£67+ 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 1/7. 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 30 April 2025.
Cheapest airline | Frontier |
|---|---|
Good round-trip deal | £41 or less |
Good one-way deal | £28 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 30 April 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 30 April 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 30 April 2025. In the last 7 days, Cheapflights users made a total of 858,174 searches
Fly to
Route
Depart
Return
Price
ChicagoDallas
ORD - DFW
ORDDFW
Chicago O'Hare Intl
Sun 25/5
05:50-08:39
Nonstop2h 49m
Dallas/Fort Worth
Sun 1/6
09:24-11:59
Nonstop2h 35m
ChicagoDallas
ORD - DFW
ORDDFW
Chicago O'Hare Intl
Wed 2/7
07:00-09:39
Nonstop2h 39m
Dallas/Fort Worth
Mon 7/7
20:05-22:43
Nonstop2h 38m
ChicagoHouston
ORD - HOU
ORDHOU
Chicago O'Hare Intl
Wed 2/7
17:45-22:05
1 stop4h 20m
Houston Hobby
Sat 5/7
07:40-12:45
1 stop5h 05m
ChicagoDallas
ORD - DFW
ORDDFW
Chicago O'Hare Intl
Sat 5/7
05:35-12:15
1 stop6h 40m
Dallas/Fort Worth
Sat 26/7
07:00-12:31
1 stop5h 31m
ChicagoHouston
ORD - HOU
ORDHOU
Chicago O'Hare Intl
Sat 14/6
09:40-17:44
1 stop8h 04m
Houston Hobby
Sat 21/6
06:00-12:30
1 stop6h 30m
ChicagoDallas
ORD - DFW
ORDDFW
Chicago O'Hare Intl
Sun 25/5
14:13-19:44
1 stop5h 31m
Dallas/Fort Worth
Sun 1/6
07:00-09:34
Nonstop2h 34m
ChicagoHouston
ORD - HOU
ORDHOU
Chicago O'Hare Intl
Fri 13/6
19:30-21:06
1 stop25h 36m
Houston Hobby
Sun 15/6
18:42-17:21
1 stop22h 39m
ChicagoDallas
ORD - DFW
ORDDFW
Chicago O'Hare Intl
Thu 3/7
10:31-23:54
2 stops37h 23m
Dallas/Fort Worth
Sun 13/7
10:25-14:15
1 stop3h 50m
ChicagoDallas
ORD - DFW
ORDDFW
Chicago O'Hare Intl
Wed 14/5
11:45-15:40
1 stop3h 55m
Dallas/Fort Worth
Sun 18/5
10:25-14:15
1 stop3h 50m
ChicagoDallas
ORD - DFW
ORDDFW
Chicago O'Hare Intl
Wed 28/5
07:00-17:13
1 stop10h 13m
Dallas/Fort Worth
Wed 4/6
16:53-05:40
2 stops12h 47m
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 Heathrow. Price data was last updated on 25 April 2025.
Booking 68 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, February is the cheapest month in which you can book a flight from Chicago (average of £348). Flying from Chicago in June will prove the most costly (average of £514). 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: British Airways, Iberia, Finnair, Lufthansa, American Airlines. These airlines fly to the following popular destinations: London.
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 (1,717 flights per day), Detroit (1,278 flights per day) and Los Angeles (719 flights per day).
What is the cheapest place to fly to from Chicago?
The cheapest city to fly to from Chicago is Palm Beach Intl, with prices starting at £22. 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 858,174 searches.
Food
Boarding
Crew
Overall
Entertainment
Comfort
Reviews
Aaron,Oct 2024
LAX - LHR
Food
Boarding
Crew
Overall
Entertainment
Comfort
Reviews
Aaron,Oct 2024
LAX - LHR
Food
Boarding
Crew
Overall
Entertainment
Comfort
Reviews
Aaron,Oct 2024
LAX - LHR
Food
Boarding
Crew
Overall
Entertainment
Comfort
Reviews
Aaron,Oct 2024
LAX - LHR
Food
Boarding
Crew
Overall
Entertainment
Comfort
Reviews
Aaron,Oct 2024
LAX - LHR
Food
Boarding
Crew
Overall
Entertainment
Comfort
Reviews
Aaron,Oct 2024
LAX - LHR
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Direct flights from Illinois
Book a direct flight from one of these other cities located in Illinois.
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 30 April 2025.
Fly with Cheapflights
Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.
How does Cheapflights help users find flights from Chicago?
900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight from Chicago today with Cheapflights!
Why should you use Cheapflights to find cheap flight tickets from Chicago?
Millions of users choose and trust Cheapflights to book the best flight deals from Chicago 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 Chicago with no change fees?
Yes, we can. To see specific flights from Chicago with no change fees, users can toggle flexible booking options after using the search form above to find flights.
Can Cheapflights notify me if prices for flights from Chicago become cheaper?
Yes! Start tracking prices for flights from Chicago today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive the alerts.