Find flights
Deals
Insights
When to book
FAQs & Tips
Airlines

MDW - SIN

$621 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 4/9. 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

KAYAK searches 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 23% 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

KAYAK's recommended round-trip deals from the most popular airlines that fly from Midway to Singapore.
Discover the best prices for you by selecting your travel dates on KAYAK.
Choose your dates
6:00 am - 5:00 amMDW-SIN
34h 00m2 stops
10:30 pm - 3:30 pmSIN-MDW
30h 00m2 stops
$1,306Delta
Find Deal
Sun, May 11 - Sun, May 18
6:00 am - 5:00 amMDW-SIN
34h 00m2 stops
7:30 am - 8:40 amSIN-MDW
38h 10m2 stops
$1,312Delta
Find Deal
Sun, May 18 - Thu, May 22
6:00 am - 5:00 amMDW-SIN
34h 00m2 stops
1:10 am - 6:45 pmSIN-MDW
30h 35m2 stops
$1,356Delta
Find Deal
Sun, May 11 - Sat, May 17
6:00 am - 5:00 amMDW-SIN
34h 00m2 stops
1:10 am - 6:45 pmSIN-MDW
30h 35m2 stops
$1,406Delta
Find Deal
Sun, May 18 - Wed, May 21
10:20 am - 5:00 amMDW-SIN
29h 40m2 stops
10:30 pm - 4:12 pmSIN-MDW
30h 42m2 stops
$1,456Delta
Find Deal
Thu, Apr 24 - Mon, Apr 28
6:00 am - 5:00 amMDW-SIN
34h 00m2 stops
1:10 am - 9:13 pmSIN-MDW
33h 03m2 stops
$1,481Delta
Find Deal
Sun, May 18 - Fri, May 23
6:31 pm - 3:30 pmMDW-SIN
31h 59m2 stops
12:40 am - 3:20 pmSIN-MDW
27h 40m2 stops
$1,808KLM
Find Deal
Thu, May 15 - Wed, May 21
5:59 pm - 8:25 amMDW-SIN
25h 26m2 stops
12:40 am - 2:22 pmSIN-MDW
26h 42m2 stops
$1,811
Find Deal
Fri, Apr 25 - Thu, May 1
5:59 pm - 3:30 pmMDW-SIN
32h 31m2 stops
12:40 am - 2:22 pmSIN-MDW
26h 42m2 stops
$1,817KLM
Find Deal
Thu, Apr 24 - Sun, Apr 27
6:50 pm - 3:30 pmMDW-SIN
31h 40m2 stops
12:40 am - 2:56 pmSIN-MDW
27h 16m2 stops
$1,867KLM
Find Deal
Wed, Sep 10 - Sun, Sep 28

KAYAK's insights & trends for Midway to Singapore flights

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 ($1,306) and KLM ($1,808).
Find deals

Good to know

Cheapest flight

$621
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 $621 for a one-way ticket and $1,306 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 7895 reviews
8.5Crew
8.2Boarding
8.0Comfort
7.3Food
7.9Entertainment
Airline reviews

The Dekta Rep that checked us in was great. She's very personable, pleasant, and can tell she enjoys her job.

10.0 ExcellentTiffany, Mar 2025MIA - DCA
Read more Delta reviews

The Dekta Rep that checked us in was great. She's very personable, pleasant, and can tell she enjoys her job.

After a 5 hour delay waiting at the gate (3 delays adding up) with no clear reason provided, we finally boarded flew 3/4 of the way to Toronto then were turned back to New York. As we neared New York, the pilot declared that it was his fault, something to do with timing and him not being allowed into the country???? How could the airline let his happen? They had hours to prepare and make sure they had a crew available for the flight! We ended up in Toronto a day late with no sleep.

The plane was old with small storage areas that had problems closing/latching and not enough storage for everyone, and worn, damaged seats. Service was great but feel a little unsafe on such well used planes.

Terrible and im avoiding them in the future. My initial flight was delayed causing me to rebook my flight and when speaking with the representative to rebook I explained this is the second time my flights were delayed and they did nothing to help me. I wasn't booked to comfort plus or given a voucher or anything. I was almost late for my meeting that I needed to attend on Monday because of the games delta played delaying my flights even more and putting me in the very back of the plane next to an extremely intoxicated passenger

Friendly flight attendants, smooth 8-9 hours flight. Economy seats are small and uncomfortable as usual.

Flights on time. .Ride was as comfortable as can be expected in steerage. Luggage arrived at destination. Attendants were fairly friendly.

Great staff. Wifi is terrible. Signing up for skylines is a painstaking process. Had to call customer service just to get my flight itinerary and confirmation sent to me. Consistent delays. A well staffed company that is run so poorly. Upper management needs to be renewed.

The WiFi didn't seem as fast as it normally is

Bathrooms dirty sinks clogged. No one seemed to clean them. Plane very old

Thank you for not flipping the plane on the run way. You guys get a 5 star rating for the flight!!!

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.