Rp 1,947,832+ Cheap flights from Chicago Midway Airport

This is the cheapest return flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 18/4. 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.
MDW — DPS
6 Apr — 13 Apr1
1 adult
1 adult, Economy, 0 bags

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 7 March 2026.

Cheapest airline

United Airlines

Good round-trip deal

Rp 11,398,374 or less
On average, United Airlines currently has the cheapest one-way flight from Chicago Midway (avg. price of Rp 27,679,708).
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Price to beat on a round-trip flight from Chicago Midway.
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Find flights from Midway

Enter your travel dates to find the best prices.

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 7 March 2026.

Sat 8/816.30
MDW
-
DPS
2 stops40h 40m
Delta
Tue 8/923.45
DPS
-
MDW
2 stops35h 01m
Delta
Deal found 2/3Rp 19,156,504
Wed 2/920.30
MDW
-
CGK
2 stops29h 05m
Multiple Airlines
Wed 16/914.40
CGK
-
MDW
2 stops33h 00m
Multiple Airlines
Deal found 3/3Rp 19,292,006
Thu 3/917.25
MDW
-
DPS
2 stops41h 25m
Delta
Wed 9/923.45
DPS
-
MDW
2 stops25h 45m
Delta
Deal found 2/3Rp 20,003,388
Fri 3/418.34
MDW
-
DPS
2 stops40h 16m
Delta
Wed 22/401.10
DPS
-
MDW
2 stops34h 18m
Delta
Deal found 5/3Rp 20,088,076
Tue 1/920.30
MDW
-
CGK
2 stops29h 05m
Multiple Airlines
Thu 15/1014.40
CGK
-
MDW
2 stops32h 15m
Multiple Airlines
Deal found 6/3Rp 20,138,888
Fri 3/418.34
MDW
-
DPS
2 stops40h 16m
Delta
Fri 24/401.10
DPS
-
MDW
2 stops44h 36m
Delta
Deal found 5/3Rp 20,189,702
Tue 14/417.21
MDW
-
CGK
2 stops38h 49m
Delta
Sat 25/421.50
CGK
-
MDW
2 stops46h 56m
Delta
Deal found 4/3Rp 20,189,702
Mon 13/418.38
MDW
-
CGK
2 stops61h 32m
Delta
Sat 25/421.50
CGK
-
MDW
2 stops46h 56m
Delta
Deal found 4/3Rp 20,291,328
Tue 1/920.30
MDW
-
CGK
2 stops29h 05m
Multiple Airlines
Wed 14/1014.40
CGK
-
MDW
2 stops27h 10m
Multiple Airlines
Deal found 6/3Rp 20,409,892
Thu 3/920.45
MDW
-
CGK
2 stops28h 50m
Multiple Airlines
Thu 17/914.40
CGK
-
MDW
2 stops26h 25m
Multiple Airlines
Deal found 4/3Rp 20,799,458
Mon 13/406.00
MDW
-
DPS
2 stops28h 50m
Delta
Mon 27/423.45
DPS
-
MDW
2 stops35h 43m
Delta
Deal found 4/3Rp 20,833,334
Sat 4/409.35
MDW
-
DPS
2 stops25h 15m
Delta
Sun 12/423.45
DPS
-
MDW
2 stops46h 01m
Delta
Deal found 3/3Rp 20,951,898

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 7 March 2026. In the last 7 days, Cheapflights users made a total of 22,532 searches

