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Cheap flights from Chicago Midway Airport to Singapore from $453

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Singapore departing on 1/25. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago Midway Airport to Singapore

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
11:05 am - 1:05 pm
MDW
-
SIN
36h 00m2 stops
Multiple Airlines Logo
2:25 pm - 5:00 am
SIN
-
MDW
28h 35m2 stops
$1,255Multiple Airlines
Sun, Jan 25 - Fri, Jan 30
Multiple Airlines Logo
11:10 am - 1:05 pm
MDW
-
SIN
35h 55m3 stops
Multiple Airlines Logo
2:00 am - 9:15 pm
SIN
-
MDW
33h 15m2 stops
$1,276Multiple Airlines
Wed, Jan 21 - Tue, Feb 3
Delta Logo
6:35 pm - 12:10 am
MDW
-
SIN
39h 35m2 stops
Delta Logo
10:30 pm - 11:59 am
SIN
-
MDW
27h 29m2 stops
$1,293Delta
Sun, Jan 25 - Wed, Feb 4
Delta Logo
6:30 am - 5:00 am
MDW
-
SIN
33h 30m2 stops
Delta Logo
1:35 am - 4:53 pm
SIN
-
MDW
28h 18m2 stops
$1,314Delta
Fri, Mar 20 - Sat, Mar 28
Multiple Airlines Logo
11:10 am - 1:05 pm
MDW
-
SIN
35h 55m3 stops
Multiple Airlines Logo
1:45 pm - 11:10 am
SIN
-
MDW
34h 25m2 stops
$1,324Multiple Airlines
Wed, Mar 4 - Sun, Mar 29
Multiple Airlines Logo
3:40 pm - 1:05 pm
MDW
-
SIN
31h 25m3 stops
Multiple Airlines Logo
2:25 pm - 10:05 am
SIN
-
MDW
33h 40m2 stops
$1,327Multiple Airlines
Mon, Feb 9 - Sun, Mar 8
Multiple Airlines Logo
11:10 am - 1:05 pm
MDW
-
SIN
35h 55m3 stops
Multiple Airlines Logo
1:45 pm - 11:10 am
SIN
-
MDW
34h 25m2 stops
$1,328Multiple Airlines
Wed, Mar 4 - Sun, Mar 29
Multiple Airlines Logo
11:05 am - 1:05 pm
MDW
-
SIN
36h 00m2 stops
Multiple Airlines Logo
2:25 pm - 2:55 pm
SIN
-
MDW
38h 30m3 stops
$1,332Multiple Airlines
Sun, Jan 25 - Wed, Feb 4
Multiple Airlines Logo
8:10 am - 1:05 pm
MDW
-
SIN
38h 55m2 stops
Multiple Airlines Logo
1:45 pm - 11:10 am
SIN
-
MDW
34h 25m2 stops
$1,338Multiple Airlines
Wed, Mar 4 - Sun, Mar 29
Multiple Airlines Logo
3:40 pm - 1:05 pm
MDW
-
SIN
31h 25m3 stops
Multiple Airlines Logo
2:25 pm - 5:00 am
SIN
-
MDW
28h 35m2 stops
$1,348Multiple Airlines
Sun, Feb 1 - Tue, Feb 10

KLM flights from Chicago Midway Airport to Singapore

Our best KLM deals on Chicago Midway Airport to Singapore flight tickets
KLM
Jan 17
MDW5:31 pmChicago Midway
32h 44m
2 stops
SIN4:15 pmSingapore Changi
Jan 23
SIN1:40 amSingapore Changi
28h 36m
2 stops
MDW4:16 pmChicago Midway
$1,585
Find similar
KLM
Jan 17
MDW5:31 pmChicago Midway
32h 44m
2 stops
SIN4:15 pmSingapore Changi
Jan 23
SIN1:40 amSingapore Changi
28h 36m
2 stops
MDW4:16 pmChicago Midway
$1,587
Find similar

