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Cheap flights from Chicago Midway Airport to Singapore from $426

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 3/17. 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
6:23 am - 11:55 pm
MDW
-
SIN
28h 32m
2 stops
Delta Logo
7:30 am - 9:09 pm
SIN
-
MDW
26h 39m
2 stops
$1,243Delta
Tue, May 12 - Tue, May 19
Delta Logo
6:00 am - 5:00 am
MDW
-
SIN
34h 00m
2 stops
Delta Logo
10:00 pm - 3:25 pm
SIN
-
MDW
30h 25m
2 stops
$1,254Delta
Sun, Mar 29 - Fri, Apr 3
Delta Logo
6:00 am - 5:00 am
MDW
-
SIN
34h 00m
2 stops
Delta Logo
1:25 am - 10:28 pm
SIN
-
MDW
34h 03m
2 stops
$1,255Delta
Fri, Apr 24 - Tue, Apr 28
Delta Logo
6:07 pm - 11:55 pm
MDW
-
SIN
40h 48m
2 stops
Delta Logo
7:30 am - 10:28 pm
SIN
-
MDW
27h 58m
2 stops
$1,287Delta
Tue, Apr 7 - Wed, Apr 15
Multiple Airlines Logo
10:35 am - 12:35 pm
MDW
-
SIN
37h 00m
2 stops
Multiple Airlines Logo
1:45 pm - 12:00 pm
SIN
-
MDW
35h 15m
2 stops
$1,299Multiple Airlines
Mon, Apr 13 - Mon, Apr 20
Delta Logo
6:00 am - 5:00 am
MDW
-
SIN
34h 00m
2 stops
Delta Logo
1:25 am - 5:22 pm
SIN
-
MDW
28h 57m
2 stops
$1,305Delta
Sat, Mar 28 - Wed, Apr 1
Multiple Airlines Logo
11:00 am - 12:35 pm
MDW
-
SIN
36h 35m
2 stops
Multiple Airlines Logo
1:45 pm - 5:40 am
SIN
-
MDW
28h 55m
2 stops
$1,308Multiple Airlines
Fri, Apr 24 - Wed, Apr 29
Delta Logo
6:34 pm - 5:00 am
MDW
-
SIN
45h 26m
2 stops
Delta Logo
10:00 pm - 4:29 pm
SIN
-
MDW
31h 29m
2 stops
$1,310Delta
Sat, Mar 28 - Sun, Apr 12
Multiple Airlines Logo
10:35 am - 12:35 pm
MDW
-
SIN
37h 00m
2 stops
Multiple Airlines Logo
1:45 pm - 5:40 am
SIN
-
MDW
28h 55m
2 stops
$1,318Multiple Airlines
Mon, Apr 13 - Mon, Apr 20
Multiple Airlines Logo
10:35 am - 12:35 pm
MDW
-
SIN
37h 00m
2 stops
Multiple Airlines Logo
1:45 pm - 11:35 am
SIN
-
MDW
34h 50m
2 stops
$1,324Multiple Airlines
Mon, Apr 13 - Mon, Apr 20

Delta flights from Chicago Midway Airport to Singapore

Our best Delta deals on Chicago Midway Airport to Singapore flight tickets
Delta
May 12
MDW6:23 amChicago Midway
28h 32m
2 stops
SIN11:55 pmSingapore Changi
May 19
SIN7:30 amSingapore Changi
26h 39m
2 stops
MDW9:09 pmChicago Midway
$1,243
Delta
Mar 29
MDW6:00 amChicago Midway
34h 00m
2 stops
SIN5:00 amSingapore Changi
Apr 3
SIN10:00 pmSingapore Changi
30h 25m
2 stops
MDW3:25 pmChicago Midway
$1,254
Delta
Apr 24
MDW6:00 amChicago Midway
34h 00m
2 stops
SIN5:00 amSingapore Changi
Apr 28
SIN1:25 amSingapore Changi
34h 03m
2 stops
MDW10:28 pmChicago Midway
$1,255

Korean Air flights from Chicago Midway Airport to Singapore

Our best Korean Air deals on Chicago Midway Airport to Singapore flight tickets
Korean Air
Mar 17
MDW9:35 amChicago Midway
30h 25m
2 stops
SIN5:00 amSingapore Changi
Jun 30
SIN10:00 pmSingapore Changi
27h 30m
2 stops
MDW12:30 pmChicago Midway
$1,616
Korean Air
Mar 9
MDW9:35 amChicago Midway
45h 50m
2 stops
SIN8:25 pmSingapore Changi
Mar 12
SIN10:30 pmSingapore Changi
26h 59m
2 stops
MDW12:29 pmChicago Midway
$1,927
Korean Air
Mar 9
MDW9:35 amChicago Midway
30h 25m
2 stops
SIN5:00 amSingapore Changi
Mar 12
SIN10:30 pmSingapore Changi
26h 59m
2 stops
MDW12:29 pmChicago Midway
$2,725

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 March 3, 2026.
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

Tue 5/12

6:23 am-11:55 pm

2 stops28h 32m

Singapore Changi

Tue 5/19

7:30 am-9:09 pm

2 stops26h 39m

$1,243

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Sun 3/29

6:00 am-5:00 am

2 stops34h 00m

Singapore Changi

Fri 4/3

10:00 pm-3:25 pm

2 stops30h 25m

$1,254

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Fri 4/24

6:00 am-5:00 am

2 stops34h 00m

Singapore Changi

Tue 4/28

1:25 am-10:28 pm

2 stops34h 03m

$1,255

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Tue 4/7

6:07 pm-11:55 pm

2 stops40h 48m

Singapore Changi

Wed 4/15

7:30 am-10:28 pm

2 stops27h 58m

$1,287

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Mon 4/13

10:35 am-12:35 pm

2 stops37h 00m

Singapore Changi

Mon 4/20

1:45 pm-12:00 pm

2 stops35h 15m

$1,299

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Sat 3/28

6:00 am-5:00 am

2 stops34h 00m

Singapore Changi

Wed 4/1

1:25 am-5:22 pm

2 stops28h 57m

$1,305

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Fri 4/24

11:00 am-12:35 pm

2 stops36h 35m

Singapore Changi

Wed 4/29

1:45 pm-5:40 am

2 stops28h 55m

$1,308

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Sat 3/28

6:34 pm-5:00 am

2 stops45h 26m

Singapore Changi

Sun 4/12

10:00 pm-4:29 pm

2 stops31h 29m

$1,310

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Mon 4/13

10:35 am-12:35 pm

2 stops37h 00m

Singapore Changi

Mon 4/20

1:45 pm-5:40 am

2 stops28h 55m

$1,318

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Mon 4/13

10:35 am-12:35 pm

2 stops37h 00m

Singapore Changi

Mon 4/20

1:45 pm-11:35 am

2 stops34h 50m

$1,324

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 20m

Direct flights

None
The fastest flight from Chicago Midway Airport to Singapore takes 25h 20m
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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