฿4,898+ 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 3/3. 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
1 Mar — 8 Mar1
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 30 January 2026.

Good round-trip deal

฿6,633 or less
Price to beat on a round-trip flight from Chicago Midway.
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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 30 January 2026.

Tue 3/318:40
MDW
-
BKK
2 stops41h 15m
เดลต้า
Mon 9/302:05
BKK
-
MDW
2 stops32h 26m
เดลต้า
Deal found 28/1฿25,210
Tue 14/417:21
MDW
-
BKK
2 stops42h 19m
เดลต้า
Thu 7/521:40
BKK
-
MDW
2 stops36h 05m
เดลต้า
Deal found 29/1฿26,770
Tue 5/509:31
MDW
-
BKK
2 stops26h 09m
เดลต้า
Tue 19/521:40
BKK
-
MDW
2 stops36h 05m
เดลต้า
Deal found 29/1฿27,706
Mon 4/509:27
MDW
-
BKK
2 stops24h 18m
เดลต้า
Wed 20/509:50
BKK
-
MDW
2 stops34h 48m
เดลต้า
Deal found 29/1฿27,893
Sat 11/416:30
MDW
-
BKK
2 stops43h 10m
เดลต้า
Fri 8/521:40
BKK
-
MDW
2 stops36h 05m
เดลต้า
Deal found 29/1฿28,330
Wed 25/206:00
MDW
-
BKK
2 stops29h 55m
เดลต้า
Mon 9/302:05
BKK
-
MDW
2 stops32h 26m
เดลต้า
Deal found 30/1฿29,266
Sun 8/318:34
MDW
-
BKK
2 stops42h 11m
เดลต้า
Wed 15/409:50
BKK
-
MDW
2 stops42h 39m
เดลต้า
Deal found 27/1฿29,453
Tue 14/417:21
MDW
-
BKK
2 stops42h 19m
เดลต้า
Sun 3/509:50
BKK
-
MDW
2 stops24h 38m
เดลต้า
Deal found 29/1฿29,578
Mon 4/509:27
MDW
-
BKK
2 stops24h 18m
เดลต้า
Sun 17/523:30
BKK
-
MDW
2 stops34h 15m
เดลต้า
Deal found 29/1฿29,890
Tue 5/509:31
MDW
-
BKK
2 stops26h 09m
เดลต้า
Mon 11/523:30
BKK
-
MDW
2 stops34h 15m
เดลต้า
Deal found 28/1฿30,202
Sat 28/206:00
MDW
-
BKK
2 stops29h 55m
เดลต้า
Mon 9/302:05
BKK
-
MDW
2 stops32h 26m
เดลต้า
Deal found 28/1฿30,826
Wed 4/306:00
MDW
-
BKK
2 stops29h 45m
เดลต้า
Sat 14/321:30
BKK
-
MDW
2 stops31h 52m
เดลต้า
Deal found 29/1฿31,138

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

Fly to

Suvarnabhumi

Route

Depart

Return

Price

ChicagoBangkok

MDW - BKK

MDWBKK

Chicago Midway

Tue 3/3

18:40-00:55

2 stops41h 15m

Bangkok Suvarnabhumi

Mon 9/3

23:15-22:31

2 stops35h 16m

฿25,210

ChicagoBangkok

MDW - BKK

MDWBKK

Chicago Midway

Tue 3/3

18:40-00:55

2 stops41h 15m

Bangkok Suvarnabhumi

Tue 10/3

02:05-22:31

2 stops32h 26m

฿25,210

ChicagoBangkok

MDW - BKK

MDWBKK

Chicago Midway

Tue 14/4

17:21-23:40

2 stops42h 19m

Bangkok Suvarnabhumi

Fri 8/5

21:40-21:45

2 stops36h 05m

฿26,770

ChicagoBangkok

MDW - BKK

MDWBKK

Chicago Midway

Wed 4/3

06:00-00:45

2 stops29h 45m

Bangkok Suvarnabhumi

Thu 12/3

02:05-22:31

2 stops32h 26m

฿26,770

ChicagoBangkok

MDW - BKK

MDWBKK

Chicago Midway

Tue 5/5

09:31-23:40

2 stops26h 09m

Bangkok Suvarnabhumi

Thu 14/5

21:40-21:45

2 stops36h 05m

฿29,266

ChicagoBangkok

MDW - BKK

MDWBKK

Chicago Midway

Wed 6/5

09:31-23:40

2 stops26h 09m

Bangkok Suvarnabhumi

Thu 14/5

21:40-21:45

2 stops36h 05m

฿29,266

ChicagoBangkok

MDW - BKK

MDWBKK

Chicago Midway

Sat 28/2

06:00-00:55

2 stops29h 55m

Bangkok Suvarnabhumi

Mon 9/3

02:05-22:31

2 stops32h 26m

฿30,826

ChicagoBangkok

MDW - BKK

MDWBKK

Chicago Midway

Wed 4/3

06:00-00:45

2 stops29h 45m

Bangkok Suvarnabhumi

Sat 14/3

21:30-17:22

2 stops31h 52m

฿31,138

ChicagoBangkok

MDW - BKK

MDWBKK

Chicago Midway

Tue 24/2

06:00-00:45

2 stops29h 45m

Bangkok Suvarnabhumi

Tue 10/3

02:05-22:31

2 stops32h 26m

฿31,450

ChicagoPhuket City

MDW - HKT

MDWHKT

Chicago Midway

Thu 16/4

06:00-22:10

2 stops28h 10m

Phuket City

Fri 24/4

23:25-16:29

2 stops29h 04m

฿31,450

Flights are sorted by cheapest return flights first.

Deals found on 28/1

Showing 1-10 of 58 results
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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 (178 flights per day), Atlanta (163 flights per day) and Orlando (92 flights per day).

New York
New York
From ฿6,633
Raleigh-Durham
Raleigh-Durham
From ฿10,201

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 ฿6,633. Explore other affordable destinations below.

New York
New York
From ฿6,633
Raleigh-Durham
Raleigh-Durham
From ฿10,201

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 30 January 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 January 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 Cancún, Atlanta, Miami. 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 ฿6,633 to New York LaGuardia Airport (prices may vary depending on the airline and departure time). On average, users have booked flights for ฿8,682 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 ฿29,266

  • 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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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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