Cheap flights from Chicago Midway Airport to anywhere

Fly from Chicago Midway Airport to anywhere in the world.

MDW — SIN
27 Feb — 5 Mar1
1 adult
Tue 27-2
Tue 5-3

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 23 February 2024.

Cheapest airline

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

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 23 February 2024. In the last 7 days, Cheapflights users made a total of 204,143 searches.
The deals listed below are some of the cheapest flights available from Chicago in February and March 2024. If these prices don't match your budget, be sure to check back soon for more deals.
Fri 22-306:00MDW - SIN
2 stops29h 10mDelta
Thu 28-301:30SIN - MDW
2 stops28h 01mDelta
Deal found 22-2S$ 1,739
Fri 12-406:00MDW - SIN
2 stops28h 40mDelta
Sat 20-401:10SIN - MDW
2 stops24h 35mDelta
Deal found 21-2S$ 1,741
Fri 15-317:21MDW - SIN
2 stops41h 49mDelta
Thu 21-301:30SIN - MDW
2 stops28h 01mDelta
Deal found 21-2S$ 1,745
Wed 17-406:30MDW - SIN
2 stops28h 10mDelta
Sun 21-411:00SIN - MDW
2 stops23h 32mDelta
Deal found 21-2S$ 1,802
Mon 4-306:20MDW - SIN
2 stops27h 50mDelta
Sun 10-301:30SIN - MDW
2 stops33h 14mDelta
Deal found 21-2S$ 1,858
Sat 23-306:00MDW - SIN
2 stops29h 10mDelta
Fri 29-301:30SIN - MDW
2 stops28h 01mDelta
Deal found 21-2S$ 1,873
Sun 3-306:20MDW - SIN
2 stops27h 50mDelta
Sat 4-501:10SIN - MDW
2 stops24h 35mDelta
Deal found 21-2S$ 1,876
Sat 16-306:00MDW - SIN
2 stops29h 10mDelta
Sun 24-301:30SIN - MDW
2 stops28h 01mDelta
Deal found 21-2S$ 1,933
Sun 3-306:20MDW - SIN
2 stops27h 50mDelta
Mon 6-501:10SIN - MDW
2 stops24h 29mDelta
Deal found 21-2S$ 1,936

Last-minute flight deals from Midway

Discover last-minute flight deals departing from Midway. Take advantage of attractive deals offered by airlines for spontaneous travel. These deals are subject to availability and can provide significant savings for flexible travellers. Please note that the availability of last-minute deals can vary and may change quickly. Data last updated 23 February 2024 and based on user searches. In the last 7 days, Cheapflights users made a total of 204,143 searches.
Browse through available last-minute flights traveling from Chicago. It's recommended that you verify the details of your last-minute flight before booking.
Sun 3-306:20MDW - SIN
2 stops43h 10mKorean Air
Tue 4-610:50SIN - MDW
2 stops38h 49mKorean Air
Deal found 22-2S$ 1,710
Sun 3-306:20MDW - SIN
2 stops32h 40mKorean Air
Mon 3-601:10SIN - MDW
2 stops24h 29mKorean Air
Deal found 22-2S$ 1,878

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 204,143 searches and data was last updated 23 February 2024.
We've come across these deals for users flying from Chicago to other locations in United States with cheaper hotels. Deals are often being updated to provide users with as many options as possible.
Sat 16-317:45MDW - EWR
1 stop4h 34mDelta
Sun 24-306:00EWR - MDW
1 stop3h 46mDelta
Deal found 22-2S$ 212
Thu 11-406:00MDW - ATL
Nonstop1h 56mDelta
Sun 14-408:10ATL - MDW
Nonstop1h 55mDelta
Deal found 22-2S$ 213
Tue 12-313:14MDW - EWR
1 stop3h 16mDelta
Tue 19-306:00EWR - MDW
1 stop3h 46mDelta
Deal found 22-2S$ 224
Tue 19-313:14MDW - EWR
1 stop3h 16mDelta
Mon 25-306:00EWR - MDW
1 stop3h 46mDelta
Deal found 22-2S$ 232
Wed 3-417:45MDW - EWR
1 stop4h 33mDelta
Tue 9-406:00EWR - MDW
1 stop3h 50mDelta
Deal found 22-2S$ 239
Tue 9-410:00MDW - EWR
1 stop5h 45mDelta
Sat 13-406:00EWR - MDW
1 stop3h 50mDelta
Deal found 22-2S$ 246
Wed 13-313:14MDW - EWR
1 stop3h 16mDelta
Thu 14-306:00EWR - MDW
1 stop3h 46mDelta
Deal found 21-2S$ 258
Fri 19-406:00MDW - ATL
Nonstop1h 56mDelta
Sun 21-408:10ATL - MDW
Nonstop1h 55mDelta
Deal found 22-2S$ 267
Fri 5-417:45MDW - EWR
1 stop4h 33mDelta
Tue 9-413:00EWR - MDW
1 stop4h 49mDelta
Deal found 22-2S$ 271