Delta flights from Chicago Midway Airport to Singapore

Our best Delta deals on Chicago Midway Airport to Singapore flight tickets
Delta
Jan 25
MDW6:35 pmChicago Midway
39h 35m
2 stops
SIN12:10 amSingapore Changi
Feb 4
SIN10:30 pmSingapore Changi
27h 29m
2 stops
MDW11:59 amChicago Midway
$1,293
Find similar
Delta
Mar 20
MDW6:30 amChicago Midway
33h 30m
2 stops
SIN5:00 amSingapore Changi
Mar 28
SIN1:35 amSingapore Changi
28h 18m
2 stops
MDW4:53 pmChicago Midway
$1,314
Find similar
Delta
Jan 6
MDW6:45 amChicago Midway
32h 15m
2 stops
SIN5:00 amSingapore Changi
Jan 18
SIN10:30 pmSingapore Changi
27h 29m
2 stops
MDW11:59 amChicago Midway
$1,525
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Singapore that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated December 4, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Singapore that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Sun 1/25

11:05 am-1:05 pm

2 stops36h 00m

Singapore Changi

Fri 1/30

2:25 pm-5:00 am

2 stops28h 35m

$1,255

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Wed 1/21

11:10 am-1:05 pm

3 stops35h 55m

Singapore Changi

Tue 2/3

2:00 am-9:15 pm

2 stops33h 15m

$1,276

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Sun 1/25

6:35 pm-12:10 am

2 stops39h 35m

Singapore Changi

Wed 2/4

10:30 pm-11:59 am

2 stops27h 29m

$1,293

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Fri 3/20

6:30 am-5:00 am

2 stops33h 30m

Singapore Changi

Sat 3/28

1:35 am-4:53 pm

2 stops28h 18m

$1,314

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Wed 3/4

11:10 am-1:05 pm

3 stops35h 55m

Singapore Changi

Sun 3/29

1:45 pm-11:10 am

2 stops34h 25m

$1,324

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Mon 2/9

3:40 pm-1:05 pm

3 stops31h 25m

Singapore Changi

Sun 3/8

2:25 pm-10:05 am

2 stops33h 40m

$1,327

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Wed 3/4

11:10 am-1:05 pm

3 stops35h 55m

Singapore Changi

Sun 3/29

1:45 pm-11:10 am

2 stops34h 25m

$1,328

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Sun 1/25

11:05 am-1:05 pm

2 stops36h 00m

Singapore Changi

Wed 2/4

2:25 pm-2:55 pm

3 stops38h 30m

$1,332

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Wed 3/4

8:10 am-1:05 pm

2 stops38h 55m

Singapore Changi

Sun 3/29

1:45 pm-11:10 am

2 stops34h 25m

$1,338

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Sun 2/1

3:40 pm-1:05 pm

3 stops31h 25m

Singapore Changi

Tue 2/10

2:25 pm-5:00 am

2 stops28h 35m

$1,348

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Singapore from

How to get the cheapest flight ticket from Chicago Midway Airport to Singapore

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Chicago Midway to Singapore?

Delta is the most popular carrier operating from Chicago Midway to Singapore

Cheap Chicago Midway Airport to Singapore flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Singapore

Fastest flight time

25h 08m

Direct flights

None
The fastest flight from Chicago Midway Airport to Singapore takes 25h 08m
There are no direct flights from Chicago Midway Airport to Singapore. There are no popular flight routes from Chicago Midway Airport to Singapore.
Search flight deals

  • When did momondo last update prices for flights from Chicago Midway Airport to Singapore?

    Prices for flights from Chicago Midway Airport to Singapore are updated daily.

  • How old do you have to be to fly from Chicago Midway Airport to Singapore?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago Midway Airport to Singapore.

  • What documentation or ID do you need to fly to Singapore?

    The travel and health documents you'll need for your trip to Singapore may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Singapore. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Singapore?

It is quick and easy to find Chicago to Singapore flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Singapore that suits you.

Can I find flights from Chicago to Singapore with flexible booking policies on momondo?

Yes. All flights to Singapore from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Chicago to Singapore?

momondo provides multiple filters to help you find the best flight to Singapore from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Chicago to Singapore right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Chicago to Singapore now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Singapore and let you know when they change.

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