฿5,522+ 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 19/8. 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 — BKK
30 May — 6 Jun1
1 adult
1 adult, Economy, 0 bags

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 30 April 2026. In the last 7 days, Cheapflights users made a total of 17,341 searches

Fly to

Route

Depart

Return

Price

Cheapest return flight

ChicagoBangkok

MDW - BKK

MDWBKK

Chicago Midway

Wed 2/9

06:00-23:35

2 stops29h 35m

Bangkok Suvarnabhumi

Sun 21/2

00:55-16:25

2 stops28h 30m

฿33,489

ChicagoPhuket City

MDW - HKT

MDWHKT

Chicago Midway

Sun 4/10

17:59-22:10

2 stops40h 11m

Phuket City

Wed 21/10

23:25-08:45

2 stops45h 20m

฿35,514

ChicagoPhuket City

MDW - HKT

MDWHKT

Chicago Midway

Mon 5/10

09:30-22:10

2 stops24h 40m

Phuket City

Tue 20/10

23:25-21:45

2 stops34h 20m

฿37,704

ChicagoPhuket City

MDW - HKT

MDWHKT

Chicago Midway

Mon 7/9

17:25-22:10

2 stops40h 45m

Phuket City

Sat 3/10

23:25-21:46

2 stops34h 21m

฿38,390

ChicagoBangkok

MDW - BKK

MDWBKK

Chicago Midway

Wed 2/9

09:30-23:35

2 stops26h 05m

Bangkok Suvarnabhumi

Wed 30/9

21:40-12:30

2 stops26h 50m

฿39,337

ChicagoBangkok

MDW - BKK

MDWBKK

Chicago Midway

Sun 25/10

09:30-23:20

2 stops25h 50m

Bangkok Suvarnabhumi

Wed 4/11

00:55-18:37

2 stops30h 42m

฿40,644

ChicagoPhuket City

MDW - HKT

MDWHKT

Chicago Midway

Sat 3/10

16:30-22:10

2 stops41h 40m

Phuket City

Sun 18/10

23:25-08:49

2 stops45h 24m

฿41,395

ChicagoChiang Mai

MDW - CNX

MDWCNX

Chicago Midway

Sun 25/10

06:00-22:55

2 stops28h 55m

Chiang Mai

Thu 18/2

00:15-12:33

2 stops25h 18m

฿41,951

ChicagoBangkok

MDW - BKK

MDWBKK

Chicago Midway

Fri 2/10

06:00-21:45

2 stops27h 45m

Bangkok Suvarnabhumi

Sun 4/10

23:30-11:54

2 stops24h 24m

฿42,278

ChicagoPhuket City

MDW - HKT

MDWHKT

Chicago Midway

Wed 13/5

06:23-22:10

2 stops27h 47m

Phuket City

Sat 16/5

23:25-11:56

2 stops24h 31m

฿42,898

Flights are sorted by cheapest return flights first.

Deals found on 29/4

Showing 1-10 of 60 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?

If you’re flying from Chicago Midway Airport, these routes are more frequently taken by airlines Detroit (220 flights per day), Atlanta (176 flights per day) and Minneapolis (109 flights per day).

New York
New York
From ฿6,946
Raleigh-Durham
Raleigh-Durham
From ฿10,682
Boston Logan Intl
Boston Logan Intl
From ฿9,586

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

The cheapest city to fly to from Chicago Midway Airport is New York, with prices starting at ฿6,946. Explore other affordable destinations below.

New York
New York
From ฿6,946
Boston Logan Intl
Boston Logan Intl
From ฿9,586
Raleigh-Durham
Raleigh-Durham
From ฿10,682

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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 30 April 2026.
Flights from St. Louis
Flights from O'Hare Intl
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 30 April 2026.

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

    The most selected flight destinations from Chicago Midway Airport for the current month are Los Angeles, Atlanta, Las Vegas. While Atlanta, Las Vegas, Orlando Airport are the top choices made by travellers year-round.

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

    Users have flown out of Chicago Midway Airport for as low as ฿6,946 to New York LaGuardia Airport (prices may vary depending on the airline and departure time). On average, users have booked flights for ฿9,518 to fly from Chicago Midway Airport.

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

    Here are some of the cheapest flight destinations from Chicago Midway Airport:
    Fly from Chicago to Bangkok from ฿31,855

  • How does Cheapflights help users find flights from Midway?

    Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Midway. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

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

    Millions of users choose and trust Cheapflights to book the best flight deals from Midway for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

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

    Need flexible booking options for your flight from Midway ? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

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

    Not ready to book yet? You can track prices for flights from Midway on Cheapflights with our Price Alerts feature and get notified when better prices are available.

See more FAQs

Fly with Cheapflights

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How does Cheapflights help users find flights from Midway?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Midway. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

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

Millions of users choose and trust Cheapflights to book the best flight deals from Midway for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

Can Cheapflights find flights from Midway with no change fees?

Need flexible booking options for your flight from Midway ? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

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

Not ready to book yet? You can track prices for flights from Midway on Cheapflights with our Price Alerts feature and get notified when better prices are available.

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