Find flights
Deals
Insights
When to book
FAQs & Tips
Airlines

MDW - SIN

$587 Find Cheap Flights from Chicago Midway Airport to Singapore

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Singapore departing on 5/13. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult

Search hundreds of travel sites at once for deals on flights to Singapore

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Singapore, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Singapore, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Cheap Flight Deals from Midway to Singapore (MDW-SIN)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Singapore that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Midway to Singapore

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Midway to Singapore.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
12:51 pm - 8:25 pmMDW-SIN
42h 34m2 stops
11:00 am - 10:23 pmSIN-MDW
24h 23m2 stops
$1,106Delta
Find Deal
Tue, Mar 18 - Tue, Mar 25
9:23 am - 5:00 amMDW-SIN
30h 37m2 stops
7:30 am - 10:26 pmSIN-MDW
27h 56m2 stops
$1,156Delta
Find Deal
Wed, Apr 9 - Fri, Apr 18
10:25 am - 5:00 amMDW-SIN
29h 35m2 stops
1:10 am - 12:35 pmSIN-MDW
24h 25m2 stops
$1,547Korean Air
Find Deal
Mon, Apr 7 - Sun, Apr 13
10:25 am - 5:00 amMDW-SIN
29h 35m2 stops
10:30 pm - 12:35 pmSIN-MDW
27h 05m2 stops
$1,642Korean Air
Find Deal
Sun, Mar 30 - Sun, Apr 13
7:13 pm - 3:30 pmMDW-SIN
31h 17m2 stops
12:40 am - 2:22 pmSIN-MDW
26h 42m2 stops
$1,798KLM
Find Deal
Sat, Mar 29 - Sun, Apr 13
6:42 pm - 3:30 pmMDW-SIN
31h 48m2 stops
12:40 am - 2:17 pmSIN-MDW
26h 37m2 stops
$1,802KLM
Find Deal
Fri, Apr 4 - Thu, Apr 10
2:08 pm - 9:00 amMDW-SIN
28h 52m2 stops
12:40 am - 2:22 pmSIN-MDW
26h 42m2 stops
$1,808
Find Deal
Tue, Mar 4 - Tue, Apr 22
6:45 pm - 4:30 pmMDW-SIN
32h 45m2 stops
12:40 am - 2:22 pmSIN-MDW
26h 42m2 stops
$1,809
Find Deal
Thu, Apr 24 - Sun, Apr 27
9:52 am - 4:30 pmMDW-SIN
41h 38m2 stops
10:30 pm - 6:20 pmSIN-MDW
32h 50m2 stops
$1,855Air France
Find Deal
Thu, Apr 24 - Mon, Apr 28
5:59 pm - 4:30 pmMDW-SIN
57h 31m2 stops
10:35 pm - 6:03 pmSIN-MDW
32h 28m2 stops
$2,222Air France
Find Deal
Tue, Jul 1 - Wed, Jul 16

Flights from Midway to Singapore - Travel Insights & Trends

Get data-powered insights and trends into flights from Midway to Singapore to help you find the cheapest flights, the best time to fly and much more.

Which airlines provide the cheapest flights from Chicago Midway Airport to Singapore?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the past 3 days, the cheapest round-trip tickets from Chicago Midway Airport to Singapore were found on Delta ($1,106) and Korean Air ($1,547).

Good to know

Cheapest flight

$587
Flight from Chicago Midway Airport to Singapore

When to book flights from Midway to Singapore

Are your dates flexible? Find out the best times to travel from Midway to Singapore based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago Midway Airport to Singapore flights

  • What is the cheapest flight from Chicago Midway Airport to Singapore?

    In the last 3 days, the lowest price for a flight from Chicago Midway Airport to Singapore was $587 for a one-way ticket and $1,106 for a round-trip.

  • Do I need a passport to fly between Chicago Midway Airport and Singapore?

    A passport is required to fly from Chicago Midway Airport to Singapore.

  • Which aircraft models fly most regularly from Chicago Midway Airport to Singapore?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Chicago Midway Airport to Singapore?

    SkyTeam is the only airline alliance operating flights between Chicago Midway Airport and Singapore.

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Singapore?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago Midway Airport to Singapore.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Singapore?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Singapore from Chicago Midway Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago Midway Airport to Singapore?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Singapore with an airline and back to Chicago Midway Airport with another airline. Booking your flights between Chicago Midway Airport and SIN can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to Singapore?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Singapore from Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top airline flying from Midway to Singapore

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Singapore. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Midway to Singapore? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 8220 reviews
8.0Comfort
8.5Crew
7.3Food
8.2Boarding
7.9Entertainment
Airline reviews

Boarding is, as it always is… horrible. Gate lice. Slow moving zones. Too many people with carry ons

10.0 ExcellentStephen, Feb 2025SFO - JFK
Read more Delta reviews

Boarding is, as it always is… horrible. Gate lice. Slow moving zones. Too many people with carry ons

I loved having a most black flight crew during Black History Month; rather by design or accident I appreciated the representation. ❤️

This was the second flight this week with flight attendant Marcus I’m not sure if his last name is Lane or Lang but this guy is awesome. He funny, attentive and his service is 5 stars. Marcus makes business travel more enjoyable !

Although the flight left late, we arrived early. It was one of the quickest boarding and off boarding experiences I’ve had. It was kind of annoying the only drinks they had were water, coffee, and tea. The flight was very smooth, temperature was just right, and flight attendants were friendly.

Rode in a smaller plane and short trip meant no snacks, no free wifi or tv. It was only 30min flight so honestly wasn’t a big deal to lack these items.

Lower number on this flight so spaced out passengers. Able to enjoy more room to relax during flight. It was lovely.

Kind staff. Snacks are small but that’s the new normal.

Overall, terrible. Flight from SFO was delayed due to “air traffic control issues”, and we were all mislead about connecting flights. Told “you have 20 minutes to catch your connection”. Reality was 5. We got to watch the plane sit at the bridge. Won’t fly Delta with a connection again.

The young man who was our flight attendant in first class was lazy and did not do his job well at all. Never offered drinks upon boarding - actually I take that back... said "are you okay with water" as if I do not want to get you anything else, only passed the snacks around once, got my drink order wrong and then never offered a second round of drinks. He was the worst I have ever seen on Delta and we fly a lot.

Great service. Great staff. Boarding was a little slow, but I think there was a service dog slowing things down.

Everything you need to know for your flight from Midway to Singapore

Information on your arrival and departure airports

Singapore (SIN)
Chicago Midway Airport (MDW)

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.