MDW - SIN

$491 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 2/25. 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
0 bags

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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
In the last 7 days travelers have searched 41,299,237 times on KAYAK, and here is why:

Save 23% or moreCompare multiple travel sites with one search.

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Cheap Flight Deals from Chicago Midway Airport 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 Chicago Midway Airport 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
6:00 am - 5:00 amMDW-SIN
33h 00m2 stops
11:00 am - 10:20 pmSIN-MDW
25h 20m2 stops
$806Delta
Find Deal
Wed, Jan 22 - Tue, Jan 28
6:28 pm - 12:10 amMDW-SIN
39h 42m2 stops
1:30 am - 10:20 pmSIN-MDW
34h 50m2 stops
$811Delta
Find Deal
Mon, Feb 3 - Sun, Feb 9
6:00 am - 5:00 amMDW-SIN
33h 00m2 stops
1:30 am - 10:20 pmSIN-MDW
34h 50m2 stops
$956Delta
Find Deal
Wed, Feb 12 - Wed, Feb 19
6:28 pm - 12:10 amMDW-SIN
39h 42m2 stops
10:30 pm - 10:20 pmSIN-MDW
37h 50m2 stops
$961Delta
Find Deal
Sun, Feb 2 - Sun, Feb 9
5:07 pm - 4:15 pmMDW-SIN
33h 08m2 stops
1:40 am - 4:21 pmSIN-MDW
28h 41m2 stops
$1,778KLM
Find Deal
Wed, Jan 22 - Mon, Jan 27
5:07 pm - 4:15 pmMDW-SIN
33h 08m2 stops
1:40 am - 4:21 pmSIN-MDW
28h 41m2 stops
$1,785KLM
Find Deal
Wed, Jan 22 - Mon, Jan 27
12:44 pm - 9:00 amMDW-SIN
30h 16m2 stops
1:40 am - 4:21 pmSIN-MDW
28h 41m2 stops
$1,795
Find Deal
Tue, Jan 21 - Tue, Jan 28
1:26 pm - 9:00 amMDW-SIN
29h 34m2 stops
1:40 am - 4:21 pmSIN-MDW
28h 41m2 stops
$1,800
Find Deal
Tue, Feb 18 - Mon, Mar 3
9:20 am - 11:40 pmMDW-SIN
25h 20m2 stops
1:10 am - 12:30 pmSIN-MDW
24h 20m2 stops
$2,035Korean Air
Find Deal
Sat, Jun 7 - Thu, Jun 12
9:30 am - 12:10 amMDW-SIN
25h 40m2 stops
1:30 am - 12:33 pmSIN-MDW
24h 03m2 stops
$2,605Korean Air
Find Deal
Fri, Mar 21 - Fri, Mar 28

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.

What is the cheapest month to fly from Chicago Midway Airport to Singapore?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago Midway Airport to Singapore, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Chicago Midway Airport to Singapore is October, where tickets cost $967 (return) on average. On the other hand, the most expensive months are December and June, where the average cost of round-trip tickets is $1,710 and $1,508 respectively.

Good to know

Cheapest flight

$491
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 $491 for a one-way ticket and $806 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 8601 reviews
8.0Comfort
7.9Entertainment
8.2Boarding
8.6Crew
7.3Food
Airline reviews

I was with one of the last zones to board. It was kind of annoying to finally get called to board and my whole section was already on the plane. Clearly they boarded with previous zones. So by the time I got on board, there were no spaces for my luggage above my head. I had to put my luggage 4+ rows behind me, which meant that I had to wait even longer to get off the plane, since I had to wait for those rows to clear the aisle before I could retrieve my luggage and exit the plane. This also held up the plane cleaners, as they couldn't service my row until I cleared it, so they were all standing there waiting for me, while I'm standing there waiting for the other passengers to clear the aisle. Anyways, I wasn't in a rush this time, so I just waited, but I could see that being a problem in the future. Now, I could have checked my luggage, of course, but coincidentally, a friend of mine on the same flight got their luggage damaged (wheel completely knocked off) and was told by the Baggage Attendant in the airport that Delta doesn't "cover wheel damage" on luggage. This was disappointing to hear. I'm glad I didn't check mine through. If it were my luggage, I'd be highly frustrated to hear that. It makes me not want to check my luggage in the future.

