Find flights
Airlines

Cheap flights from Chicago Midway Airport to anywhere

Fly from Chicago Midway Airport to anywhere in the world.

MDW — SIN
7 May — 14 May1
1 adult
Tue 7-5
Tue 14-5

What to know about flights from Midway

Discover essential information about flights departing from Midway, including flight schedules, destinations, airlines operating at the Midway airport, and any specific guidelines or requirements for travellers. Please note that the information is based on the most recent updates available. Data last updated 2 May 2024.

Cheapest airline

Delta
On average, Delta currently has the cheapest one-way flight from Chicago Midway.
Search Deals

Cheapest flights from Midway

Explore the most affordable flight options available from Midway. Find the lowest fares based on data from user searches, with prices last updated on 2 May 2024. In the last 7 days, Cheapflights users made a total of 193,408 searches.
Sun 19-506:00MDW - SIN
2 stops34h 00mDelta
Fri 24-522:30SIN - MDW
2 stops29h 25mDelta
Deal found 2-5S$ 2,024
Tue 2-706:00MDW - SIN
2 stops28h 40mDelta
Mon 8-722:30SIN - MDW
2 stops29h 24mDelta
Deal found 2-5S$ 2,227
Sat 8-606:00MDW - SIN
2 stops34h 00mDelta
Sun 16-622:30SIN - MDW
2 stops29h 25mDelta
Deal found 30-4S$ 2,231
Fri 19-706:00MDW - SIN
2 stops34h 00mDelta
Fri 2-822:30SIN - MDW
2 stops36h 11mDelta
Deal found 2-5S$ 2,242
Sat 8-606:00MDW - SIN
2 stops28h 40mDelta
Sat 15-622:30SIN - MDW
2 stops36h 16mDelta
Deal found 30-4S$ 2,288
Sun 19-509:32MDW - SIN
2 stops25h 08mMultiple Airlines
Thu 23-501:10SIN - MDW
2 stops24h 30mMultiple Airlines
Deal found 2-5S$ 2,441
Mon 8-706:00MDW - SIN
2 stops34h 00mDelta
Fri 16-822:30SIN - MDW
2 stops31h 44mDelta
Deal found 2-5S$ 2,489
Thu 13-606:00MDW - SIN
2 stops34h 00mDelta
Tue 23-722:30SIN - MDW
2 stops32h 29mDelta
Deal found 1-5S$ 2,600
Thu 4-706:00MDW - SIN
2 stops28h 40mDelta
Sun 28-722:30SIN - MDW
2 stops32h 29mDelta
Deal found 2-5S$ 2,683

Domestic airfare to nearby cities with cheap hotels

Discover domestic flight options from Midway to cities with affordable hotel accommodations. Plan your travel to both enjoy budget-friendly flights and find affordable lodging in your chosen destination. Please note that the flight options are sourced from user searches. In the last 7 days, Cheapflights users made a total of 193,408 searches and data was last updated 2 May 2024.
Thu 30-515:45MDW - ATL
Nonstop2h 00mDelta
Mon 3-617:05ATL - MDW
Nonstop1h 53mDelta
Deal found 2-5S$ 202
Wed 10-706:00MDW - ATL
Nonstop1h 59mDelta
Sat 13-708:21ATL - MDW
Nonstop1h 53mDelta
Deal found 2-5S$ 229
Sat 1-617:47MDW - EWR
1 stop4h 37mDelta
Sat 8-606:05EWR - MDW
1 stop3h 43mDelta
Deal found 2-5S$ 255
Sat 8-606:00MDW - ATL
Nonstop1h 59mDelta
Mon 10-608:55ATL - MDW
Nonstop1h 56mDelta
Deal found 2-5S$ 257
Fri 26-718:49MDW - ATL
Nonstop2h 01mDelta
Sun 28-708:21ATL - MDW
Nonstop1h 53mDelta
Deal found 2-5S$ 284
Wed 12-613:24MDW - EWR
1 stop5h 06mDelta
Thu 13-606:00EWR - MDW
1 stop4h 51mDelta
Deal found 2-5S$ 286
Wed 14-813:10MDW - EWR
1 stop5h 19mDelta
Tue 20-807:00EWR - MDW
1 stop5h 53mDelta
Deal found 2-5S$ 289
Wed 29-509:32MDW - EWR
1 stop22h 08mDelta
Sun 2-606:00EWR - MDW
1 stop4h 06mDelta
Deal found 2-5S$ 299
Sat 15-610:41MDW - EWR
1 stop6h 51mDelta
Mon 17-606:00EWR - MDW
1 stop4h 51mDelta
Deal found 2-5S$ 300

