£360+ Cheap flights to Chicago
This is the cheapest retur flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 21/12. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
4 Nov — 11 Nov1
Flights to Chicago in 2026
Enter your travel dates to find the best prices.
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Cheapest flights to ChicagoExplore the most affordable flight options available to Chicago. Find the lowest fares based on data from user searches, with prices last updated on 5 October 2026.
Explore the most affordable flight options available to Chicago. Find the lowest fares based on data from user searches, with prices last updated on 5 October 2026.
Sun 22/1106:40 -
1 stop16h 05m
Sun 29/1119:10 -
2 stops15h 15m
Deal found 1/10£535
Tue 17/1120:35 -
2 stops29h 20m
Sun 22/1121:55 -
1 stop16h 15m
Deal found 30/9£535
Thu 10/1208:50 -
2 stops14h 30m
Mon 14/1218:30 -
3 stops32h 30m
Deal found 30/9£536
Wed 11/1109:55 -
2 stops36h 50m
Sun 22/1119:10 -
1 stop20h 30m
Deal found 30/9£536
Wed 21/1015:55 -
2 stops30h 15m
Sun 1/1119:10 -
2 stops21h 00m
Deal found 2/10£536
Wed 14/1017:15 -
2 stops28h 55m
Mon 19/1019:15 -
2 stops19h 20m
Deal found 30/9£536
Thu 29/1011:55 -
1 stop11h 25m
Thu 5/1118:30 -
1 stop10h 25m
Deal found 1/10£536
Mon 23/1107:05 -
2 stops15h 40m
Mon 7/1219:10 -
1 stop20h 30m
Deal found 3/10£536
Mon 2/1106:35 -
1 stop17h 45m
Mon 16/1115:55 -
1 stop12h 25m
Deal found 1/10£536
Wed 18/1107:05 -
2 stops15h 40m
Sun 22/1119:10 -
2 stops17h 40m
Deal found 30/9£537
Tue 15/1216:35 -
1 stop28h 55m
Wed 30/1219:00 -
1 stop32h 50m
Deal found 2/10£538
Wed 28/1020:35 -
1 stop26h 45m
Mon 2/1118:30 -
1 stop19h 00m
Deal found 4/10£538
Best flights to ChicagoDiscover carefully curated flight deals to Chicago that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 5 October 2026.
Discover carefully curated flight deals to Chicago that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 5 October 2026.
Wed 28/1006:40 -
1 stop16h 05m
Mon 9/1119:10 -
2 stops20h 25m
Deal found 1/10£548
Tue 30/316:25 -
1 stop29h 35m
Sat 10/418:15 -
2 stops20h 10m
Deal found 4/10£548
Mon 2/1106:10 -
1 stop14h 00m
Sun 8/1115:55 -
1 stop11h 15m
Deal found 5/10£559
Tue 24/1106:20 -
2 stops17h 44m
Mon 30/1109:30 -
2 stops15h 20m
Deal found 30/9£642
Mon 2/1106:30 -
2 stops17h 30m
Mon 16/1117:13 -
1 stop12h 27m
Deal found 3/10£657
Mon 2/1119:05 -
1 stop23h 35m
Mon 16/1116:10 -
1 stop14h 40m
Deal found 5/10£665
Wed 2/1215:40 -
Nonstop9h 05m
Tue 22/1216:34 -
1 stop13h 26m
Deal found 3/10£666
Thu 29/1011:55 -
1 stop11h 25m
Sat 7/1113:00 -
2 stops15h 55m
Deal found 1/10£712
Mon 2/1110:55 -
1 stop38h 25m
Mon 16/1120:15 -
1 stop31h 40m
Deal found 4/10£717
Wed 30/1207:45 -
1 stop12h 40m
Wed 6/116:25 -
1 stop9h 45m
Deal found 3/10£828
Tue 10/1118:05 -
2 stops28h 40m
Tue 17/1119:10 -
1 stop14h 50m
Deal found 2/10£554
Mon 16/1106:10 -
1 stop14h 00m
Mon 23/1115:55 -
1 stop12h 50m
Deal found 2/10£564
Tue 20/1007:05 -
2 stops15h 05m
Tue 17/1119:10 -
2 stops20h 10m
Deal found 4/10£558
