very clean and the shower was fantastic. Not enough good words about the buffet, as long as you’re clear that it is a “breakfast“ buffet and not a “brunch“ buffet :-). I think I was expecting a sliced roast beef and an omelette bar, but it is in fact a very extensive selection of breakfast foods. The restaurant recommendation was spot on. We had a delicious dinner of fine Mediterranean/Sardinian foodat Nora’s next door and enjoyed it immensely. I have now joined the capital RIU club and plan on spending much more time at their other properties, particularly in Costa Rica, where I am moving next month. Kudos to all, and thank you for our wonderful stay!

Reviewed on Dec 28, 2025

The Peninsula Chicago
5.0-star property

The Peninsula Chicago

9.8/10 Exceptional! (1,003 reviews)

Feb 13 - Feb 15

2 night stay

Miami (MIA) to Chicago (ORD)

United • Roundtrip • FirstClass
Price was $1,319, price is now $1,123 per person
$1,123
per person
found 1 day ago
Everything was superb. The only “complaint “ I have, is that I paid for a city view room, but actually looked at the side of one building. Other than that, we lived the stay.

Reviewed on Oct 24, 2025

Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

9.4/10 Exceptional! (1,773 reviews)

Feb 13 - Feb 15

2 night stay

Miami (MIA) to Chicago (ORD)

United • Roundtrip • FirstClass
Price was $1,241, price is now $1,063 per person
$1,063
per person
found 1 day ago
Food was amazing and the staff was amazing. Room was incredible! Felt like we were royalty on our visit!

Reviewed on Oct 13, 2025

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Frequently asked questions

Which airlines fly to Waterman?
With airlines providing services to O'Hare Intl. Airport (ORD), a major entry point to Waterman, the choice is yours. Score an awesome deal among these well-known international carriers that fly in and out of this city:

  • United Airlines - 612 flights to Waterman per month
  • American Airlines - 339 flights to Waterman per month
  • Air Canada - 190 flights to Waterman per month

How much is a flight to Waterman?
Last week, prices fluctuated between and for a return fare to Waterman. Fares one-way from () dropped down as low as just during the same period.
How to book the cheapest flight to Waterman?
Using Orbitz, you'll find some of the most incredible flight deals around from a big selection of airlines. But if you'd love to increase your likelihood of nabbing cheap flights to Waterman, here are a few pointers to try out:

  • Depending on your departure point, choose the 'Nearby airports' function (located under the departure and arrival form fields). On occasion, alternative departure points offer cheaper airfares.
  • Similarly, click on the 'Show flexible dates' option to bring up the prices on days either side of your chosen departure. It's possible to pick up cheaper flight deals if you're flexible with your dates.
  • Select 'Show options' to refine your search results. You can choose your preferred airline and seating class here. Under 'Sort & Filter' to the left, you can even select whether you'd like to fly in the morning, afternoon or evening.
  • Book your fare as soon as you've figured out your travel dates. While you can get lucky now and then, airline tickets rarely drop in price as your date of departure nears.
  • Combine your hotels, flights and car rentals into an impressive package deal. Save your hard-earned cash for things you're really excited about, like exploring every corner of Waterman.
  • Flying during peak season means costly airfares. Try to plan your trip outside of popular periods, such as Thanksgiving, New Year's Eve and Easter.

What is the best time to book a flight to Waterman?
On average, the cheapest time to purchase your airfare is in January. This is closely followed by February and August. When looking for a cheap flight to Waterman, make sure you're ready to book. Cheap deals emerge quickly and don't wait around!
What day of the week is the cheapest to book a flight to Waterman?
You can get a great flight deal by making a booking on a Tuesday, Wednesday or Saturday. These are typically the best days to land cheap seats to Waterman.
What is the cheapest day of the week to fly to Waterman?
Look into leaving early in the week to get cheap flights to Waterman. Orbitz data from 2020 indicates Monday is typically the most affordable day to take off, followed by Tuesday. Saturdays were shown to have the most expensive airfares. Presumably, this is because many travelers choose to start their escape when the working week is over.
What is the cheapest month to fly to Waterman?
We won't keep you in suspense — based on Orbitz data, August is generally the cheapest month to fly. Ideal for those who want to sneak in a weekend getaway or just a break from it all before the weather changes. The most expensive time to fly is in the middle of summer, with ticket prices peaking in June.
Which airlines allow free cancellation?
Orbitz makes it a snap to find airlines that offer flexibility. Simply click on "Filter by flexible change policies" when searching for your flights and bingo! You'll see options that include free cancellation within 24 hours of booking, no change fees and of course, the very best price.
What do I need for the flight to Waterman?
There's nothing more exciting than jetting off to a cool new destination, but it's wise to be prepared. These top tips will help get your journey started on the right foot:

  • Your travel documents are the most important things you'll need to take with you on your flight. To avoid any hassles at the time of check-in, make sure that the name on your ticket corresponds with your government-issued photo ID.
  • Make time fly by even faster on your short flight by packing the right things. Think yummy snacks, bottled water and entertainment. If you'd like your journey to Waterman to go quietly, put some noise-canceling headphones or earplugs in your bag too.
  • No matter the weather outside, plane cabins can get chilly. Take a sweater on board to stop the goose bumps.

How do I get cheap first-class/business deals to Waterman?
If you think a first or business-class fare is beyond your reach, you may want to think again. Here are some tips to help you score a premium flight to Waterman for a whole lot less:

  • Be more flexible with your travel dates and hold out for huge sales on first or business-class airfares.
  • Look for a low-cost airline that has business-class seats. They often come with more legroom and a glass of bubbly — and a more affordable price.
  • Make a bid for an upgrade. Some airlines hold online auctions that let you offer a price for a seat at the front of the plane. You may also be able to upgrade with points earned through a flight loyalty program.

What is the best time to go to Waterman?
You'll have loads of fun no matter what time of year you go to Waterman, but June, July and August are the most popular months. Like to pack your schedule with warm-weather adventures? Plan your trip close to June 20. This is when summer starts in the Northern Hemisphere. Expect the mercury to float between 65 ºF and 80 ºF during this time of year.

More to Explore

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.