RM 388+ 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 31/12. 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 — KUL
11 Nov — 18 Nov1
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 12 October 2026. In the last 7 days, Cheapflights users made a total of 7,457,451 searches
Fly to
Route
Departure
Return
Cheapest return flight
ChicagoDes Moines
ORD Chicago O'Hare Intl - DSM Des Moines
ORDDSM
Chicago O'Hare Intl
Sat 23/1
18:27-20:22
Nonstop1h 55m
Des Moines
Wed 31/12
00:00-00:00
Nonstop0h 00m
RM 486
ChicagoNashville
ORD Chicago O'Hare Intl - BNA Nashville Intl
ORDBNA
Chicago O'Hare Intl
Sat 9/1
07:00-13:27
1 stop6h 27m
Nashville Intl
Wed 31/12
00:00-00:00
Nonstop0h 00m
RM 490
ChicagoNashville
ORD Chicago O'Hare Intl - BNA Nashville Intl
ORDBNA
Chicago O'Hare Intl
Mon 11/1
07:00-13:27
1 stop6h 27m
Nashville Intl
Wed 31/12
00:00-00:00
Nonstop0h 00m
RM 490
ChicagoNashville
ORD Chicago O'Hare Intl - BNA Nashville Intl
ORDBNA
Chicago O'Hare Intl
Sat 7/11
05:27-11:31
1 stop6h 04m
Nashville Intl
Wed 31/12
00:00-00:00
Nonstop0h 00m
RM 490
ChicagoNashville
ORD Chicago O'Hare Intl - BNA Nashville Intl
ORDBNA
Chicago O'Hare Intl
Tue 27/10
11:19-17:16
1 stop5h 57m
Nashville Intl
Wed 31/12
00:00-00:00
Nonstop0h 00m
RM 490
ChicagoDenver
ORD Chicago O'Hare Intl - DEN Denver Intl
ORDDEN
Chicago O'Hare Intl
Wed 9/12
14:35-16:28
Nonstop2h 53m
Denver Intl
Wed 31/12
00:00-01:00
Nonstop0h 00m
RM 498
ChicagoDes Moines
ORD Chicago O'Hare Intl - DSM Des Moines
ORDDSM
Chicago O'Hare Intl
Thu 26/11
06:23-10:37
1 stop4h 14m
Des Moines
Wed 31/12
00:00-00:00
Nonstop0h 00m
RM 531
ChicagoDes Moines
ORD Chicago O'Hare Intl - DSM Des Moines
ORDDSM
Chicago O'Hare Intl
Wed 6/1
09:30-15:57
1 stop6h 27m
Des Moines
Wed 31/12
00:00-00:00
Nonstop0h 00m
RM 531
ChicagoNashville
ORD Chicago O'Hare Intl - BNA Nashville Intl
ORDBNA
Chicago O'Hare Intl
Thu 22/10
12:30-16:10
1 stop3h 40m
Nashville Intl
Wed 31/12
00:00-00:00
Nonstop0h 00m
RM 551
ChicagoMiami
ORD Chicago O'Hare Intl - MIA Miami
ORDMIA
Chicago O'Hare Intl
Mon 26/10
14:30-18:50
Nonstop3h 20m
Miami
Wed 31/12
00:00-23:00
Nonstop0h 00m
RM 555
Showing 1-10 of 60 resultsSorted by cheapest first
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.
CHI-KUL
ORD-EWR
ORD-JFK
ORD-BNA
ORD-DEN
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.
CHI-KUL
ORD-EWR
ORD-JFK
ORD-BNA
ORD-DEN
What is the cheapest month to book a flight from Chicago?
Currently, January is the cheapest month in which you can book a flight from Chicago (average of RM 3,757). Flying from Chicago in December will prove the most costly (average of RM 6,538). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.
What are popular destinations to fly to from Chicago?
Some of the most frequent flights departing from Chicago everyday are: New York (1,239 flights per day), Detroit (1,198 flights per day), and Los Angeles (914 flights per day).
What is the cheapest place to fly to from Chicago?
The cheapest city to fly to from Chicago is Toronto, with prices starting at RM 431. Explore other affordable destinations below.
When is the best time to book a flight from Chicago?
The best time to book flights from Chicago is 70 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
Browse thousands of different options on Cheapflights for your next trip
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Direct flights from Illinois
Book a direct flight from one of these other cities located in Illinois.
Airports servicing Chicago
Fly out of one of these airports located in Chicago.
Fly from other United States cities
Consider departing from one of these cities also located in United States. Flight origins are based on user searches made on Cheapflights and were last updated on 12 October 2026.
Popular flight searches
Check out other popular destinations found by fellow travellers in 2026
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 12 October 2026.
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Can Cheapflights find flights from Chicago with no change fees?
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