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฿3,255+ 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 14/3. 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.
CHI — BKK
1 Apr — 8 Apr1
1 adult
1 adult, Economy, 0 bags

What to know about flights from Chicago

Discover essential information about flights departing from Chicago, including flight schedules, destinations, airlines operating at the Chicago 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 2 March 2026.

Good round-trip deal

฿6,592 or less

Good one-way deal

฿2,525 or less
Price to beat on a round-trip flight from Chicago.
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Price to beat on a one-way flight from Chicago.
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Find flights from Chicago

Enter your travel dates to find the best prices.

Cheapest flights from Chicago
Explore the most affordable flight options available from Chicago. Find the lowest fares based on data from user searches, with prices last updated on 2 March 2026.

Sun 29/316:10
ORD
-
ANC
Nonstop6h 45m
United Airlines
Sun 5/420:50
ANC
-
ORD
Nonstop6h 15m
United Airlines
Deal found 27/2฿10,821
Fri 8/516:20
ORD
-
ANC
Nonstop6h 46m
United Airlines
Fri 15/523:59
ANC
-
ORD
Nonstop6h 17m
United Airlines
Deal found 1/3฿11,007
Thu 7/506:00
ORD
-
ANC
1 stop14h 27m
อลาสกาแอร์ไลน์
Sat 16/523:23
ANC
-
ORD
Nonstop6h 17m
อลาสกาแอร์ไลน์
Deal found 28/2฿11,131
Sun 16/808:51
ORD
-
ANC
1 stop13h 25m
United Airlines
Sun 16/823:59
ANC
-
ORD
Nonstop6h 10m
United Airlines
Deal found 27/2฿11,193
Tue 12/506:00
ORD
-
ANC
1 stop15h 27m
อลาสกาแอร์ไลน์
Wed 13/505:05
ANC
-
ORD
1 stop14h 54m
อลาสกาแอร์ไลน์
Deal found 28/2฿11,255
Thu 28/514:29
ORD
-
ANC
1 stop11h 17m
United Airlines
Fri 5/623:59
ANC
-
ORD
Nonstop6h 20m
United Airlines
Deal found 1/3฿11,317
Mon 11/519:45
ORD
-
ANC
2 stops17h 49m
เดลต้า
Tue 12/517:20
ANC
-
ORD
1 stop17h 25m
เดลต้า
Deal found 28/2฿11,410
Tue 9/612:15
ORD
-
ANC
1 stop15h 18m
เดลต้า
Mon 15/621:55
ANC
-
ORD
1 stop7h 39m
เดลต้า
Deal found 26/2฿11,441
Sat 22/808:00
ORD
-
ANC
1 stop13h 42m
อลาสกาแอร์ไลน์
Sun 23/806:00
ANC
-
ORD
2 stops14h 41m
อลาสกาแอร์ไลน์
Deal found 28/2฿11,472
Sat 4/416:03
ORD
-
ANC
Nonstop6h 45m
United Airlines
Sat 11/420:50
ANC
-
ORD
Nonstop6h 15m
United Airlines
Deal found 26/2฿11,503
Fri 3/406:00
ORD
-
ANC
1 stop17h 38m
อลาสกาแอร์ไลน์
Tue 7/419:25
ANC
-
ORD
1 stop25h 34m
อลาสกาแอร์ไลน์
Deal found 26/2฿11,534
Tue 9/613:35
ORD
-
ANC
2 stops13h 58m
เดลต้า
Mon 15/601:59
ANC
-
ORD
1 stop8h 31m
เดลต้า
Deal found 27/2฿11,596

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

Fly to

Route

Depart

Return

Price

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Thu 7/5

13:15-17:01

Nonstop6h 46m

Anchorage

Sun 17/5

23:59-09:16

Nonstop6h 17m

฿10,821

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Wed 22/7

15:50-00:33

1 stop11h 43m

Anchorage

Mon 27/7

22:00-16:36

1 stop15h 36m

฿11,441

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Sat 23/5

09:00-23:40

2 stops17h 40m

Anchorage

Fri 29/5

23:23-08:40

Nonstop6h 17m

฿11,441

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Sun 16/8

06:00-20:59

1 stop17h 59m

Anchorage

Fri 21/8

06:10-21:34

1 stop12h 24m

฿11,441

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Tue 9/6

12:15-23:34

2 stops14h 19m

Anchorage

Tue 23/6

22:00-16:36

1 stop15h 36m

฿11,596

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Sun 7/6

13:35-00:33

2 stops13h 58m

Anchorage

Sat 20/6

00:55-17:30

1 stop13h 35m

฿11,596

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Thu 16/4

08:50-20:46

2 stops14h 56m

Anchorage

Mon 20/4

21:15-08:38

1 stop8h 23m

฿11,596

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Mon 1/6

18:20-00:55

1 stop9h 35m

Anchorage

Fri 5/6

21:35-14:57

2 stops14h 22m

฿11,658

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Wed 17/6

13:55-23:34

1 stop12h 39m

Anchorage

Thu 25/6

17:15-08:34

2 stops12h 19m

฿11,658

ChicagoAnchorage

ORD - ANC

ORDANC

Chicago O'Hare Intl

Wed 5/8

00:59-04:44

Nonstop6h 45m

Anchorage

Thu 13/8

23:21-08:37

Nonstop6h 16m

฿12,061

Flights are sorted by cheapest return flights first.

Deals found on 27/2

Showing 1-10 of 60 resultsSorted by cheapest first
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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 27 February 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 ฿19,905). Flying from Chicago in June will prove the most costly (average of ฿25,176). 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. These airlines fly to the following popular destinations: Bangkok.

Korean Air
Korean Air
From ฿21,656
ANA
ANA
From ฿21,231
EVA Air
EVA Air
From ฿25,569

What are popular destinations to fly to from Chicago?

If you’re flying from Chicago, these routes are more frequently taken by airlines New York (1,279 flights per day), Detroit (826 flights per day) and Toronto (798 flights per day).

Dallas/Fort Worth
Dallas/Fort Worth
From ฿11,642
Seattle/Tacoma Intl
Seattle/Tacoma Intl
From ฿25,464

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 ฿1,977. Explore other affordable destinations below.

Las Vegas Harry Reid Intl
Las Vegas Harry Reid Intl
From ฿1,977
Salt Lake City
Salt Lake City
From ฿6,278
New York
New York
From ฿6,592

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
1,107 reviews
Check prices

Food

7.7

Boarding

8.5

Entertainment

7.9

Comfort

8.2

Crew

8.7

Overall

8.4

Reviews

1 / 20
10.0
Excellent

Anonymous,Feb 2026

BKK - NRT

Really enjoyed fly with ANA for our first time. Thank you!
ANA
8.4
Very Good
1,107 reviews
ANA
8.4
Very Good
1,107 reviews
Check prices

Food

7.7

Boarding

8.5

Entertainment

7.9

Comfort

8.2

Crew

8.7

Overall

8.4

Reviews

1 / 20
10.0
Excellent

Anonymous,Feb 2026

BKK - NRT

Really enjoyed fly with ANA for our first time. Thank you!

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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 2 March 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 Atlanta, Boston, 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 ฿21,951; whereas Chicago Midway airport is typically cheaper if you're flying to Bangkok, from ฿24,370. 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 ฿21,951

  • 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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