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 23 February 2024. In the last 7 days, Cheapflights users made a total of 204,143 searches.
Some of the most attractive deals we've found on flights leaving Chicago and landing in destinations outside of United States. Users that aren't finding the international flight they're looking for can come back soon to find other deals.
Fri 15-309:26MDW - MAA
2 stops28h 09mDelta
Wed 27-302:05MAA - MDW
2 stops30h 17mDelta
Deal found 22-2S$ 1,524
Thu 14-317:45MDW - MAA
2 stops43h 50mDelta
Wed 27-302:05MAA - MDW
2 stops30h 17mDelta
Deal found 22-2S$ 1,552
Wed 27-306:19MDW - DPS
2 stops28h 36mMultiple Airlines
Wed 3-423:20DPS - MDW
2 stops26h 14mMultiple Airlines
Deal found 22-2S$ 1,642
Fri 5-409:26MDW - MNL
2 stops23h 39mMultiple Airlines
Sun 7-412:20MNL - MDW
2 stops22h 24mMultiple Airlines
Deal found 22-2S$ 1,681
Sun 14-418:47MDW - DPS
2 stops40h 03mDelta
Sun 28-423:20DPS - MDW
2 stops28h 33mDelta
Deal found 21-2S$ 1,712
Tue 2-409:26MDW - MNL
2 stops23h 39mMultiple Airlines
Fri 5-412:20MNL - MDW
2 stops22h 24mMultiple Airlines
Deal found 22-2S$ 1,735
Fri 5-409:26MDW - MNL
2 stops23h 39mMultiple Airlines
Thu 25-401:10MNL - MDW
2 stops24h 35mMultiple Airlines
Deal found 22-2S$ 1,748
Sun 14-418:47MDW - DPS
2 stops40h 03mDelta
Sat 27-401:10DPS - MDW
2 stops24h 35mDelta
Deal found 21-2S$ 1,765
Tue 9-406:30MDW - DPS
2 stops26h 40mDelta
Tue 23-401:10DPS - MDW
2 stops24h 35mDelta
Deal found 22-2S$ 1,772

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 23 February 2024. In the last 7 days, Cheapflights users made a total of 204,143 searches

