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Cheap flights from Chicago Midway Airport to Singapore from $477

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
5:10 pm - 7:15 pm
MDW
-
SIN
37h 05m
2 stops
Delta Logo
1:25 am - 10:44 pm
SIN
-
MDW
34h 19m
2 stops
$935Delta
Mon, Sep 14 - Sun, Sep 20
Delta Logo
9:24 am - 5:00 am
MDW
-
SIN
30h 36m
2 stops
Delta Logo
7:30 am - 10:44 pm
SIN
-
MDW
28h 14m
2 stops
$938Delta
Sun, Sep 6 - Wed, Sep 16
Delta Logo
5:11 pm - 7:15 pm
MDW
-
SIN
37h 04m
2 stops
Delta Logo
1:25 am - 12:47 pm
SIN
-
MDW
24h 22m
2 stops
$969Delta
Wed, Sep 30 - Mon, Oct 5
Delta Logo
9:59 am - 5:00 am
MDW
-
SIN
30h 01m
2 stops
Delta Logo
1:25 am - 10:44 pm
SIN
-
MDW
34h 19m
2 stops
$985Delta
Sun, Sep 6 - Tue, Sep 22
Delta Logo
9:24 am - 5:00 am
MDW
-
SIN
30h 36m
2 stops
Delta Logo
7:30 am - 10:44 pm
SIN
-
MDW
28h 14m
2 stops
$1,019Delta
Mon, Sep 7 - Sun, Sep 13
Delta Logo
9:59 am - 5:00 am
MDW
-
SIN
30h 01m
2 stops
Delta Logo
1:25 am - 10:36 pm
SIN
-
MDW
34h 11m
2 stops
$1,069Delta
Fri, Aug 21 - Sat, Aug 29
Delta Logo
6:05 am - 5:00 am
MDW
-
SIN
33h 55m
2 stops
Delta Logo
1:25 am - 4:15 pm
SIN
-
MDW
27h 50m
2 stops
$1,085Delta
Wed, Sep 23 - Sun, Sep 27
Delta Logo
6:05 am - 11:55 pm
MDW
-
SIN
28h 50m
2 stops
Delta Logo
1:25 am - 4:15 pm
SIN
-
MDW
27h 50m
2 stops
$1,088Delta
Sun, Sep 27 - Sun, Oct 4
Delta Logo
6:05 am - 5:00 am
MDW
-
SIN
33h 55m
2 stops
Delta Logo
1:25 am - 4:15 pm
SIN
-
MDW
27h 50m
2 stops
$1,090Delta
Sun, Sep 13 - Sat, Sep 19
Delta Logo
6:00 am - 5:00 am
MDW
-
SIN
33h 00m
2 stops
Delta Logo
1:35 am - 10:10 pm
SIN
-
MDW
34h 35m
2 stops
$1,091Delta
Sat, Nov 28 - Thu, Dec 31

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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
Sep 14
MDW5:10 pmChicago Midway
37h 05m
2 stops
SIN7:15 pmSingapore Changi
Sep 20
SIN1:25 amSingapore Changi
34h 19m
2 stops
MDW10:44 pmChicago Midway
$935
Delta
Sep 6
MDW9:24 amChicago Midway
30h 36m
2 stops
SIN5:00 amSingapore Changi
Sep 16
SIN7:30 amSingapore Changi
28h 14m
2 stops
MDW10:44 pmChicago Midway
$938
Delta
Aug 4
MDW9:59 amChicago Midway
30h 01m
2 stops
SIN5:00 amSingapore Changi
Aug 18
SIN7:30 amSingapore Changi
39h 29m
2 stops
MDW9:59 amChicago Midway
$940

Korean Air flights from Chicago Midway Airport to Singapore

Our best Korean Air deals on Chicago Midway Airport to Singapore flight tickets
Korean Air
Aug 4
MDW9:59 amChicago Midway
24h 56m
2 stops
SIN11:55 pmSingapore Changi
Aug 16
SIN1:25 amSingapore Changi
24h 14m
2 stops
MDW12:39 pmChicago Midway
$1,686
Korean Air
Aug 7
MDW9:59 amChicago Midway
30h 01m
2 stops
SIN5:00 amSingapore Changi
Aug 16
SIN1:25 amSingapore Changi
24h 14m
2 stops
MDW12:39 pmChicago Midway
$1,690
Korean Air
Aug 4
MDW9:24 amChicago Midway
25h 31m
2 stops
SIN11:55 pmSingapore Changi
Aug 16
SIN7:30 amSingapore Changi
42h 09m
2 stops
MDW12:39 pmChicago Midway
$1,697

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 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

Cheapest round-trip

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Mon 9/14

5:10 pm-7:15 pm

2 stops37h 05m

Singapore Changi

Sun 9/20

1:25 am-10:44 pm

2 stops34h 19m

$935

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Sun 9/6

9:24 am-5:00 am

2 stops30h 36m

Singapore Changi

Wed 9/16

7:30 am-10:44 pm

2 stops28h 14m

$938

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Wed 9/30

5:11 pm-7:15 pm

2 stops37h 04m

Singapore Changi

Mon 10/5

1:25 am-12:47 pm

2 stops24h 22m

$969

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Sun 9/6

9:59 am-5:00 am

2 stops30h 01m

Singapore Changi

Tue 9/22

1:25 am-10:44 pm

2 stops34h 19m

$985

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Mon 9/7

9:24 am-5:00 am

2 stops30h 36m

Singapore Changi

Sun 9/13

7:30 am-10:44 pm

2 stops28h 14m

$1,019

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Fri 8/21

9:59 am-5:00 am

2 stops30h 01m

Singapore Changi

Sat 8/29

1:25 am-10:36 pm

2 stops34h 11m

$1,069

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Wed 9/23

6:05 am-5:00 am

2 stops33h 55m

Singapore Changi

Sun 9/27

1:25 am-4:15 pm

2 stops27h 50m

$1,085
Quickest round-trip

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Sun 9/27

6:05 am-11:55 pm

2 stops28h 50m

Singapore Changi

Sun 10/4

1:25 am-4:15 pm

2 stops27h 50m

$1,088

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Sun 9/13

6:05 am-5:00 am

2 stops33h 55m

Singapore Changi

Sat 9/19

1:25 am-4:15 pm

2 stops27h 50m

$1,090

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Sat 11/28

6:00 am-5:00 am

2 stops33h 00m

Singapore Changi

Thu 12/31

1:35 am-10:10 pm

2 stops34h 35m

$1,091

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
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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

25h 31m

Direct flights

None
The fastest flight from Chicago Midway Airport to Singapore takes 25h 31m
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 25h 31m.

  • 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 $2,356