Mon 2/1112:10 -
1 stop12h 10m
Mon 16/1115:55 -
1 stop12h 50m
Deal found 30/9£569
Tue 17/1106:30 -
2 stops16h 09m
Tue 1/1210:24 -
1 stop14h 41m
Deal found 2/10£657
Mon 2/1106:20 -
2 stops17h 40m
Mon 16/1113:31 -
2 stops13h 29m
Deal found 2/10£662
Thu 19/1108:30 -
1 stop13h 45m
Thu 26/1121:35 -
2 stops14h 15m
Deal found 4/10£679
Sat 14/1112:35 -
Nonstop8h 55m
Thu 19/1113:14 -
1 stop10h 36m
Deal found 2/10£679
Wed 28/1006:40 -
1 stop16h 05m
Sat 7/1119:10 -
2 stops20h 10m
Deal found 1/10£567
Sun 15/1114:05 -
2 stops32h 40m
Wed 18/1119:10 -
2 stops17h 10m
Deal found 1/10£589
Thu 19/1117:20 -
1 stop22h 40m
Thu 26/1111:45 -
1 stop22h 35m
Deal found 5/10£717
Tue 20/1021:15 -
2 stops45h 25m
Sat 24/1018:05 -
2 stops35h 00m
Deal found 4/10£718
Tue 17/1106:30 -
2 stops16h 09m
Sun 22/1109:30 -
1 stop16h 15m
Deal found 30/9£667
Thu 19/1108:40 -
2 stops15h 24m
Thu 26/1111:27 -
1 stop15h 33m
Deal found 5/10£688
Wed 21/1007:05 -
2 stops15h 05m
Sat 24/1019:15 -
2 stops18h 35m
Deal found 3/10£573
Fri 30/1011:55 -
1 stop11h 25m
Sun 15/1118:30 -
1 stop10h 25m
Deal found 30/9£777
Sat 21/1108:20 -
2 stops15h 00m
Wed 2/1215:45 -
2 stops17h 25m
Deal found 3/10£594
Thu 12/1110:55 -
1 stop37h 25m
Thu 26/1111:45 -
1 stop22h 35m
Deal found 2/10£719
Mon 23/1109:15 -
2 stops15h 00m
Mon 7/1216:10 -
1 stop14h 40m
Deal found 2/10£731
Thu 5/1108:40 -
2 stops15h 20m
Mon 9/1111:27 -
1 stop14h 23m
Deal found 30/9£667
Direct flights to ChicagoExplore direct flight options to Chicago based on user searches, and compare prices and availability for your desired travel dates. Data last updated 5 October 2026.
Explore direct flight options to Chicago based on user searches, and compare prices and availability for your desired travel dates. Data last updated 5 October 2026.
Mon 23/1115:40 -
Nonstop9h 05m
Mon 30/1121:50 -
Nonstop7h 45m
Deal found 1/10£552
Tue 27/1015:40 -
Nonstop9h 05m
Wed 4/1117:10 -
Nonstop7h 45m
Deal found 1/10£573
Tue 17/1113:35 -
Nonstop9h 20m
Sun 22/1115:45 -
Nonstop8h 10m
Deal found 30/9£595
Wed 25/1107:40 -
Nonstop9h 05m
Mon 30/1117:45 -
Nonstop8h 10m
Deal found 30/9£598
Mon 2/1111:00 -
Nonstop8h 45m
Mon 16/1118:35 -
Nonstop8h 00m
Deal found 4/10£605
Wed 28/1016:30 -
Nonstop8h 50m
Wed 4/1121:50 -
Nonstop7h 45m
Deal found 30/9£607
Tue 24/1115:40 -
Nonstop9h 05m
Thu 10/1221:50 -
Nonstop7h 45m
Deal found 30/9£607
Sun 1/1116:30 -
Nonstop9h 00m
Thu 12/1118:35 -
Nonstop8h 00m
Deal found 1/10£609
Sat 7/1110:25 -
Nonstop9h 20m
Thu 12/1117:45 -
Nonstop8h 10m
Deal found 30/9£611
Tue 3/1110:25 -
Nonstop9h 20m
Tue 10/1115:45 -
Nonstop8h 10m
Deal found 3/10£612
Mon 2/1116:30 -
Nonstop9h 00m
Mon 16/1120:30 -
Nonstop7h 55m
Deal found 30/9£613
Mon 2/1112:35 -
Nonstop8h 55m
Mon 16/1120:30 -
Nonstop7h 55m
Deal found 30/9£613
Last-minute flights to ChicagoDiscover last-minute flight deals to Chicago. Data last updated 5 October 2026 and is based on user searches.
Discover last-minute flight deals to Chicago. Data last updated 5 October 2026 and is based on user searches.
