Latest deals
Insights
When to book
FAQs
Price Alerts

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.
1 adult
0 bags

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Chicago Midway Airport to Singapore

Cheap round-trip flights

Delta Logo
9:30 am - 11:40 pmMDW-SIN
25h 10m2 stops
Delta Logo
7:30 am - 9:36 pmSIN-MDW
27h 06m2 stops
$1,022Delta
Find Deal
Fri, Sep 5 - Thu, Sep 11
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
Find Deal
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
Find Deal
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
Find Deal
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
Find Deal
Sat, Sep 20 - Tue, Sep 23
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
Logo
9:30 am - 11:40 pmMDW-SIN
25h 10m2 stops
Logo
1:10 am - 12:28 pmSIN-MDW
24h 18m2 stops
$1,414
Find Deal
Fri, Sep 5 - Wed, Sep 10
KLM Logo
5:25 pm - 4:15 pmMDW-SIN
32h 50m2 stops
KLM Logo
1:40 am - 4:25 pmSIN-MDW
28h 45m2 stops
$1,718KLM
Find Deal
Mon, Feb 16 - Sun, Feb 22
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
9:35 am - 11:40 pmMDW-SIN
25h 05m2 stops
Korean Air Logo
10:30 pm - 12:28 pmSIN-MDW
26h 58m2 stops
$2,041Korean Air
Find Deal
Wed, Oct 15 - Mon, Oct 20

Delta flights from Chicago Midway Airport to Singapore

Our best Delta deals on Chicago Midway Airport to Singapore flight tickets
Delta
Aug 27
MDW9:15 amChicago Midway
25h 25m
2 stops
SIN11:40 pmSingapore Changi
Sep 2
SIN1:10 amSingapore Changi
33h 16m
2 stops
MDW9:26 pmChicago Midway
$904
Find similar
Delta
Sep 5
MDW9:30 amChicago Midway
25h 10m
2 stops
SIN11:40 pmSingapore Changi
Sep 11
SIN7:30 amSingapore Changi
27h 06m
2 stops
MDW9:36 pmChicago Midway
$1,022
Find similar
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

KLM flights from Chicago Midway Airport to Singapore

Our best KLM deals on Chicago Midway Airport to Singapore flight tickets
KLM
Feb 16
MDW5:25 pmChicago Midway
32h 50m
2 stops
SIN4:15 pmSingapore Changi
Feb 22
SIN1:40 amSingapore Changi
28h 45m
2 stops
MDW4:25 pmChicago Midway
$1,718
Find similar
KLM
Oct 9
MDW6:23 pmChicago Midway
32h 07m
2 stops
SIN3:30 pmSingapore Changi
Oct 15
SIN12:40 amSingapore Changi
28h 29m
2 stops
MDW4:09 pmChicago Midway
$1,923
Find similar
KLM
Oct 16
MDW6:23 pmChicago Midway
32h 07m
2 stops
SIN3:30 pmSingapore Changi
Oct 18
SIN12:40 amSingapore Changi
28h 29m
2 stops
MDW4:09 pmChicago Midway
$2,276
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 26, 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

Fri 9/5

9:30 am-11:40 pm

2 stops25h 10m

Singapore Changi

Thu 9/11

7:30 am-9:36 pm

2 stops27h 06m

$1,022

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 1/28

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

Fri 9/5

9:30 am-11:40 pm

2 stops25h 10m

Singapore Changi

Wed 9/10

1:10 am-12:28 pm

2 stops24h 18m

$1,414

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Mon 2/16

5:25 pm-4:15 pm

2 stops32h 50m

Singapore Changi

Sun 2/22

1:40 am-4:25 pm

2 stops28h 45m

$1,718

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

9:35 am-11:40 pm

2 stops25h 05m

Singapore Changi

Mon 10/20

10:30 pm-12:28 pm

2 stops26h 58m

$2,041

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 day to depart on your flight to Singapore?

The cheapest day to depart from Chicago Midway Airport to Singapore is on a Tuesday when prices can be found for as low as $1,166. The most expensive day to fly to Singapore is Friday, with ticket prices averaging around $1,365.

What is the cheapest time of day to depart on your flight to Singapore?

At noon is the cheapest time of day to fly from Chicago Midway Airport to Singapore when you can find flight prices for as low as $1,148. Flying to Singapore at noon is an ideal time because this is during off-peak travel hours. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are $1,434 on average. Flights to Singapore from Chicago Midway Airport in the morning are generally more expensive because this time of day is more convenient for travelers’ schedules.

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

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.
Search flight deals

  • 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 01m.

  • 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.

An easier way to manage your Singapore trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Sun 8/31
Sun 9/7
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Singapore

Fly your favorite airline to Singapore

Airlines are sorted and displayed according to clicks in the past 7 days on momondo
Delta
American Airlines
United Airlines
Turkish Airlines
Lufthansa
Frontier
British Airways
Qatar Airways
Spirit Airlines
Ryanair
Emirates
Alaska Airlines