Roberts Holidays from £780

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Packages with flights are ATOL protected

Top Roberts flight + hotel deals

Price found within the past 48 hours. Click for updated prices.
  • 25 Dec - 30 Dec

    The Chicago Hotel Collection - Magnificent Mile + Flight

    Downtown Chicago
    5 nights
    4.0 star property
    8.0/10 - Very good (2,591 reviews)
    "Very convenient with a nice room and view"
    Reviewed November 10, 2026
    Return • London (LHR) - Chicago (ORD)
    LHR - ORD • 1 stop ORD - LHR • 2 stops
    £931
    £780
    per traveller
    found 8 hours ago
    The Chicago Hotel Collection - Magnificent Mile
  • 28 Dec - 1 Jan

    Trump International Hotel & Tower Chicago + Flight

    Downtown Chicago
    4 nights
    5.0 star property
    9.6/10 - Exceptional (2,083 reviews)
    "i love it"
    Reviewed November 10, 2026
    Return • London (LHR) - Chicago (ORD)
    LHR - ORD • Direct ORD - LHR • 1 stop
    £2,160
    £1,763
    per traveller
    found 1 day ago
    Trump International Hotel & Tower Chicago
  • 25 Dec - 30 Dec

    Sable at Navy Pier Chicago, Curio Collection by Hilton + Flight

    Downtown Chicago
    5 nights
    4.0 star property
    9.4/10 - Exceptional (2,782 reviews)
    Return • London (LHR) - Chicago (ORD)
    LHR - ORD • 1 stop ORD - LHR • 2 stops
    £1,029
    £844
    per traveller
    found 8 hours ago
    Sable at Navy Pier Chicago, Curio Collection by Hilton
  • 25 Dec - 30 Dec

    Hyatt Centric Chicago Magnificent Mile + Flight

    Downtown Chicago
    5 nights
    4.0 star property
    9.0/10 - Wonderful (1,110 reviews)
    ":)"
    Reviewed November 10, 2026
    Return • London (LHR) - Chicago (ORD)
    LHR - ORD • 1 stop ORD - LHR • 2 stops
    £967
    £821
    per traveller
    found 8 hours ago
    Hyatt Centric Chicago Magnificent Mile
  • 12 Dec - 16 Dec

    Level Chicago Fulton Market + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    9.2/10 - Wonderful (608 reviews)
    Return • Manchester (MAN) - Chicago (ORD)
    MAN - ORD • 1 stop ORD - MAN • 1 stop
    £1,376
    £1,171
    per traveller
    found 12 hours ago
    Level Chicago Fulton Market

Roberts Hotel Deals

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.

Frequently Asked Questions

How much does a Roberts travel package cost?

We make it simple to travel somewhere new, with Roberts packages starting from as little as £780. You'll have the flexibility to bundle your preferred hotels, airlines and car rental. For the ultimate escape, why not add a couple of activities and tours to your itinerary?

If I'm not able to travel, can I cancel my Roberts travel package?

If your travel plans in Roberts have been upended, it's comforting to know that it's possible to amend or cancel your booking. If you made your booking in the last 24 hours, you may be eligible to receive a refund. If your booking was made more than 24 hours ago, your hotel, airline or car rental company may impose fees. For more details, visit our Customer Service Portal.

How do I get a cheap travel package to Roberts?

Bundling your flight and hotel with Expedia won't just save precious time — it'll save you money too. A Roberts holiday package makes it easy to arrange the perfect trip. With more than 550 airlines all over the world to select from, finding convenient flights that fit your busy schedule won't be a problem. Not only that, we've got over 1,000,000 hotels globally to pick from. Now that's choice! Whatever your budget, Expedia will help show you the world.

Does Expedia offer Book Now, Pay Later Roberts holidays?

Your bank balance shouldn't get in the way of going on holiday, so Expedia has come up with a solution to help. Now that we've formed a partnership with online lender Klarna, it's easier than ever to book a dream getaway without drying up your savings. Klarna offers flexible payment options during the checkout process that take the worry out of budgeting for your break. Check out these flexible payment options:

  • Pay monthly holidays: Make your holiday dreams a reality sooner with Klarna's manageable monthly instalment plans. If paying a little each month works for you, pick this option during the checkout process.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it possible to pay off your trip over multiple transactions.
  • Low deposit holidays: Clicking the "book now" button is easier with this payment plan. Just put down a small deposit on your escape and then get on your way.

What are the top hotels in Roberts?

Secure a room at Hyatt Regency Chicago. It's one of this area's most popular hotels. Another highly rated option in Roberts is The Godfrey Hotel Chicago.

How far in advance should I book my Roberts holiday?

While not all airlines advertise ticket prices early, you can normally start comparing international airfares on Expedia up to a year in advance. This is the time when you'll score some fantastic bargains. If you've left everything to the last minute, there's a chance you could get lucky. Sometimes the lowest prices emerge a few weeks before departure.

What does an Expedia Roberts travel package include?

Flights, rental cars and hotels, or any combination of them — it's your pick! Whether you're venturing to Roberts with the entire family or travelling by yourself, there's a bundle to fit every budget and style. Once you've made your booking, why not add on a couple of tours and experiences?

What should I know before booking a Roberts travel package?

We already have low prices. However, you'll enjoy even more savings if you book your flights, hotels and car rentals together. With an Expedia travel package, you'll always get transparent pricing and tons of choice.

Can I choose my airline with a Roberts Expedia travel package?

Expedia has access to more than 550 airline partners worldwide, so you sure can! Simply pick the carrier you want and put together the perfect Roberts escape.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.