Wed 14/1017:15 -
2 stops28h 55m
Mon 19/1019:15 -
2 stops19h 20m
Deal found 30/9£536
Wed 21/1015:55 -
2 stops30h 15m
Sun 1/1119:10 -
2 stops21h 00m
Deal found 2/10£536
Wed 28/1020:35 -
1 stop26h 45m
Mon 2/1118:30 -
1 stop19h 00m
Deal found 4/10£538
Thu 29/1011:55 -
1 stop11h 25m
Thu 5/1118:30 -
1 stop10h 25m
Deal found 1/10£536
Mon 2/1106:35 -
1 stop17h 45m
Mon 16/1115:55 -
1 stop12h 25m
Deal found 1/10£536
Mon 2/1119:30 -
2 stops27h 50m
Mon 16/1118:30 -
3 stops35h 50m
Deal found 5/10£539
Sat 7/1113:00 -
2 stops33h 45m
Sat 14/1119:10 -
2 stops18h 45m
Deal found 5/10£539
Wed 11/1109:55 -
2 stops36h 50m
Sun 22/1119:10 -
1 stop20h 30m
Deal found 30/9£536
Tue 17/1120:35 -
2 stops29h 20m
Sun 22/1121:55 -
1 stop16h 15m
Deal found 30/9£535
Wed 18/1107:05 -
2 stops15h 40m
Sun 22/1119:10 -
2 stops17h 40m
Deal found 30/9£537
Sun 22/1106:40 -
1 stop16h 05m
Sun 29/1119:10 -
2 stops15h 15m
Deal found 1/10£535
Mon 23/1106:40 -
1 stop16h 05m
Thu 10/1219:10 -
2 stops17h 40m
Deal found 3/10£536
One-way flights to ChicagoSearch for one-way flight options to Chicago. Find affordable one-way fares based on user searches. Data last updated 5 October 2026.
Search for one-way flight options to Chicago. Find affordable one-way fares based on user searches. Data last updated 5 October 2026.
Mon 21/1210:55 -
3 stops36h 25m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 3/10£360
Tue 16/221:30 -
1 stop23h 25m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 30/9£360
Mon 1/307:00 -
3 stops40h 20m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 3/10£361
Tue 22/1209:50 -
2 stops35h 40m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 3/10£362
Wed 27/110:00 -
3 stops39h 15m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 3/10£362
Sun 29/1109:50 -
2 stops37h 30m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 1/10£363
Sun 22/1109:00 -
2 stops39h 20m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 1/10£363
Sat 20/307:45 -
2 stops37h 45m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 5/10£363
Tue 30/319:40 -
3 stops28h 10m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 4/10£363
Thu 5/1115:30 -
3 stops30h 00m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 3/10£364
Tue 9/307:15 -
2 stops16h 05m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 3/10£364
Mon 23/1111:55 -
1 stop11h 25m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 1/10£365
Find flight deals to Chicago
Find the latest flights to Chicago in 2026, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 7,457,451 searches and data was last updated on 5 October 2026.
Cheapflights Fare Finder
Locate flights to Chicago that fit your budget, with regularly updated fares and availability. In the last 7 days, Cheapflights users made a total of 7,457,451 searches and data was last updated on 5 October 2026.
Use the filters below to find and compare flights to Chicago that are best for you.
Fly from
Route
Depart
Return
Cheapest return flight
LondonChicago
LTN London Luton - ORD Chicago O'Hare Intl
LTNORD
London Luton
Sun 15/11
08:15-18:20
3 stops40h 05m
Chicago O'Hare Intl
Wed 31/12
00:00-07:00
Nonstop0h 00m
£371
LondonChicago
LTN London Luton - ORD Chicago O'Hare Intl
LTNORD
London Luton
Wed 21/10
15:35-12:40
3 stops27h 05m
Chicago O'Hare Intl
Wed 31/12
00:00-07:00
Nonstop0h 00m
£372
LondonChicago
STN London Stansted - MDW Chicago Midway
STNMDW
London Stansted
Fri 13/11
06:00-17:47
3 stops41h 47m
Chicago Midway
Wed 31/12
00:00-07:00
Nonstop0h 00m
£375
LondonChicago
LGW London Gatwick - ORD Chicago O'Hare Intl
LGWORD
London Gatwick
Sun 15/11
12:35-08:46
1 stop26h 11m
Chicago O'Hare Intl
Wed 31/12
00:00-07:00
Nonstop0h 00m
£379
LondonChicago
STN London Stansted - ORD Chicago O'Hare Intl
STNORD
London Stansted
Fri 26/3
20:55-18:50
3 stops26h 55m
Chicago O'Hare Intl
Wed 31/12
00:00-07:00
Nonstop0h 00m
£381
LondonChicago
LTN London Luton - ORD Chicago O'Hare Intl
LTNORD
London Luton
Fri 20/11
15:55-14:10
1 stop28h 15m
Chicago O'Hare Intl
Wed 31/12
00:00-07:00
Nonstop0h 00m
£384
LondonChicago
LGW London Gatwick - ORD Chicago O'Hare Intl
LGWORD
London Gatwick
Fri 11/12
09:05-18:20
1 stop15h 15m
Chicago O'Hare Intl
Wed 31/12
00:00-07:00
Nonstop0h 00m
£393
LondonChicago
LHR London Heathrow - ORD Chicago O'Hare Intl
LHRORD
London Heathrow
Tue 1/12
09:00-16:15
1 stop13h 15m
Chicago O'Hare Intl
Wed 31/12
00:00-07:00
Nonstop0h 00m
£394
LondonChicago
LHR London Heathrow - ORD Chicago O'Hare Intl
LHRORD
London Heathrow
Mon 8/3
09:00-16:15
1 stop13h 15m
Chicago O'Hare Intl
Wed 31/12
00:00-07:00
Nonstop0h 00m
£402
LondonChicago
LCY London City - ORD Chicago O'Hare Intl
LCYORD
London City
Wed 9/12
07:40-14:55
1 stop13h 15m
Chicago O'Hare Intl
Wed 31/12
00:00-07:00
Nonstop0h 00m
£418
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago with our price prediction graph.
