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Cheap flights from Chicago Midway Airport to Singapore from $399

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 9/26. 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

Delta Logo
6:00 am - 12:10 amMDW-SIN
28h 10m2 stops
Delta Logo
1:30 am - 4:38 pmSIN-MDW
29h 08m2 stops
$1,054Delta
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Mon, Nov 3 - Mon, Nov 10
Delta Logo
5:25 pm - 12:10 amMDW-SIN
40h 45m2 stops
Delta Logo
1:30 am - 9:46 pmSIN-MDW
34h 16m2 stops
$1,139Delta
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Wed, Jan 28 - Wed, Mar 4
Delta Logo
9:20 am - 5:00 amMDW-SIN
30h 40m2 stops
Delta Logo
10:30 pm - 9:36 pmSIN-MDW
36h 06m2 stops
$1,172Delta
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Fri, Sep 19 - Mon, Sep 29
Delta Logo
6:00 am - 5:00 amMDW-SIN
34h 00m2 stops
Delta Logo
1:10 am - 12:28 pmSIN-MDW
24h 18m2 stops
$1,184Delta
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Sat, Sep 20 - Tue, Sep 23
Logo
8:15 am - 1:05 pmMDW-SIN
38h 50m2 stops
Logo
2:00 am - 5:00 amSIN-MDW
41h 00m2 stops
$1,281
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Wed, Jan 21 - Tue, Feb 17
Logo
11:10 am - 1:05 pmMDW-SIN
35h 55m3 stops
Logo
2:25 pm - 11:10 amSIN-MDW
34h 45m2 stops
$1,352
Find Deal
Wed, Jan 28 - Thu, Mar 5
Korean Air Logo
9:35 am - 11:40 pmMDW-SIN
25h 05m2 stops
Korean Air Logo
1:10 am - 12:28 pmSIN-MDW
24h 18m2 stops
$1,763Korean Air
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Tue, Oct 7 - Wed, Oct 15
KLM Logo
6:23 pm - 3:30 pmMDW-SIN
32h 07m2 stops
KLM Logo
12:40 am - 4:09 pmSIN-MDW
28h 29m2 stops
$1,923KLM
Find Deal
Thu, Oct 9 - Wed, Oct 15
Korean Air Logo
9:20 am - 11:40 pmMDW-SIN
25h 20m2 stops
Korean Air Logo
10:30 pm - 12:28 pmSIN-MDW
26h 58m2 stops
$2,041Korean Air
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Wed, Oct 15 - Sun, Oct 19
KLM Logo
6:23 pm - 3:30 pmMDW-SIN
32h 07m2 stops
KLM Logo
12:40 am - 4:09 pmSIN-MDW
28h 29m2 stops
$2,272KLM
Find Deal
Mon, Oct 6 - Sun, Oct 12

Delta flights from Chicago Midway Airport to Singapore

Our best Delta deals on Chicago Midway Airport to Singapore flight tickets
Delta
Nov 3
MDW6:00 amChicago Midway
28h 10m
2 stops
SIN12:10 amSingapore Changi
Nov 10
SIN1:30 amSingapore Changi
29h 08m
2 stops
MDW4:38 pmChicago Midway
$1,054
Find similar
Delta
Jan 28
MDW5:25 pmChicago Midway
40h 45m
2 stops
SIN12:10 amSingapore Changi
Mar 4
SIN1:30 amSingapore Changi
34h 16m
2 stops
MDW9:46 pmChicago Midway
$1,139
Find similar
Delta
Sep 19
MDW9:20 amChicago Midway
30h 40m
2 stops
SIN5:00 amSingapore Changi
Sep 29
SIN10:30 pmSingapore Changi
36h 06m
2 stops
MDW9:36 pmChicago Midway
$1,172
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Korean Air flights from Chicago Midway Airport to Singapore

Our best Korean Air deals on Chicago Midway Airport to Singapore flight tickets
Korean Air
Oct 7
MDW9:35 amChicago Midway
25h 05m
2 stops
SIN11:40 pmSingapore Changi
Oct 15
SIN1:10 amSingapore Changi
24h 18m
2 stops
MDW12:28 pmChicago Midway
$1,763
Find similar
Korean Air
Oct 15
MDW9:20 amChicago Midway
25h 20m
2 stops
SIN11:40 pmSingapore Changi
Oct 19
SIN10:30 pmSingapore Changi
26h 58m
2 stops
MDW12:28 pmChicago Midway
$2,041
Find similar
Korean Air
Aug 26
MDW9:30 amChicago Midway
25h 10m
2 stops
SIN11:40 pmSingapore Changi
Sep 8
SIN1:10 amSingapore Changi
24h 18m
2 stops
MDW12:28 pmChicago Midway
$7,359
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 August 25, 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

Mon 11/3

6:00 am-12:10 am

2 stops28h 10m

Singapore Changi

Mon 11/10

1:30 am-4:38 pm

2 stops29h 08m

$1,054

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Wed 1/28

5:25 pm-12:10 am

2 stops40h 45m

Singapore Changi

Wed 3/4

1:30 am-9:46 pm

2 stops34h 16m

$1,139

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Fri 9/19

9:20 am-5:00 am

2 stops30h 40m

Singapore Changi

Mon 9/29

10:30 pm-9:36 pm

2 stops36h 06m

$1,172

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Sat 9/20

6:00 am-5:00 am

2 stops34h 00m

Singapore Changi

Tue 9/23

1:10 am-12:28 pm

2 stops24h 18m

$1,184

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Wed 1/21

8:15 am-1:05 pm

2 stops38h 50m

Singapore Changi

Tue 2/17

2:00 am-5:00 am

2 stops41h 00m

$1,281

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Wed 1/28

11:10 am-1:05 pm

3 stops35h 55m

Singapore Changi

Thu 3/5

2:25 pm-11:10 am

2 stops34h 45m

$1,352

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Tue 10/7

9:35 am-11:40 pm

2 stops25h 05m

Singapore Changi

Wed 10/15

1:10 am-12:28 pm

2 stops24h 18m

$1,763

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Thu 10/9

6:23 pm-3:30 pm

2 stops32h 07m

Singapore Changi

Wed 10/15

12:40 am-4:09 pm

2 stops28h 29m

$1,923

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Wed 10/15

9:20 am-11:40 pm

2 stops25h 20m

Singapore Changi

Sun 10/19

10:30 pm-12:28 pm

2 stops26h 58m

$2,041

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Mon 10/6

6:23 pm-3:30 pm

2 stops32h 07m

Singapore Changi

Sun 10/12

12:40 am-4:09 pm

2 stops28h 29m

$2,272

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, Korean Air, and KLM 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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