MDW

S$ 997 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 15-2. 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
06:00 - 05:00MDW-SIN
33h 00m2 stops
S$ 1,622Delta
Find Deal
Mon, 17 Feb - Mon, 24 Feb
01:10 - 22:29SIN-MDW
34h 19m2 stops
10:15 - 23:40MDW-SIN
24h 25m2 stops
S$ 1,708Delta
Find Deal
Wed, 23 Apr - Sat, 3 May
01:30 - 17:02SIN-MDW
29h 32m2 stops
09:25 - 00:10MDW-SIN
25h 45m2 stops
S$ 1,721Delta
Find Deal
Sat, 8 Mar - Thu, 13 Mar
07:30 - 08:36SIN-MDW
38h 06m2 stops
17:59 - 23:40MDW-SIN
40h 41m2 stops
S$ 2,008Delta
Find Deal
Sat, 7 Jun - Fri, 18 Jul
01:10 - 17:01SIN-MDW
28h 51m2 stops
06:00 - 05:00MDW-SIN
34h 00m2 stops
S$ 2,318Delta
Find Deal
Tue, 10 Jun - Wed, 18 Jun
00:40 - 14:54SIN-MDW
27h 14m2 stops
17:59 - 08:45MDW-SIN
25h 46m2 stops
S$ 2,856
Find Deal
Fri, 6 Jun - Fri, 18 Jul
07:30 - 08:36SIN-MDW
38h 06m2 stops
09:20 - 23:40MDW-SIN
25h 20m2 stops
S$ 2,982Delta
Find Deal
Wed, 11 Jun - Wed, 18 Jun
01:30 - 11:59SIN-MDW
24h 29m2 stops
06:00 - 05:00MDW-SIN
33h 00m2 stops
S$ 7,506Delta
Find Deal
Sun, 2 Mar - Thu, 6 Mar
01:30 - 16:14SIN-MDW
27h 44m2 stops
06:00 - 23:40MDW-SIN
28h 40m2 stops
S$ 7,509Delta
Find Deal
Sun, 23 Mar - Fri, 4 Apr
22:30 - 22:20SIN-MDW
37h 50m2 stops
06:00 - 00:10MDW-SIN
28h 10m2 stops
S$ 10,383Delta
Find Deal
Mon, 3 Mar - Thu, 6 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 24h 25m.

Good to know

Cheapest flight

S$ 997
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.
17-2Mon
2 stopsDelta
25h 20mSIN-MDW
24-2Mon
2 stopsDelta
33h 00mMDW-SIN
S$ 1,622
23-4Wed
2 stopsDelta
34h 19mSIN-MDW
3-5Sat
2 stopsDelta
24h 25mMDW-SIN
S$ 1,708
8-3Sat
2 stopsDelta
29h 32mSIN-MDW
13-3Thu
2 stopsDelta
25h 45mMDW-SIN
S$ 1,721
7-6Sat
2 stopsDelta
38h 06mSIN-MDW
18-7Fri
2 stopsDelta
40h 41mMDW-SIN
S$ 2,008
10-6Tue
2 stopsDelta
28h 51mSIN-MDW
18-6Wed
2 stopsDelta
34h 00mMDW-SIN
S$ 2,318
6-6Fri
2 stops
27h 14mSIN-MDW
18-7Fri
2 stops
25h 46mMDW-SIN
S$ 2,856
11-6Wed
2 stopsDelta
38h 06mSIN-MDW
18-6Wed
2 stopsDelta
25h 20mMDW-SIN
S$ 2,982
2-3Sun
2 stopsDelta
24h 29mSIN-MDW
6-3Thu
2 stopsDelta
33h 00mMDW-SIN
S$ 7,506
23-3Sun
2 stopsDelta
27h 44mSIN-MDW
4-4Fri
2 stopsDelta
28h 40mMDW-SIN
S$ 7,508
3-3Mon
2 stopsDelta
37h 50mSIN-MDW
6-3Thu
2 stopsDelta
28h 10mMDW-SIN
S$ 10,383

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.
15-2Sat
3 stops
36h 52mSIN-MDW
S$ 997
17-2Mon
3 stops
51h 51mSIN-MDW
S$ 1,039
23-4Wed
2 stops
27h 59mSIN-MDW
S$ 1,109
16-2Sun
3 stops
35h 47mSIN-MDW
S$ 1,124
17-2Mon
2 stops
38h 52mSIN-MDW
S$ 1,133
16-2Sun
2 stops
33h 12mSIN-MDW
S$ 1,225
12-4Sat
2 stopsDelta
27h 51mSIN-MDW
S$ 1,538
15-2Sat
2 stopsDelta
34h 50mSIN-MDW
S$ 1,836
11-4Fri
2 stopsDelta
24h 22mSIN-MDW
S$ 2,095
14-3Fri
2 stopsKorean Air
24h 02mSIN-MDW
S$ 2,700

Search by stops

Search by airline

Search by price

Last minute flights to Midway

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 to Chicago that are departing in the next 10 days.
1-2Sat
multi-stopDelta
34h 50mSIN-MDW
17-2Mon
multi-stopDelta
39h 11mMDW-SIN
S$ 6,172

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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