International flights from Midway

Explore international flight options available from Midway. Discover the destinations served by airlines operating from Midway, compare fares, and find the ideal international flight for your travel plans. Please note that the flight options are sourced from user searches, with fares last updated on 2 May 2024. In the last 7 days, Cheapflights users made a total of 193,408 searches.
Thu 5-906:00MDW - DPS
2 stops28h 50mDelta
Sun 29-923:20DPS - MDW
2 stops35h 24mDelta
Deal found 2-5S$ 1,786
Sun 25-818:50MDW - DPS
2 stops40h 00mDelta
Sun 8-923:20DPS - MDW
2 stops31h 39mDelta
Deal found 2-5S$ 1,792
Sat 24-806:00MDW - DPS
2 stops28h 50mDelta
Sun 1-923:20DPS - MDW
2 stops28h 37mDelta
Deal found 2-5S$ 1,840
Sun 25-818:50MDW - DPS
2 stops40h 00mDelta
Thu 29-823:20DPS - MDW
2 stops31h 39mDelta
Deal found 2-5S$ 1,847
Sat 31-809:35MDW - MNL
2 stops23h 30mMultiple Airlines
Sun 15-901:10MNL - MDW
2 stops24h 21mMultiple Airlines
Deal found 1-5S$ 1,889
Mon 19-809:35MDW - MNL
2 stops23h 30mMultiple Airlines
Sat 21-901:10MNL - MDW
2 stops24h 21mMultiple Airlines
Deal found 2-5S$ 1,890
Sat 10-806:00MDW - DPS
2 stops28h 50mDelta
Sat 24-823:20DPS - MDW
2 stops35h 27mDelta
Deal found 2-5S$ 1,894
Thu 3-1018:50MDW - DPS
2 stops40h 00mDelta
Sat 19-1023:20DPS - MDW
2 stops31h 39mDelta
Deal found 2-5S$ 1,901
Tue 10-909:35MDW - MNL
2 stops23h 30mMultiple Airlines
Mon 23-901:10MNL - MDW
2 stops24h 21mMultiple Airlines
Deal found 2-5S$ 1,943

Find flights from Midway within your budget

Find flights departing from Midway that match your specified budget. Filter results by price range, allowing you to narrow down options and find flights that fit within your financial constraints. Please note that the search results are based on data from user searches, with fares last updated on 2 May 2024. In the last 7 days, Cheapflights users made a total of 193,408 searches

Fly to

Any airport

Budget

S$ 2,024 - S$ 2,683

Route

Depart

Return

Price

Chicago MidwaySingapore Changi

MDW - SIN

MDWSIN

Chicago Midway

Sun 19-5

2 stops34h 00m

Singapore Changi

Fri 24-5

2 stops29h 25m

S$ 2,024

Chicago MidwaySingapore Changi

MDW - SIN

MDWSIN

Chicago Midway

Tue 2-7

2 stops28h 40m

Singapore Changi

Mon 8-7

2 stops29h 24m

S$ 2,227

Chicago MidwaySingapore Changi

MDW - SIN

MDWSIN

Chicago Midway

Sat 8-6

2 stops34h 00m

Singapore Changi

Sun 16-6

2 stops29h 25m

S$ 2,231

Chicago MidwaySingapore Changi

MDW - SIN

MDWSIN

Chicago Midway

Fri 19-7

2 stops34h 00m

Singapore Changi

Fri 2-8

2 stops36h 11m

S$ 2,242

Chicago MidwaySingapore Changi

MDW - SIN

MDWSIN

Chicago Midway

Sat 8-6

2 stops28h 40m

Singapore Changi

Sat 15-6

2 stops36h 16m

S$ 2,288

Chicago MidwaySingapore Changi

MDW - SIN

MDWSIN

Chicago Midway

Sun 19-5

2 stops25h 08m

Singapore Changi

Thu 23-5

2 stops24h 30m

S$ 2,441

Chicago MidwaySingapore Changi

MDW - SIN

MDWSIN

Chicago Midway

Mon 8-7

2 stops34h 00m

Singapore Changi

Fri 16-8

2 stops31h 44m

S$ 2,489

Chicago MidwaySingapore Changi

MDW - SIN

MDWSIN

Chicago Midway

Thu 13-6

2 stops34h 00m

Singapore Changi

Tue 23-7

2 stops32h 29m

S$ 2,600

Chicago MidwaySingapore Changi

MDW - SIN

MDWSIN

Chicago Midway

Thu 4-7

2 stops28h 40m

Singapore Changi

Sun 28-7

2 stops32h 29m

S$ 2,683

Flights are sorted by cheapest first

Deals found on 2-5

No data available for this route at this time. Please check back soon.