Fly to

Any airport

Budget

S$ 1,739 - S$ 1,936

Route

Depart

Return

Price

Chicago MidwaySingapore Changi

MDW - SIN

MDWSIN

Chicago Midway

Fri 22-3

2 stops29h 10m

Singapore Changi

Thu 28-3

2 stops28h 01m

S$ 1,739

Chicago MidwaySingapore Changi

MDW - SIN

MDWSIN

Chicago Midway

Fri 12-4

2 stops28h 40m

Singapore Changi

Sat 20-4

2 stops24h 35m

S$ 1,741

Chicago MidwaySingapore Changi

MDW - SIN

MDWSIN

Chicago Midway

Fri 15-3

2 stops41h 49m

Singapore Changi

Thu 21-3

2 stops28h 01m

S$ 1,745

Chicago MidwaySingapore Changi

MDW - SIN

MDWSIN

Chicago Midway

Wed 17-4

2 stops28h 10m

Singapore Changi

Sun 21-4

2 stops23h 32m

S$ 1,802

Chicago MidwaySingapore Changi

MDW - SIN

MDWSIN

Chicago Midway

Mon 4-3

2 stops27h 50m

Singapore Changi

Sun 10-3

2 stops33h 14m

S$ 1,858

Chicago MidwaySingapore Changi

MDW - SIN

MDWSIN

Chicago Midway

Sat 23-3

2 stops29h 10m

Singapore Changi

Fri 29-3

2 stops28h 01m

S$ 1,873

Chicago MidwaySingapore Changi

MDW - SIN

MDWSIN

Chicago Midway

Sun 3-3

2 stops27h 50m

Singapore Changi

Sat 4-5

2 stops24h 35m

S$ 1,876

Chicago MidwaySingapore Changi

MDW - SIN

MDWSIN

Chicago Midway

Sat 16-3

2 stops29h 10m

Singapore Changi

Sun 24-3

2 stops28h 01m

S$ 1,933

Chicago MidwaySingapore Changi

MDW - SIN

MDWSIN

Chicago Midway

Sun 3-3

2 stops27h 50m

Singapore Changi

Mon 6-5

2 stops24h 29m

S$ 1,936

Flights are sorted by cheapest first

Deals found on 22-2

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 204,143 searches.
Read reviews from past customers who have flown Korean Air and Delta from Chicago. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.5
Very Good
1,260 reviews

Boarding

8.6

Food

8.2

Entertainment

8.2

Comfort

8.3

Overall

8.5

Crew

8.8

Reviews

1 / 10

The air crew was wonderful when they were around. Unfortunately you are abandoned most of the flight. You find yourself thirsty often during a long flight. It was a free for all if you wanted anything. Get up and go get yourself. You would accumulate trash without anybody coming by to take it from you. The entertainment systems are aging but that’s due to the age of the aircraft. Call me spoiled but once you fly on Singapore Airlines everybody else doesn’t meet the standard.

8.5
Very Good
1,260 reviews
8.5
Very Good
1,260 reviews

Boarding

8.6

Food

8.2

Entertainment

8.2

Comfort

8.3

Overall

8.5

Crew

8.8

Reviews

1 / 10

The air crew was wonderful when they were around. Unfortunately you are abandoned most of the flight. You find yourself thirsty often during a long flight. It was a free for all if you wanted anything. Get up and go get yourself. You would accumulate trash without anybody coming by to take it from you. The entertainment systems are aging but that’s due to the age of the aircraft. Call me spoiled but once you fly on Singapore Airlines everybody else doesn’t meet the standard.

8.1
Very Good
11,921 reviews
8.5
Very Good
1,260 reviews

Boarding

8.6

Food

8.2

Entertainment

8.2

Comfort

8.3

Overall

8.5

Crew

8.8

Reviews

1 / 10

The air crew was wonderful when they were around. Unfortunately you are abandoned most of the flight. You find yourself thirsty often during a long flight. It was a free for all if you wanted anything. Get up and go get yourself. You would accumulate trash without anybody coming by to take it from you. The entertainment systems are aging but that’s due to the age of the aircraft. Call me spoiled but once you fly on Singapore Airlines everybody else doesn’t meet the standard.

7.8
Good
1,778 reviews
8.5
Very Good
1,260 reviews

Boarding

8.6

Food

8.2

Entertainment

8.2

Comfort

8.3

Overall

8.5

Crew

8.8

Reviews

1 / 10

The air crew was wonderful when they were around. Unfortunately you are abandoned most of the flight. You find yourself thirsty often during a long flight. It was a free for all if you wanted anything. Get up and go get yourself. You would accumulate trash without anybody coming by to take it from you. The entertainment systems are aging but that’s due to the age of the aircraft. Call me spoiled but once you fly on Singapore Airlines everybody else doesn’t meet the standard.

7.6
Good
1,974 reviews
8.5
Very Good
1,260 reviews

Boarding

8.6

Food

8.2

Entertainment

8.2

Comfort

8.3

Overall

8.5

Crew

8.8

Reviews

1 / 10

The air crew was wonderful when they were around. Unfortunately you are abandoned most of the flight. You find yourself thirsty often during a long flight. It was a free for all if you wanted anything. Get up and go get yourself. You would accumulate trash without anybody coming by to take it from you. The entertainment systems are aging but that’s due to the age of the aircraft. Call me spoiled but once you fly on Singapore Airlines everybody else doesn’t meet the standard.

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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 23 February 2024.

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 23 February 2024.

What is the shortest nonstop flight from Chicago Midway Airport?

We've found Milwaukee, Moline, and Kalamazoo 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?

Taipei City, Auckland, and Hong Kong 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).

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, Phoenix Sky Harbor Intl Airport, Orlando Airport. Throughout the year, Las Vegas, Atlanta, Orlando Airport are some of the top choices made by users flying from Chicago Midway Airport.

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.

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.

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