Fly to

Route

Depart

Return

Price

Cheapest return flight

ChicagoDenpasar

MDW - DPS

MDWDPS

Chicago Midway

Wed 8/4

09.35-23.50

2 stops25h 15m

Denpasar Bali Ngurah Rai

Fri 17/4

01.10-22.28

2 stops34h 18m

Rp 19,986,450

ChicagoJakarta

MDW - CGK

MDWCGK

Chicago Midway

Tue 1/9

20.30-13.35

2 stops29h 05m

Jakarta Soekarno-Hatta Intl

Wed 14/10

14.40-05.50

2 stops27h 10m

Rp 20,409,892

ChicagoJakarta

MDW - CGK

MDWCGK

Chicago Midway

Thu 3/9

20.45-13.35

2 stops28h 50m

Jakarta Soekarno-Hatta Intl

Thu 17/9

14.40-05.05

2 stops26h 25m

Rp 20,799,458

ChicagoDenpasar

MDW - DPS

MDWDPS

Chicago Midway

Sun 3/5

09.27-23.50

2 stops25h 23m

Denpasar Bali Ngurah Rai

Wed 13/5

01.10-21.09

2 stops32h 59m

Rp 21,815,718
Fastest return journey

ChicagoDenpasar

MDW - DPS

MDWDPS

Chicago Midway

Sun 3/5

09.27-23.50

2 stops25h 23m

Denpasar Bali Ngurah Rai

Tue 12/5

23.45-12.42

2 stops25h 57m

Rp 21,815,718

ChicagoJakarta

MDW - CGK

MDWCGK

Chicago Midway

Wed 8/4

11.45-13.35

2 stops37h 50m

Jakarta Soekarno-Hatta Intl

Wed 22/4

14.40-17.55

3 stops39h 15m

Rp 22,137,534

ChicagoDenpasar

MDW - DPS

MDWDPS

Chicago Midway

Fri 1/5

17.21-23.50

2 stops41h 29m

Denpasar Bali Ngurah Rai

Sun 10/5

01.10-21.09

2 stops32h 59m

Rp 22,493,224

ChicagoDenpasar

MDW - DPS

MDWDPS

Chicago Midway

Sat 18/4

06.00-23.50

2 stops28h 50m

Denpasar Bali Ngurah Rai

Fri 24/4

01.10-16.29

2 stops28h 19m

Rp 22,527,100

ChicagoDenpasar

MDW - DPS

MDWDPS

Chicago Midway

Sun 12/4

18.07-23.50

2 stops40h 43m

Denpasar Bali Ngurah Rai

Sun 26/4

23.45-22.28

2 stops35h 43m

Rp 22,527,100

ChicagoDenpasar

MDW - DPS

MDWDPS

Chicago Midway

Wed 22/4

11.45-14.35

2 stops37h 50m

Denpasar Bali Ngurah Rai

Wed 29/4

15.55-17.55

3 stops39h 00m

Rp 22,611,788

Flights are sorted by cheapest return flights first.

Deals found on 3/3

Showing 1-10 of 40 resultsSorted by cheapest first
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Best time to book a flight from Midway

Have a flexible travel schedule? Discover the best time to fly from Midway with our price prediction graph.
Estimated return price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Midway

Get recent, data-driven insights about flights from Midway including ideal travel times, pricing trends, and more.

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: Detroit (96 flights per day), Atlanta (75 flights per day) and Minneapolis (42 flights per day).

Colorado Springs
Colorado Springs
From Rp 11,398,374

What is the cheapest place to fly to from Chicago Midway Airport?

The cheapest city to fly to from Chicago Midway Airport is Colorado Springs, with prices starting at Rp 11,398,374. Explore other affordable destinations below.

Colorado Springs
Colorado Springs
From Rp 11,398,374

Browse thousands of different options on Cheapflights for your next trip

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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 7 March 2026.
Flights from St. Louis
Flights from O'Hare Intl
Flights from Evansville
Flights from Belleville
Flights from Bloomington
Flights from Peoria
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 7 March 2026.

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

    The most popular destinations from Chicago Midway Airport this month are Orlando Airport, Las Vegas, Phoenix Sky Harbor Intl Airport. The top year-round destinations include Atlanta, Las Vegas, Orlando Airport.

  • What is the cheapest flight from Chicago Midway Airport to anywhere?

    Users have flown out of Chicago Midway Airport for as low as Rp 11,398,374 to Colorado Springs (prices may vary depending on the airline and departure time). On average, users have booked flights for Rp 11,398,374 to fly from Chicago Midway Airport.

  • What is the cheapest premium economy flight from Chicago Midway Airport?

    If you're looking for an elevated level of comfort for your next adventure, premium economy flights from Chicago Midway Airport may suit your needs. The cheapest premium economy flights from Chicago Midway Airport are:
    Fly Chicago Midway to Detroit Metropolitan Wayne County Airport from Rp 84,939,024

  • Where are the cheapest places to fly to from Chicago Midway Airport?

    View the cheapest flight destinations from Chicago Midway Airport:
    Fly from Chicago to Denpasar from Rp 19,512,196

  • How does Cheapflights help users find flights from Midway?

    900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight from Midway today with Cheapflights!

  • 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?

    Certainly. Search results for flights from Midway shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

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

    Yes, Cheapflights has a feature called Price Alerts, which offers users the ability to be notified when flight prices change. Track prices for your flight from Midway today and book when you’re ready!

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How does Cheapflights help users find flights from Midway?

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight from Midway today with Cheapflights!

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?

Certainly. Search results for flights from Midway shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

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

Yes, Cheapflights has a feature called Price Alerts, which offers users the ability to be notified when flight prices change. Track prices for your flight from Midway today and book when you’re ready!

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