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Cheap flights from Chicago Midway Airport to Singapore from $592

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 8/19. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

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
6:05 am - 11:55 pm
MDW
-
SIN
28h 50m
2 stops
Delta Logo
10:00 pm - 4:15 pm
SIN
-
MDW
31h 15m
2 stops
$1,208Delta
Fri, Aug 14 - Sat, Aug 22
Delta Logo
6:00 am - 11:55 pm
MDW
-
SIN
28h 55m
2 stops
Delta Logo
1:25 am - 10:15 pm
SIN
-
MDW
33h 50m
2 stops
$1,308Delta
Tue, Jul 14 - Wed, Jul 22
Delta Logo
5:10 pm - 11:55 pm
MDW
-
SIN
41h 45m
2 stops
Delta Logo
1:25 am - 4:15 pm
SIN
-
MDW
27h 50m
2 stops
$1,313Delta
Tue, Jul 7 - Mon, Jul 13
Delta Logo
5:10 pm - 11:55 pm
MDW
-
SIN
41h 45m
2 stops
Delta Logo
1:25 am - 4:15 pm
SIN
-
MDW
27h 50m
2 stops
$1,363Delta
Fri, Jul 17 - Mon, Jul 27
Delta Logo
9:24 am - 11:55 pm
MDW
-
SIN
25h 31m
2 stops
Delta Logo
1:25 am - 4:15 pm
SIN
-
MDW
27h 50m
2 stops
$1,379Delta
Mon, Aug 3 - Mon, Aug 17
Delta Logo
6:00 am - 11:55 pm
MDW
-
SIN
28h 55m
2 stops
Delta Logo
1:25 am - 10:15 pm
SIN
-
MDW
33h 50m
2 stops
$1,408Delta
Fri, Jul 10 - Thu, Jul 16
Delta Logo
6:00 am - 12:10 am
MDW
-
SIN
28h 10m
2 stops
Delta Logo
10:30 pm - 11:56 am
SIN
-
MDW
27h 26m
2 stops
$1,493Delta
Fri, Nov 13 - Sun, Nov 29
Delta Logo
6:05 am - 5:00 am
MDW
-
SIN
33h 55m
2 stops
Delta Logo
10:00 pm - 4:15 pm
SIN
-
MDW
31h 15m
2 stops
$1,508Delta
Sat, Aug 8 - Sat, Aug 15
Delta Logo
9:17 am - 11:55 pm
MDW
-
SIN
25h 38m
2 stops
Delta Logo
10:00 pm - 6:25 pm
SIN
-
MDW
33h 25m
2 stops
$1,543Delta
Wed, Jul 1 - Sat, Jul 18
Delta Logo
6:58 pm - 7:15 pm
MDW
-
SIN
59h 17m
2 stops
Delta Logo
10:00 pm - 6:25 pm
SIN
-
MDW
33h 25m
2 stops
$1,549Delta
Sun, Jun 28 - Sat, Jul 18

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Delta flights from Chicago Midway Airport to Singapore

Our best Delta deals on Chicago Midway Airport to Singapore flight tickets
Delta
Aug 14
MDW6:05 amChicago Midway
28h 50m
2 stops
SIN11:55 pmSingapore Changi
Aug 22
SIN10:00 pmSingapore Changi
31h 15m
2 stops
MDW4:15 pmChicago Midway
$1,208
Delta
Jul 14
MDW6:00 amChicago Midway
28h 55m
2 stops
SIN11:55 pmSingapore Changi
Jul 22
SIN1:25 amSingapore Changi
33h 50m
2 stops
MDW10:15 pmChicago Midway
$1,308
Delta
Jul 7
MDW5:10 pmChicago Midway
41h 45m
2 stops
SIN11:55 pmSingapore Changi
Jul 13
SIN1:25 amSingapore Changi
27h 50m
2 stops
MDW4:15 pmChicago Midway
$1,313

Korean Air flights from Chicago Midway Airport to Singapore

Our best Korean Air deals on Chicago Midway Airport to Singapore flight tickets
Korean Air
Sep 17
MDW9:49 amChicago Midway
25h 06m
2 stops
SIN11:55 pmSingapore Changi
Sep 21
SIN7:30 amSingapore Changi
42h 04m
2 stops
MDW12:34 pmChicago Midway
$1,633
Korean Air
Sep 24
MDW9:30 amChicago Midway
25h 25m
2 stops
SIN11:55 pmSingapore Changi
Sep 27
SIN1:25 amSingapore Changi
24h 09m
2 stops
MDW12:34 pmChicago Midway
$1,634

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 June 14, 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

Cheapest round-trip

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Fri 8/14

6:05 am-11:55 pm

2 stops28h 50m

Singapore Changi

Sat 8/22

10:00 pm-4:15 pm

2 stops31h 15m

$1,208

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Tue 7/14

6:00 am-11:55 pm

2 stops28h 55m

Singapore Changi

Wed 7/22

1:25 am-10:15 pm

2 stops33h 50m

$1,308

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Tue 7/7

5:10 pm-11:55 pm

2 stops41h 45m

Singapore Changi

Mon 7/13

1:25 am-4:15 pm

2 stops27h 50m

$1,313

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Fri 7/17

5:10 pm-11:55 pm

2 stops41h 45m

Singapore Changi

Mon 7/27

1:25 am-4:15 pm

2 stops27h 50m

$1,363
Quickest round-trip

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Mon 8/3

9:24 am-11:55 pm

2 stops25h 31m

Singapore Changi

Mon 8/17

1:25 am-4:15 pm

2 stops27h 50m

$1,379

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Fri 7/10

6:00 am-11:55 pm

2 stops28h 55m

Singapore Changi

Thu 7/16

1:25 am-10:15 pm

2 stops33h 50m

$1,408

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Fri 11/13

6:00 am-12:10 am

2 stops28h 10m

Singapore Changi

Sun 11/29

10:30 pm-11:56 am

2 stops27h 26m

$1,493

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Sat 8/8

6:05 am-5:00 am

2 stops33h 55m

Singapore Changi

Sat 8/15

10:00 pm-4:15 pm

2 stops31h 15m

$1,508

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Wed 7/1

9:17 am-11:55 pm

2 stops25h 38m

Singapore Changi

Sat 7/18

10:00 pm-6:25 pm

2 stops33h 25m

$1,543

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Sun 6/28

6:58 pm-7:15 pm

2 stops59h 17m

Singapore Changi

Sat 7/18

10:00 pm-6:25 pm

2 stops33h 25m

$1,549

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 Changi?

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

When to book flights from Chicago Midway Airport to Singapore

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Singapore according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago Midway Airport to Singapore (MDW to SIN) 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

24h 56m

Direct flights

None
The fastest flight from Chicago Midway Airport to Singapore takes 24h 56m
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

Frequently asked questions about flying from Chicago Midway Airport to Singapore

  • How far is Chicago Midway to Singapore Changi by plane?

    A flight from Chicago Midway to Singapore Changi will travel around 9365.9 mi. By plane, this route typically takes 24h 56m.

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

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

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

    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 Changi Airport.

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

    The travel and health documents you'll need for your trip to Singapore Changi Airport 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 Changi Airport. 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?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Singapore. Millions of users trust and use momondo every year so you are in good hands.

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

Yes. momondo allows you to filter the results for Chicago to Singapore flights to just show those with flexible booking policies.

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?

Price alerts on flights to Singapore from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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Cabin classes currently available on flights to Singapore

List of cabin classes available on flights landing in Singapore. Availability may vary depending on flight origin and airline.
First Class to Singapore
Business Class to Singaporefrom $2,208