Airline reviews for flights from Midway

Get insights into the airlines that provide service from Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing airline for your flight from Midway. In the last 7 days, Cheapflights users made a total of 193,408 searches.
Korean Air
8.5
Very Good
1,185 reviews
Check prices

Boarding

8.6

Comfort

8.3

Food

8.2

Overall

8.5

Entertainment

8.2

Crew

8.8

Reviews

1 / 10

Always good experience. Comfort. Cleanliness. Professional. Customer support and well organized. Easy robusevwebsite.

Korean Air
8.5
Very Good
1,185 reviews
Korean Air
8.5
Very Good
1,185 reviews
Check prices

Boarding

8.6

Comfort

8.3

Food

8.2

Overall

8.5

Entertainment

8.2

Crew

8.8

Reviews

1 / 10

Always good experience. Comfort. Cleanliness. Professional. Customer support and well organized. Easy robusevwebsite.

Delta
8.1
Very Good
10,858 reviews
Korean Air
8.5
Very Good
1,185 reviews
Check prices

Boarding

8.6

Comfort

8.3

Food

8.2

Overall

8.5

Entertainment

8.2

Crew

8.8

Reviews

1 / 10

Always good experience. Comfort. Cleanliness. Professional. Customer support and well organized. Easy robusevwebsite.

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternate flight departure points to Midway
Consider leaving from one of these other departure points that are located a short distance from Midway. Flight origins were last updated on 2 May 2024.

Flights from St. Louis
Flights from Belleville
Flights from O'Hare Intl
Flights from Springfield

Related info for your journey

Access useful and relevant information related to your journey from Midway. This can include details such as airport transportation, visa requirements, travel insurance, luggage regulations, and any other information that can ensure a smooth and hassle-free travel experience. Please note that the information is based on general guidance and may need to be verified with official sources. Data last updated 2 May 2024.

  • What are the most popular destinations to fly to from Chicago Midway Airport?

    This month, the top selected destinations from Chicago Midway Airport are Las Vegas, San Juan Luis Munoz Marin Intl Airport, Phoenix Sky Harbor Intl Airport. Throughout the year, Las Vegas, Atlanta, Orlando Airport are some of the top choices made by users flying from Chicago Midway Airport.

  • What is the shortest nonstop flight from Chicago Midway Airport?

    We've found Milwaukee, South Bend, and Bloomington as options for shorter direct flights within 108 km of Chicago Midway Airport. These locations can be great options for travelers looking to go somewhere and back quickly.

  • What is the farthest nonstop flight from Chicago Midway Airport?

    Hong Kong, Taipei City, and New Delhi are the furthest destinations available from Chicago Midway Airport.

  • What are popular destinations to fly to from Chicago Midway Airport?

    From Chicago Midway Airport you can expect to find greater availability for the following destinations: Orlando (264 flights per day), Detroit (182 flights per day) and Atlanta (142 flights per day).

  • How does Cheapflights help users find flights from Midway?

    Cheapflights helps you search for flights from Midway via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

  • Why should you use Cheapflights to find cheap flight tickets from Midway?

    Cheapflights helps you find that perfect flight from Midway by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

  • Can Cheapflights find flights from Midway with no change fees?

    Cheapflights does show flights with no change fees to all users. To see these options for flights from Midway, users can toggle the no change fees filter when performing a flight search.

  • Can Cheapflights notify me if prices for flights from Midway become cheaper?

    Yes! Start tracking prices for flights from Midway today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive the alerts.

See more FAQs

Book a flight to one of these trending destinations

User searches for flights to these destinations increased 20% or more in the past 90 days compared to other destinations
Flights to Vadodara
Flights to Portland
Flights to Punta Cana
Flights to Salt Lake City
Flights to Funchal Madeira
Flights to Yerevan
Flights to Tunis Carthage
Flights to Detroit
Flights to Ulaanbaatar Buyant Ukhaa
Flights to Dubrovnik
Flights to Columbus
Flights to Cologne Köln/Bonn
Flights to Ottawa
Flights to Bordeaux
Flights to Dar Es Salaam
Flights to Indianapolis
Flights to Tirana Rinas
Flights to Basel
Flights to Krakow J. Paul II Balice
Flights to Naples
Flights to Pittsburgh
Flights to Nürnberg
Flights to Montevideo Carrasco
Flights to Buffalo

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Midway?

Cheapflights helps you search for flights from Midway via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

Why should you use Cheapflights to find cheap flight tickets from Midway?

Cheapflights helps you find that perfect flight from Midway by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

Can Cheapflights find flights from Midway with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights from Midway, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights from Midway become cheaper?

Yes! Start tracking prices for flights from Midway today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive the alerts.

100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
View all available airlines