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Cheap flights from Chicago Midway Airport to Singapore from $474

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 12/8. 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.
Delta Logo
6:00 am - 12:10 amMDW-SIN
28h 10m2 stops
Delta Logo
1:35 am - 9:46 pmSIN-MDW
34h 11m2 stops
$1,138Delta
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Wed, Jan 21 - Sun, Jan 25
Delta Logo
1:05 pm - 8:25 pmMDW-SIN
41h 20m2 stops
Delta Logo
10:40 am - 9:46 pmSIN-MDW
25h 06m2 stops
$1,139Delta
Find Deal
Tue, Jan 20 - Wed, Feb 11
Delta Logo
5:59 pm - 12:10 amMDW-SIN
40h 11m2 stops
Delta Logo
10:40 am - 9:46 pmSIN-MDW
25h 06m2 stops
$1,144Delta
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Sun, Jan 25 - Thu, Feb 12
Delta Logo
6:00 am - 5:00 amMDW-SIN
33h 00m2 stops
Delta Logo
1:35 am - 8:46 pmSIN-MDW
33h 11m2 stops
$1,188Delta
Find Deal
Mon, Feb 9 - Sat, Mar 7
Delta Logo
6:00 am - 5:00 amMDW-SIN
33h 00m2 stops
Delta Logo
1:35 am - 8:46 pmSIN-MDW
33h 11m2 stops
$1,189Delta
Find Deal
Mon, Feb 9 - Sat, Mar 7
Delta Logo
6:00 am - 12:10 amMDW-SIN
28h 10m2 stops
Delta Logo
10:40 am - 8:56 amSIN-MDW
36h 16m2 stops
$1,194Delta
Find Deal
Mon, Feb 9 - Sun, Mar 8
Delta Logo
9:20 am - 11:40 pmMDW-SIN
25h 20m2 stops
Delta Logo
1:10 am - 8:38 amSIN-MDW
44h 28m2 stops
$1,195Delta
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Sun, Apr 12 - Tue, Apr 14
Delta Logo
5:25 pm - 12:10 amMDW-SIN
40h 45m2 stops
Delta Logo
10:30 pm - 12:35 pmSIN-MDW
28h 05m2 stops
$1,234Delta
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Wed, Jan 21 - Mon, Jan 26
Multiple Airlines Logo
3:40 pm - 1:05 pmMDW-SIN
31h 25m3 stops
Multiple Airlines Logo
2:25 pm - 12:40 pmSIN-MDW
36h 15m2 stops
$1,249Multiple Airlines
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Sun, Feb 1 - Tue, Feb 10
Multiple Airlines Logo
11:10 am - 1:05 pmMDW-SIN
35h 55m3 stops
Multiple Airlines Logo
2:25 pm - 12:40 pmSIN-MDW
36h 15m2 stops
$1,255Multiple Airlines
Find Deal
Wed, Jan 21 - Mon, Jan 26

Delta flights from Chicago Midway Airport to Singapore

Our best Delta deals on Chicago Midway Airport to Singapore flight tickets
Delta
Jan 21
MDW6:00 amChicago Midway
28h 10m
2 stops
SIN12:10 amSingapore Changi
Jan 25
SIN1:35 amSingapore Changi
34h 11m
2 stops
MDW9:46 pmChicago Midway
$1,138
Find similar
Delta
Jan 20
MDW1:05 pmChicago Midway
41h 20m
2 stops
SIN8:25 pmSingapore Changi
Feb 11
SIN10:40 amSingapore Changi
25h 06m
2 stops
MDW9:46 pmChicago Midway
$1,139
Find similar
Delta
Jan 25
MDW5:59 pmChicago Midway
40h 11m
2 stops
SIN12:10 amSingapore Changi
Feb 12
SIN10:40 amSingapore Changi
25h 06m
2 stops
MDW9:46 pmChicago Midway
$1,144
Find similar

KLM flights from Chicago Midway Airport to Singapore

Our best KLM deals on Chicago Midway Airport to Singapore flight tickets
KLM
Oct 18
MDW7:10 pmChicago Midway
31h 20m
2 stops
SIN3:30 pmSingapore Changi
Nov 1
SIN1:40 amSingapore Changi
28h 29m
2 stops
MDW5:09 pmChicago Midway
$2,635
Find similar
KLM
Oct 18
MDW6:23 pmChicago Midway
32h 07m
2 stops
SIN3:30 pmSingapore Changi
Oct 31
SIN1:40 amSingapore Changi
29h 15m
2 stops
MDW5:55 pmChicago Midway
$2,877
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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 October 16, 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

Wed 1/21

6:00 am-12:10 am

2 stops28h 10m

Singapore Changi

Sun 1/25

1:35 am-9:46 pm

2 stops34h 11m

$1,138

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Tue 1/20

1:05 pm-8:25 pm

2 stops41h 20m

Singapore Changi

Wed 2/11

10:40 am-9:46 pm

2 stops25h 06m

$1,139

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Sun 1/25

5:59 pm-12:10 am

2 stops40h 11m

Singapore Changi

Thu 2/12

10:40 am-9:46 pm

2 stops25h 06m

$1,144

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Mon 2/9

6:00 am-5:00 am

2 stops33h 00m

Singapore Changi

Sat 3/7

1:35 am-8:46 pm

2 stops33h 11m

$1,188

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Mon 2/9

6:00 am-5:00 am

2 stops33h 00m

Singapore Changi

Sat 3/7

1:35 am-8:46 pm

2 stops33h 11m

$1,189

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Mon 2/9

6:00 am-12:10 am

2 stops28h 10m

Singapore Changi

Sun 3/8

10:40 am-8:56 am

2 stops36h 16m

$1,194

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Sun 4/12

9:20 am-11:40 pm

2 stops25h 20m

Singapore Changi

Tue 4/14

1:10 am-8:38 am

2 stops44h 28m

$1,195

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Wed 1/21

5:25 pm-12:10 am

2 stops40h 45m

Singapore Changi

Mon 1/26

10:30 pm-12:35 pm

2 stops28h 05m

$1,234

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-12:40 pm

2 stops36h 15m

$1,249

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Wed 1/21

11:10 am-1:05 pm

3 stops35h 55m

Singapore Changi

Mon 1/26

2:25 pm-12:40 pm

2 stops36h 15m

$1,255

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, KLM, and Air France are the most popular carriers 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

Direct flights

None
There are no direct flights from Chicago Midway Airport to Singapore. There are no popular flight routes from Chicago Midway Airport to Singapore.
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  • 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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