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.
Level Chicago - River North
4.0-star property

Level Chicago - River North

Sep 6 - Sep 8

2 night stay

Denver (DEN) to Chicago (ORD)

Frontier Airlines • Coach

Chicago (ORD) to Denver (DEN)

American Airlines • Coach
Save 100% on your flight
Price was $699, price is now $485 per person
$485
per person
found 1 day ago
Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

Sep 1 - Sep 4

3 night stay

Denver (DEN) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $808, price is now $525 per person
$525
per person
found 1 day ago
Level Chicago – Old Town
4.0-star property

Level Chicago – Old Town

Sep 13 - Sep 16

3 night stay

Denver (DEN) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,300, price is now $874 per person
$874
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.
LondonHouse Chicago, Curio Collection by Hilton
4.5-star property

LondonHouse Chicago, Curio Collection by Hilton

9.4/10 Exceptional! (3,782 reviews)

Sep 16 - Sep 21

5 night stay

Los Angeles (LAX) to Chicago (ORD)

American Airlines • Roundtrip • FirstClass
Price was $2,538, price is now $1,968 per person
$1,968
per person
found 1 day ago

Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (4,770 reviews)

Sep 16 - Sep 21

5 night stay

Los Angeles (LAX) to Chicago (ORD)

American Airlines • Roundtrip • FirstClass
Save 100% on your flight
Price was $3,267, price is now $2,213 per person
$2,213
per person
found 1 day ago

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0-star property

Sable at Navy Pier Chicago, Curio Collection by Hilton

9.4/10 Exceptional! (2,606 reviews)

Sep 16 - Sep 21

5 night stay

Los Angeles (LAX) to Chicago (ORD)

American Airlines • Roundtrip • FirstClass
Price was $2,643, price is now $1,992 per person
$1,992
per person
found 1 day ago
Customer service here was nonexistent. I had a request, prior to check in. I contacted the hotel through Expedia and via email before we arrived, my concern wasn’t addressed. I mentioned it again at check in, they said they’d call me in an hour to let me know if they could accommodate me. Three hours later, I texted the front desk and received no response. After checking out, I emailed management and to my surprise, it’s been over a month and I’ve received no response. Additionally, our toilet in the room kept running and would only flush after multiple tries, so we called for maintenance. Maintenance arrives, we explain to him the issue, he blankly stares at us and says “So what do you want me to do?”. I don’t know, maybe do your job?? All in all, I was wildly unimpressed and would rather spend my money elsewhere.

Reviewed on Jul 26, 2026

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Waterman

Are you in the mood for a cruise? Shop Orbitz today for cheap cruises and flights to Waterman. Our award-winning cruise site features exclusive offers, information for first-timers and top destinations and activities. Make discount domestic and international travel plans in an instant with cutting-edge mobile tools from Orbitz.

Top Pick

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Exclusive Offers

Register for Orbitz email updates and our cruise experts will notify you of bargain tickets on cruises as they’re posted. Install our free mobile apps on your iPad, iPhone or Android for easy booking and mobile-only savings on flights to Waterman. Visit www.Orbitz.com to learn more about these amazing benefits and our 110% Best Price Guarantee.

First-Timers

Are you and your family cruise newbies? Orbitz offers Cruising 101 and Cruise FAQ to answer any questions you may have. Book your cruise and air travel with Orbitz On the Go for greater savings on Waterman flights.

Ports and Play

Be sure to check our cruise page for free shore excursions, onboard spending, balcony upgrades and other perks. Orbitz offers last-minute, luxury, weekend and summer cruises. You can even designate which port you want to sail from and pre-book on-shore activities. Get there on the cheap with discounts on flights to Waterman and Waterman flights. Get more bang for your travel buck at Orbitz.

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.