Essex Vacations from NT$19,850
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to NT$25,000 when you book a flight and hotel together*
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The Latest Essex Vacation Packages
- Freehand Chicago
Aug 27 - Aug 30Freehand Chicago + Flight
Downtown Chicago3 nights4.0 star property7.8/10 - Good (3,216 reviews)"Great location. Walkable to everything down town. Terrible service and management. I spent over $1600 to stay for the week and I only asked to have my room cleaned one day. It wasn't done. I did what their site policy says about requesting service. When I reported that evening to management about my room not done, he wrote down my number and i figured it would be cleaned then the next day (so i thought). I asked for additional towels to be delivered that night. The next day I went off to work..."Reviewed July 24, 2026Roundtrip • Detroit (DTW) - Chicago (ORD)DTW - ORD • Nonstop ORD - DTW • Nonstop - Hotel Felix River North/Magnificent Mile
Aug 27 - Aug 30Hotel Felix River North/Magnificent Mile + Flight
Downtown Chicago3 nights4.0 star property8.2/10 - Very Good (2,862 reviews)"There wasn't any coffee machine, or refrigerator or even cups in the room. However, they did have water bottles for $8 each. The fitness center was great! The staff was great! Maybe that was why I was surprised at the lack of convenience items - though I don't know that I've ever been in a room without one."Reviewed July 24, 2026Roundtrip • Detroit (DTW) - Chicago (ORD)DTW - ORD • Nonstop ORD - DTW • Nonstop - Fairmont Chicago at Millennium Park
Aug 27 - Aug 30Fairmont Chicago at Millennium Park + Flight
Downtown Chicago3 nights4.5 star property8.8/10 - Excellent (2,267 reviews)Roundtrip • Detroit (DTW) - Chicago (ORD)DTW - ORD • Nonstop ORD - DTW • Nonstop - Chicago Marriott Downtown Magnificent Mile
Aug 27 - Aug 30Chicago Marriott Downtown Magnificent Mile + Flight
Downtown Chicago3 nights4.0 star property8.8/10 - Excellent (1,000 reviews)"The AC in room did a poor job of keeping it cool enough to sleep. Also, I was given a handicap room and I’m not handicap. The rooms are not as nice as the photos make them out to be."Reviewed July 21, 2026Roundtrip • Detroit (DTW) - Chicago (ORD)DTW - ORD • Nonstop ORD - DTW • Nonstop - Eurostars Magnificent Mile
Aug 27 - Aug 30Eurostars Magnificent Mile + Flight
Downtown Chicago3 nights4.0 star property9.0/10 - Wonderful (3,739 reviews)Roundtrip • Detroit (DTW) - Chicago (ORD)DTW - ORD • Nonstop ORD - DTW • Nonstop
Frequently Asked Questions
How much does an Essex vacation package cost?
Our Essex packages, which begin from just NT$19,850, are an easy way to save money. Pick and choose your favorite hotels, flights and rental car to create a personalized getaway.
How do I get a cheap travel package to Essex?
By bundling. Flights, hotels and rental cars — combine whatever you need into an Essex vacation package to save a pile of cash. Score even more deals when you include extras such as day tours to your booking. But that's not the only good part. You have the flexibility to put together your vacation your own way. We offer more than 550 air carriers and 1,000,000 hotels throughout the world, so that everyone has a chance to travel and fulfill those vacation fantasies.
Where should I stay in Essex?
A vacation in Essex isn't complete without visiting University of Chicago, Chicago Museum of Science and Industry and University of Chicago Medicine. Spend your evenings near these attractions and make sightseeing easy.
How far in advance should I book my Essex vacation?
Reserving your spot early with Expedia means one less thing to worry about. Most air carriers advertise prices up to a year in advance. Typically, this is the cheapest time to book. If circumstances have left you booking late, incredible deals to Essex are still known to appear a few weeks before departure.
What does an Expedia Essex travel package include?
Expedia has everything you need to lock in Essex escape, but how your package is structured is totally up to you. Pick from any combination of flights, hotels and rental cars. Searching for some tours or activities to keep you on the go? Once you've made your booking, you can add them on too. No matter your style or budget, there's a deal to meet your needs.
What should I know before booking an Essex travel package?
A package can be easier on the wallet than separately booking all you need for your trip. For example, combine your flights, hotels and rental cars and score big savings. No matter your vacation plans, you'll find a package that matches your budget.
Can I choose my airline with an Essex Expedia vacation package?
You sure can. We have more than 550 airline partners across the globe, so pick the carrier that matches your budget needs.
If I'm not able to travel, can I cancel my Essex vacation package?
Whether it's your hotel or flight, you can cancel or amend it. Booked your Essex vacation package in the last 24 hours? You may be able to make any changes for free. For bookings made more than 24 hours ago, you may incur a charge from your hotel, airline or car rental company. For more information, browse our Customer Service Portal. We'll help you each step of the way.