Midway Vacations

Book a Hotel + Flight together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AEDĀ 5,000 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

    Plan, book, and manage your trip all in one place

Find the Best Midway Vacation Packages

Midway Hotel Deals

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is AEDĀ 499 per night from Jul 22 to Jul 23
AEDĀ 499
AEDĀ 569 total
22 Jul - 23 Jul
includes taxes & fees
Wyndham Grand Pittsburgh Downtown
The Landing Hotel at Rivers Casino

The Landing Hotel at Rivers Casino

2 out of 5
757 Casino Dr Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is AEDĀ 438 per night from Aug 4 to Aug 5
AEDĀ 438
AEDĀ 499 total
4 Aug - 5 Aug
includes taxes & fees
9.4/10 Exceptional! (1,989 reviews)
"Amazing experience. Daughter used the gym and I loved the casino, a win all around."

Reviewed on 16 July 2026

The Landing Hotel at Rivers Casino
Courtyard by Marriott Pittsburgh University Center

Courtyard by Marriott Pittsburgh University Center

3.5 out of 5
100 Lytton Avenue Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is AEDĀ 526 per night from Jul 27 to Jul 28
AEDĀ 526
AEDĀ 600 total
27 Jul - 28 Jul
includes taxes & fees
Courtyard by Marriott Pittsburgh University Center
See all 1,428 properties in Midway
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 Midway vacation package cost?
You can snap up a vacation package to this destination on Expedia. However, how much your vacation to Midway costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Midway?
January, February and March are great times to look for cheap Midway vacation packages. Choosing to travel in quieter periods means you can typically find better prices on flights and accommodations.
How to find the best Midway package deals?
Use Expedia's handy filters to help you find some fabulous Midway package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or search for Midway package deals in the off-season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.
Is it cheaper to book a Midway vacation as a package?
You can enjoy significant savings on your Midway break by booking a tailored vacation package. Click on the "Package" heading, then select your destination and travel dates to see some great airfares and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Midway?
If you have your Midway travel dates finalized, book as early as you can to score some fantastic deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are ideal for quick escapes.
How to plan a trip to Midway?

  1. Choose the perfect time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to travel to Midway.
  2. Set your budget: Consider expenses like flights, transportation and food when calculating how much to set aside for your trip to Midway. Then, choose a property that fits your budget, whether that's a wallet-friendly stay or a more luxurious getaway.
  3. Decide how long to go for: Now that you're more familiar with Midway, you can work out the right length of your vacation. Put together a rough itinerary and give yourself enough time to cover everything you want to see.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to pick a Midway vacation package that brings all your bookings together.