Montgomery Holidays from £1,424
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to £750 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPackages with flights are ATOL protected
Your Montgomery Holiday
When a getaway to the city is calling, answer it with a Montgomery holiday package. With all your travel arrangements worked out before you go, all you need to do here is focus on having a blast. A trip to Montgomery is a terrific opportunity to take in the sights. Be sure to visit renowned attractions like Aurora University, Hollywood Casino Aurora and Raging Waves Waterpark. Don't put off your visit to this city any longer. Your perfect Montgomery holiday is just a few clicks away with Expedia.
Top Montgomery Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Thompson Chicago, by Hyatt
Downtown Chicago
Price was £1,820, price is now £1,424 per person
£1,424
per person
20 Jun - 25 Jun
found 6 hours ago
Return flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (1,361 reviews)
This is our favorite hotel in chicago. Great location and staff. Rooms very comfortable.
Reviewed on 11 May 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was £2,531, price is now £1,804 per person
£1,804
per person
14 Jun - 21 Jun
found 17 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (2,489 reviews)
If you plan on staying in this hotel by all means the view is great, but if you plan on moving your vehicle at all the hotel does not validate In-N-Out parking. You have to pay every time you want to leave and come back. Unlike the normal hotel, La Quinta downtown Chicago validate parking yes it’s $70 but you can drive in and out as many times as you want during your stay. Unlike this hotel.
Reviewed on 8 May 2026
Chicago Marriott Downtown Magnificent Mile
Downtown Chicago
Price was £1,959, price is now £1,506 per person
£1,506
per person
14 Jun - 21 Jun
found 17 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
8.8/10 Excellent! (1,002 reviews)
Breakfast menu was good, staff at the lounge was good. Checking in was not so good, they wanted to charge me $25 to check in 15 minutes before the time. I think it would be better to say the room is not ready yet the saying your room is ready but is not 2 and if you want it now it will be an extra $25. That I think is ridiculous, which took away from my experience.
Reviewed on 11 May 2026
L7 Chicago by LOTTE
Downtown Chicago
Price was £2,162, price is now £1,705 per person
£1,705
per person
14 Jun - 21 Jun
found 17 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.6/10 Exceptional! (3,985 reviews)
We celebrated my husband's birthday and Laura (or Lauren) was amazing! Super pleasant check in experience, we got aa beautiful room with a magnificent vibes of the Chicago River. We had a dinner at the Korean restaurant on premises, absolutely delicious and interesting. Definitely would recommend this hotel as a romantic getaway, amazing location too.
Reviewed on 12 May 2026
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
Downtown Chicago
Price was £2,922, price is now £2,353 per person
£2,353
per person
14 Jun - 21 Jun
found 17 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.6/10 Exceptional! (1,002 reviews)
I loved staying here!! Very upscale. Staff was so nice. I can’t wait to go back.
Reviewed on 4 May 2026
Montgomery Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | O'Hare Intl. Airport (ORD) |
Population | 19,500 |
Max Temp Winter | -1.11ºC |
Max Temp Summer | 27ºC |
Top Sights | Raging Waves Waterpark, Paramount Theatre and Splash Country Waterpark |
Top hotels in Montgomery
SureStay Plus Hotel by Best Western Chicago Lombard
222 E 22nd Street Lombard IL
Fully refundableReserve now, pay when you stay
The price is £66 per night from 14 May to 15 May
£66
14 May - 15 May
includes taxes & fees
9/10 Wonderful! (2,733 reviews)
Great breakfast
Reviewed on 12 May 2026
Chicago Club Inn & Suites
630 Pasquinelli Dr Westmont IL
Fully refundableReserve now, pay when you stay
The price is £66 per night from 17 May to 18 May
£66
17 May - 18 May
includes taxes & fees
7.2/10 Good! (1,557 reviews)
Great
Reviewed on 9 May 2026
Embassy Suites by Hilton Chicago Lombard Oak Brook
707 E Butterfield Road Lombard IL
Fully refundableReserve now, pay when you stay
The price is £93 per night from 7 Jun to 8 Jun
£93
7 Jun - 8 Jun
includes taxes & fees
8.2/10 Very Good! (1,567 reviews)
I got cramps after eating an omelet for breakfast on the first day. Housekeeping skipped our room one day and did not restock supplies on another day.
Reviewed on 11 May 2026
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.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