8.0 ExcellentMelodii, Dec 2024ATL - MSY
Read more Delta reviews

I was with one of the last zones to board. It was kind of annoying to finally get called to board and my whole section was already on the plane. Clearly they boarded with previous zones. So by the time I got on board, there were no spaces for my luggage above my head. I had to put my luggage 4+ rows behind me, which meant that I had to wait even longer to get off the plane, since I had to wait for those rows to clear the aisle before I could retrieve my luggage and exit the plane. This also held up the plane cleaners, as they couldn't service my row until I cleared it, so they were all standing there waiting for me, while I'm standing there waiting for the other passengers to clear the aisle. Anyways, I wasn't in a rush this time, so I just waited, but I could see that being a problem in the future. Now, I could have checked my luggage, of course, but coincidentally, a friend of mine on the same flight got their luggage damaged (wheel completely knocked off) and was told by the Baggage Attendant in the airport that Delta doesn't "cover wheel damage" on luggage. This was disappointing to hear. I'm glad I didn't check mine through. If it were my luggage, I'd be highly frustrated to hear that. It makes me not want to check my luggage in the future.

The dear was very limited in space. I could put my water bottle in seat basket. Also, there was no inflight entertainment in the delta app?

Typically I give delta excellent reviews. Our flight was delayed 2hrs, I was one of the fortunate ones who were able to get to my connecting flight. Also, annoying that on the connecting flight boarding personnel make me put away a small bag into my carryon. It small enough to put in back pocket seat, why hold me and the line up to just push it into my carryon.

Logan airport construction meant that boarding was chaotic crowded and delayed

Everything was great. Great service, excellent communication, and early arrival

We were forced to wait nearly 50 additional minutes before leaving the terminal.

Free Wi-Fi is good. That’s all - food mediocre, unfriendly crew, poor communication after trying to file a claim for my lost bag, which Delta didn’t even know was lost until I told them.

Delta flight attendants poorly managed the boarding process and overhead storage. My bag was checked last minute and no claim ticket was provided. My bag is now lost. Complete incompetence by all flight crew involved.

Inexpensive, got an exit row aisle aeat with no middle passenger, bought a great breakfast sandwich, flight comfortable & arrived ahead of schedule.

Customer service at the gate in the flight was exceptional. On time. Aircraft and seat was decent. Thanks Delta. 💗

Book cheap flights from Chicago to Singapore

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Singapore found on KAYAK in the last 72 hours.
2/25Tue
2 stopsDelta
41h 41mMDW-SIN
$491
1/23Thu
2 stopsDelta
28h 10mMDW-SIN
$620
3/30Sun
2 stopsDelta
39h 55mMDW-SIN
$631
4/10Thu
2 stopsKorean Air
29h 36mMDW-SIN
$671
1/18Sat
2 stopsDelta
39h 11mMDW-SIN
$696
1/19Sun
2 stopsDelta
42h 29mMDW-SIN
$706
2/14Fri
2 stopsDelta
33h 00mMDW-SIN
$760
5/24Sat
2 stops
25h 20mMDW-SIN
$827
2/21Fri
2 stopsKorean Air
33h 00mMDW-SIN
$6,265
12/28Sat
2 stopsKorean Air
28h 10mMDW-SIN
$6,415

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Last minute flights from Midway to Singapore

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Chicago to Singapore that are departing in the next 10 days.
12/23Mon
multi-stopDelta
41h 07mMDW-SIN
1/3Fri
multi-stopDelta
28h 54mSIN-MDW
$4,125
12/23Mon
multi-stopKorean Air
33h 00mMDW-SIN
12/25Wed
multi-stopKorean Air
25h 06mSIN-MDW
$13,396

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

Information on your arrival and departure airports

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