MDW

S$ 965 Find Cheap Flights to Chicago Midway Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Midway departing on 15-3. 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.
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Search hundreds of travel sites at once for deals on flights to Chicago Midway Airport

 
These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago, as well as popular online travel agencies
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Cheap Flight Deals to Midway

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for return flights to Midway 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 return flight deals to Midway

Recommended return deals departing in the coming months from the most popular airlines that fly to Midway.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
11:00 - 22:20SIN-MDW
25h 20m2 stops
17:05 - 20:25MDW-SIN
37h 20m2 stops
S$ 1,356Delta
Find Deal
Thu, 6 Feb - Wed, 19 Feb
01:30 - 16:20SIN-MDW
28h 50m2 stops
17:05 - 00:10MDW-SIN
41h 05m2 stops
S$ 1,497Delta
Find Deal
Thu, 20 Feb - Fri, 28 Feb
11:00 - 22:20SIN-MDW
25h 20m2 stops
06:00 - 00:10MDW-SIN
28h 10m2 stops
S$ 1,643Delta
Find Deal
Fri, 21 Feb - Fri, 28 Feb
01:40 - 16:21SIN-MDW
28h 41m2 stops
17:07 - 16:15MDW-SIN
33h 08m2 stops
S$ 2,678KLM
Find Deal
Wed, 5 Feb - Wed, 19 Feb
07:30 - 09:32SIN-MDW
39h 02m2 stops
09:20 - 23:40MDW-SIN
25h 20m2 stops
S$ 2,774Delta
Find Deal
Sat, 3 May - Tue, 13 May
00:40 - 14:22SIN-MDW
26h 42m2 stops
17:59 - 08:45MDW-SIN
25h 46m2 stops
S$ 3,124
Find Deal
Fri, 2 May - Tue, 13 May
22:30 - 22:27SIN-MDW
36h 57m2 stops
18:42 - 00:10MDW-SIN
40h 28m2 stops
S$ 7,503Delta
Find Deal
Sat, 15 Mar - Wed, 26 Mar
01:30 - 22:27SIN-MDW
33h 57m2 stops
09:25 - 00:10MDW-SIN
25h 45m2 stops
S$ 7,511Delta
Find Deal
Sat, 15 Mar - Thu, 27 Mar

Flights to Midway - Travel Insights & Trends

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

How long is the flight to Chicago Midway Airport?

The duration of your flight to Chicago depends on your departure and arrival airports. Obviously, any flights that include a stopover will also be longer. The most popular route to Chicago on KAYAK is from Singapore, which takes 20h 20m.

Good to know

Cheapest flight

S$ 965
Flight from Singapore to Chicago Midway Airport

When to book flights to Midway

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

FAQs - booking Chicago Midway Airport flights

  • How far is Chicago Midway Airport from central Chicago?

    Chicago Midway Airport is 14 km from the centre of Chicago.

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

    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 to Chicago Midway Airport.

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

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

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

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional return ticket. You could then fly to Chicago Midway Airport with an airline and back with another airline.

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

    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 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 tips for finding cheap flights to Chicago Midway Airport

  • High season is considered to be January, February and December. The cheapest month to fly from Singapore is January.
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago Midway Airport flight deals.

Prefer to fly direct to Chicago Midway?

Find which airlines fly direct to Chicago Midway Airport, which days they fly and book direct flights.

Direct departures

Singapore to Chicago Midway

Monday

Aeromexico, Air France, Air Transat, +11 more

Aeromexico, Air France, +12 more

Tuesday

Aeromexico, Air France, Air Transat, +11 more

Aeromexico, Air France, +12 more

Wednesday

Aeromexico, Air France, Air Transat, +10 more

Aeromexico, Air France, +11 more

Thursday

Aeromexico, Air France, Air Transat, +11 more

Aeromexico, Air France, +12 more

Friday

Aeromexico, Air France, Air Transat, +11 more

Aeromexico, Air France, +12 more

Saturday

Aeromexico, Air France, Air Transat, +10 more

Aeromexico, Air France, +11 more

Sunday

Aeromexico, Air France, Air Transat, +11 more

Aeromexico, Air France, +12 more

See more direct flights

Direct returns

Chicago Midway to Singapore

Monday

Aeromexico, Air France, Air Transat, +11 more

Aeromexico, Air France, +12 more

Tuesday

Aeromexico, Air France, Air Transat, +11 more

Aeromexico, Air France, +12 more

Wednesday

Aeromexico, Air France, Air Transat, +10 more

Aeromexico, Air France, +11 more

Thursday

Aeromexico, Air France, Air Transat, +11 more

Aeromexico, Air France, +12 more

Friday

Aeromexico, Air France, Air Transat, +11 more

Aeromexico, Air France, +12 more

Saturday

Aeromexico, Air France, Air Transat, +10 more

Aeromexico, Air France, +11 more

Sunday

Aeromexico, Air France, Air Transat, +11 more

Aeromexico, Air France, +12 more

See more direct flights
See more direct flights

Book Cheap Chicago Plane Tickets

Recent return flight deals

 
These are the cheapest return flights to Chicago found on KAYAK in the last 72 hours.
6-2Thu
2 stopsDelta
25h 20mSIN-MDW
19-2Wed
2 stopsDelta
37h 20mMDW-SIN
S$ 1,356
20-2Thu
2 stopsDelta
28h 50mSIN-MDW
28-2Fri
2 stopsDelta
41h 05mMDW-SIN
S$ 1,497
21-2Fri
2 stopsDelta
25h 20mSIN-MDW
28-2Fri
2 stopsDelta
28h 10mMDW-SIN
S$ 1,643
5-2Wed
2 stopsKLM
28h 41mSIN-MDW
19-2Wed
2 stopsKLM
33h 08mMDW-SIN
S$ 2,678
3-5Sat
2 stopsDelta
39h 02mSIN-MDW
13-5Tue
2 stopsDelta
25h 20mMDW-SIN
S$ 2,774
2-5Fri
2 stops
26h 42mSIN-MDW
13-5Tue
2 stops
25h 46mMDW-SIN
S$ 3,124
15-3Sat
2 stopsDelta
36h 57mSIN-MDW
26-3Wed
2 stopsDelta
40h 28mMDW-SIN
S$ 7,503
15-3Sat
2 stopsDelta
33h 57mSIN-MDW
27-3Thu
2 stopsDelta
25h 45mMDW-SIN
S$ 7,511

Search by stops

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Recent one-way flight deals

 
Only flying one-way? Below are some of the best deals for one-way flights to Chicago found on KAYAK in the last 72 hours.
15-3Sat
3 stops
30h 37mSIN-MDW
S$ 965
15-3Sat
2 stops
54h 58mSIN-MDW
S$ 1,244
8-2Sat
2 stopsDelta
34h 50mSIN-MDW
S$ 1,414
12-4Sat
2 stopsDelta
27h 05mSIN-MDW
S$ 1,640
28-1Tue
2 stopsKorean Air
25h 38mSIN-MDW
S$ 1,642
11-4Fri
2 stops
24h 22mSIN-MDW
S$ 1,732
31-5Sat
2 stopsDelta
28h 53mSIN-MDW
S$ 1,770
24-3Mon
3 stops
54h 20mSIN-MDW
S$ 3,796
20-3Thu
2 stopsKorean Air
36h 57mSIN-MDW
S$ 3,985
23-3Sun
2 stopsKorean Air
24h 06mSIN-MDW
S$ 7,296

Search by stops

Search by airline

Search by price

Everything you need to know for your flight to Midway

Information on the airport you'll fly into in Chicago

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