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฿3,777+ Cheap flights from Chicago

This is the cheapest return flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/5. 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.
CHI — BKK
15 May — 22 May1
1 adult
1 adult, Economy, 0 bags

Find flights from Chicago within your budget

 
Find flights departing from Chicago 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 15 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

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Wed 27/5

09:00-00:46

2 stops18h 46m

Anchorage

Mon 8/6

23:08-08:25

Nonstop6h 17m

฿12,707

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Thu 28/5

08:05-11:53

Nonstop6h 48m

Anchorage

Tue 9/6

16:10-05:00

1 stop9h 50m

฿12,899

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Fri 29/5

18:20-00:50

1 stop9h 30m

Anchorage

Mon 8/6

22:30-10:45

1 stop9h 15m

฿13,027
Fastest return journey

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Thu 28/5

08:05-11:53

Nonstop6h 48m

Anchorage

Sat 30/5

23:08-08:25

Nonstop6h 17m

฿13,219

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Sun 24/5

12:30-22:35

2 stops13h 05m

Anchorage

Sun 31/5

06:00-23:57

1 stop14h 57m

฿13,507

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Tue 1/9

13:03-21:45

1 stop11h 42m

Anchorage

Wed 2/9

05:05-19:55

1 stop11h 50m

฿13,539

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Fri 29/5

08:05-11:53

Nonstop6h 48m

Anchorage

Tue 9/6

23:08-08:25

Nonstop6h 17m

฿13,667

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Sun 2/8

18:12-01:29

1 stop10h 17m

Anchorage

Fri 7/8

22:10-08:30

1 stop7h 20m

฿13,731

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Wed 15/7

06:55-22:26

1 stop18h 31m

Anchorage

Tue 21/7

06:00-21:52

1 stop12h 52m

฿13,731

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Fri 21/8

07:00-13:41

1 stop9h 41m

Anchorage

Sun 30/8

06:00-23:47

1 stop14h 47m

฿13,731

Flights are sorted by cheapest return flights first.

Deals found on 13/4

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Best time to book a flight from Chicago

Have a flexible travel schedule? Discover the best time to fly from Chicago 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 Chicago

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

When is the best time to book a flight from Chicago?

Use this chart to determine the optimal time to book a return flight from Chicago to Suvarnabhumi. Price data was last updated on 10 April 2026.

Booking 8 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Chicago?

Currently, August is the cheapest month in which you can book a flight from Chicago (average of ฿20,548). Flying from Chicago in June will prove the most costly (average of ฿29,350). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

Which airlines fly from Chicago?

Many airlines operate round-trip flights from Chicago: Korean Air, ANA, EVA Air, Cathay Pacific. These airlines fly to the following popular destinations: Bangkok.

อลาสกาแอร์ไลน์
อลาสกาแอร์ไลน์
From ฿24,927
Korean Air
Korean Air
From ฿22,356
ANA
ANA
From ฿21,917
EVA Air
EVA Air
From ฿26,395

What are popular destinations to fly to from Chicago?

If you’re flying from Chicago, these routes are more frequently taken by airlines Detroit (1,358 flights per day), New York (1,176 flights per day) and Minneapolis (746 flights per day).

Seattle/Tacoma Intl
Seattle/Tacoma Intl
From ฿26,287
Dallas/Fort Worth
Dallas/Fort Worth
From ฿12,018

What is the cheapest place to fly to from Chicago?

The cheapest city to fly to from Chicago is Las Vegas Harry Reid Intl, with prices starting at ฿2,041. Explore other affordable destinations below.

Las Vegas Harry Reid Intl
Las Vegas Harry Reid Intl
From ฿2,041
Houston Hobby
Houston Hobby
From ฿3,284
Los Angeles
Los Angeles
From ฿6,606

Airline reviews for flights from Chicago

Get insights into the airlines that provide service from Chicago. 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 Chicago. In the last 7 days, Cheapflights users made a total of 17,341 searches.
Get a feel of what it's like to fly with ANA from Chicago by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
ANA
8.4
Very Good
1,173 reviews
Check prices

Boarding

8.6

Comfort

8.2

Crew

8.7

Food

7.8

Overall

8.4

Entertainment

8.0

Reviews

1 / 20
8.0
Excellent

Alejandro,Apr 2026

SFO - HND

Food was good, not exceptional. On my second flight, Tokyo to Hiroshima, a single cup of coffee was offered, not a bag of pretzels or cookies. Granted, the flight was only an hour and a half, but this seems stingy.
ANA
8.4
Very Good
1,173 reviews
ANA
8.4
Very Good
1,173 reviews
Check prices

Boarding

8.6

Comfort

8.2

Crew

8.7

Food

7.8

Overall

8.4

Entertainment

8.0

Reviews

1 / 20
8.0
Excellent

Alejandro,Apr 2026

SFO - HND

Food was good, not exceptional. On my second flight, Tokyo to Hiroshima, a single cup of coffee was offered, not a bag of pretzels or cookies. Granted, the flight was only an hour and a half, but this seems stingy.

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Related info for your journey

Access useful and relevant information related to your journey from Chicago. 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 15 April 2026.

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

    The most selected flight destinations from Chicago for the current month are Atlanta, Boston, Austin. While Boston, Atlanta, Ahmedabad are the top choices made by travellers year-round.

  • Which is the cheapest airport to catch a flight from Chicago?

    Chicago O'Hare Intl airport offers the cheapest routes to Bangkok, from ฿27,270; whereas Chicago Midway airport is typically cheaper if you're flying to Bangkok, from ฿32,135. It's best to make sure you are flexible on dates to find the cheapest possible flight options for your journey.

  • What is the cheapest month to fly from Chicago?

    At the present moment the cheapest month to fly from Chicago is currently August; with June being the most expensive. Prices will vary depending on multiple factors such as booking in advance, airline and departure airports and times.

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

    Here are some of the cheapest flight destinations from Chicago:
    Fly from Chicago to Bangkok from ฿27,270

  • How does Cheapflights help users find flights from Chicago?

    Cheapflights helps you search for flights from Chicago 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 Chicago?

    Cheapflights helps you find that perfect flight from Chicago 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 Chicago with no change fees?

    Yes! Cheapflights helps users easily find flights from Chicago with no change fees.

  • Can Cheapflights notify me if prices for flights from Chicago 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 Chicago today and book when you’re ready!

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How does Cheapflights help users find flights from Chicago?

Cheapflights helps you search for flights from Chicago 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 Chicago?

Cheapflights helps you find that perfect flight from Chicago 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 Chicago with no change fees?

Yes! Cheapflights helps users easily find flights from Chicago with no change fees.

Can Cheapflights notify me if prices for flights from Chicago 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 Chicago today and book when you’re ready!

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