฿3,519+ Cheap flights from Chicago
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 27/8. 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.
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 14 June 2025.
Good round-trip deal | ฿6,863 or less |
|---|---|
Good one-way deal | ฿1,543 or less |
Find flights from Chicago
Cheapest flights from ChicagoExplore the most affordable flight options available from Chicago. Find the lowest fares based on data from user searches, with prices last updated on 14 June 2025.
Explore the most affordable flight options available from Chicago. Find the lowest fares based on data from user searches, with prices last updated on 14 June 2025.
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 14 June 2025. In the last 7 days, Cheapflights users made a total of 17,341 searches
Fly to
Route
Depart
Return
Price
ChicagoWashington, D.C.
ORD - IAD
ORDIAD
Chicago O'Hare Intl
Wed 1/10
12:55-15:57
Nonstop2h 02m
Washington, D.C. Dulles Intl
Sun 5/10
08:20-09:36
Nonstop2h 16m
ChicagoWashington, D.C.
ORD - IAD
ORDIAD
Chicago O'Hare Intl
Tue 19/8
11:05-16:31
1 stop4h 26m
Washington, D.C. Dulles Intl
Tue 26/8
06:00-10:04
1 stop5h 04m
ChicagoWashington, D.C.
ORD - IAD
ORDIAD
Chicago O'Hare Intl
Mon 14/7
18:21-12:31
1 stop17h 10m
Washington, D.C. Dulles Intl
Mon 21/7
12:52-17:27
1 stop5h 35m
ChicagoWashington, D.C.
ORD - IAD
ORDIAD
Chicago O'Hare Intl
Mon 28/7
11:15-00:12
2 stops11h 57m
Washington, D.C. Dulles Intl
Mon 4/8
18:07-00:25
1 stop7h 18m
ChicagoPhuket City
ORD - HKT
ORDHKT
Chicago O'Hare Intl
Mon 18/8
12:15-08:10
1 stop31h 55m
Phuket City
Wed 5/11
18:10-06:30
1 stop25h 20m
ChicagoPhuket City
ORD - HKT
ORDHKT
Chicago O'Hare Intl
Thu 21/8
16:00-10:50
1 stop30h 50m
Phuket City
Tue 26/8
11:50-14:25
1 stop38h 35m
ChicagoChiang Mai
ORD - CNX
ORDCNX
Chicago O'Hare Intl
Mon 1/9
16:00-18:40
1 stop38h 40m
Chiang Mai
Mon 8/9
10:30-14:25
1 stop39h 55m
ChicagoPhuket City
ORD - HKT
ORDHKT
Chicago O'Hare Intl
Sun 17/8
21:40-18:50
2 stops33h 10m
Phuket City
Tue 4/11
08:20-14:30
2 stops43h 10m
ChicagoPhuket City
ORD - HKT
ORDHKT
Chicago O'Hare Intl
Thu 11/9
17:45-09:35
2 stops27h 50m
Phuket City
Mon 29/9
17:30-08:40
2 stops27h 10m
ChicagoBangkok
ORD - BKK
ORDBKK
Chicago O'Hare Intl
Wed 1/10
11:50-23:55
1 stop24h 05m
Bangkok Suvarnabhumi
Thu 23/10
07:00-19:33
2 stops24h 33m
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.
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 13 June 2025.
Booking 44 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, September is the cheapest month in which you can book a flight from Chicago (average of ฿22,695). Flying from Chicago in June will prove the most costly (average of ฿32,380). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.
When is the cheapest time to fly from Chicago?
Use this chart to determine the cheapest time to fly return from Chicago to Suvarnabhumi. Price data was last updated on 22 September 2024.
Those who are seeking the cheapest fare on flights departing from Chicago would be wise to consider leaving during Thursday at midday when prices are typically at their lowest. When considering other options, price-conscious travelers should avoid Tuesday at midday when fares are usually the most expensive.
Which airlines fly from Chicago?
Only one airline operates round-trip flights from Chicago: ANA. This airline flies to the following popular destinations: Bangkok.
What are popular destinations to fly to from Chicago?
If you’re flying from Chicago, these routes are more frequently taken by airlines Detroit (1,226 flights per day), New York (985 flights per day) and Los Angeles (762 flights per day).
What is the cheapest place to fly to from Chicago?
The cheapest city to fly to from Chicago is Orlando, with prices starting at ฿1,543. Explore other affordable destinations below.
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.
Boarding
Comfort
Overall
Food
Entertainment
Crew
Reviews
Anonymous,May 2025
TPE - SEA
Boarding
Comfort
Overall
Food
Entertainment
Crew
Reviews
Anonymous,May 2025
TPE - SEA
Boarding
Comfort
Overall
Food
Entertainment
Crew
Reviews
Anonymous,May 2025
TPE - SEA
Boarding
Comfort
Overall
Food
Entertainment
Crew
Reviews
Anonymous,May 2025
TPE - SEA
Boarding
Comfort
Overall
Food
Entertainment
Crew
Reviews
Anonymous,May 2025
TPE - SEA
Boarding
Comfort
Overall
Food
Entertainment
Crew
Reviews
Anonymous,May 2025
TPE - SEA
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Direct flights from Illinois
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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 14 June 2025.
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How does Cheapflights help users find flights from Chicago?
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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!