Cheap flights from Chicago (CHI) to Singapore (SIN)

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Lowest round trip fares by airline from Chicago and Singapore

Cheapest prices ($555 One Way, $796 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Great Deals On Cheap Hotels in Singapore

Hotel Boss

Hotel Boss

3.5 out of 5
500 Jalan Sultan Road, Singapore
The price is $104 per night from Nov 24 to Nov 25
$104
includes taxes & fees
$95 per night
Nov 24 - Nov 25
Stay at this 3.5-star hotel in Singapore. Enjoy free WiFi, an outdoor pool, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our ...
7.4/10 Good! (1,001 reviews)
"Very good"

Reviewed on Nov 20, 2024

Hotel Boss
Harbour Ville Hotel

Harbour Ville Hotel

3 out of 5
512 Kampong Bahru Road, Singapore
The price is $107 per night from Nov 25 to Nov 26
$107
includes taxes & fees
$97 per night
Nov 25 - Nov 26
Stay at this 3-star hotel in Singapore. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the property condition in our reviews. Popular ...
6.6/10 (998 reviews)
"Excellent staff and service but rooms are very small"

Reviewed on Nov 14, 2024

Harbour Ville Hotel
ibis budget Singapore Pearl

ibis budget Singapore Pearl

2 out of 5
21 Lorong 14 Geylang, Singapore
The price is $66 per night from Dec 2 to Dec 3
$66
includes taxes & fees
$61 per night
Dec 2 - Dec 3
Stay at this hotel in Singapore. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the property condition in our ...
7.2/10 Good! (880 reviews)
"Great for the price"

Reviewed on Nov 19, 2024

ibis budget Singapore Pearl
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.

Fly From Chicago to Singapore

Origin
Chicago
Destination
Singapore
Number of Daily Flights
Earliest Flight Departure Date
Latest Flight Departure Date
Popular Airlines

Cheap flights from Chicago to Singapore

Are you ready to book your flight, but feeling nervous about paying too much if the price drops? Don't play the waiting game. Our Best Price Guarantee means if you see a better fare for the same flight, we'll give you the difference in CheapCash, plus a $50 CheapCash bonus, which you can use to save on your hotel reservation.

If you have a frequent flier account, add it to your reservation to earn miles. And don't worry about getting stuck in a middle seat. Choose your seats when you book, so you'll be right where you want to be on departure day.

Save Even More Time and Money With a Singapore Travel Package

Once your flights are booked, why start all over again searching for a cheap hotel? Book your flight and hotel together, and save yourself more than time and energy. You'll also be able to take advantage of discounts and coupons on your Singapore vacation that you can't get when you book flights and hotel separately.

Relax in Singapore With Confidence and Convenience

Going cheap doesn't mean giving up great service. Our agents are available 24/7 to help you find the right cheap flights and hotel, and to answer questions about your trip.

Need to grab a cheap travel deal while you're on the go? Download our mobile app, where you can search and book just like you would on your home computer. Stay in-the-know on great rates on flights from Chicago to Singapore by signing up for exclusive email deals.

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.