LON-CHI
LHR-ORD
STN-ORD
LTN-ORD
LGW-ORD
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.
Cheapflights Insights
Everything you need to know about your flight to Chicago
LON-CHI
LHR-ORD
STN-ORD
LTN-ORD
LGW-ORD
How long is the flight to Chicago?
On average, a flight from London to Chicago takes 12 hours 7 minutes. Flights to Chicago from other popular cities in United Kingdom will vary in length. Below are a few examples of popular routes and their flight times.
Weekly flight availability to Chicago
The most flights from London to Chicago are scheduled on a Friday (50 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (24 on average).
What are the most popular airlines that fly to Chicago?
The most popular airlines flying from London to Chicago are British Airways, Icelandair and Lufthansa.
What are the cheapest airlines that fly to Chicago?
The cheapest airlines flying from London to Chicago are Virgin Atlantic, Icelandair and Scandinavian Airlines.
Rainfall in Chicago by month
Plan your trip to Chicago by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Chicago ranges from 43.0 - 125.0 inches per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago when rainfall is around 43.0 mm.
Temperature in Chicago by month
Plan your trip to Chicago by taking into account the average temperature totals by month.
If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).
When is the best time to book a flight to Chicago?
The best time to book flights to Chicago is 79 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.
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated 5 October 2026.
Read through reviews of airlines serving the United States, such as Austrian Airlines,Aer Lingus, andIcelandair. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Comfort
7.3
Overall
7.5
Entertainment
6.8
Boarding
7.6
Crew
8.1
Food
6.8
Reviews
1 / 20
8.0
ExcellentAnonymous,Jul 2026
VIE - EWR
Comfort
7.3
Overall
7.5
Entertainment
6.8
Boarding
7.6
Crew
8.1
Food
6.8
Reviews
1 / 20
8.0
ExcellentAnonymous,Jul 2026
VIE - EWR
Comfort
7.3
Overall
7.5
Entertainment
6.8
Boarding
7.6
Crew
8.1
Food
6.8
Reviews
1 / 20
8.0
ExcellentAnonymous,Jul 2026
VIE - EWR
Comfort
7.3
Overall
7.5
Entertainment
6.8
Boarding
7.6
Crew
8.1
Food
6.8
Reviews
1 / 20
8.0
ExcellentAnonymous,Jul 2026
VIE - EWR
Comfort
7.3
Overall
7.5
Entertainment
6.8
Boarding
7.6
Crew
8.1
Food
6.8
Reviews
1 / 20
8.0
ExcellentAnonymous,Jul 2026
VIE - EWR
Comfort
7.3
Overall
7.5
Entertainment
6.8
Boarding
7.6
Crew
8.1
Food
6.8
Reviews
1 / 20
8.0
ExcellentAnonymous,Jul 2026
VIE - EWR
FAQs about flying to Chicago
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.
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Find the best flight deals to Chicago
Some of the lowest fares we’ve come across for flights to Chicago.
Airports serving Chicago
Book a flight to or from one of these Chicago airports.
Search flights to Chicago by cabin class
Find flights to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Find the best flight deals from Chicago
Some of the lowest fares we’ve come across for flights from Chicago.
Other flight destinations closest to Chicago
Book a flight to other destinations in United States.
Complete your trip
Reserve a car hire and hotel room to complete your trip to Chicago.
Most traveled routes by our users
Popular flight searches
Check out other popular destinations found by fellow travellers in 2026
Popular United States flight routes
Browse through the most popular flight routes to the United States at this time.
Fly your favourite airline to Chicago
Airlines are sorted and displayed according to clicks in the past 7 days on momondo
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 to Chicago?
Deals for Chicago flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose to your preference, such as price, airport, cabin class, and plenty of other options.
Why should you use Cheapflights to find cheap flight tickets to Chicago?
By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Chicago.
Can Cheapflights find flights to Chicago with no change fees?
Need flexible booking options for your flight to Chicago ? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.
Can Cheapflights notify me if prices for flights to Chicago become cheaper?
Yes, Cheapflights has a feature called Price Alerts, which notifies users when flight prices change. Track prices for your flight to Chicago today and book when you’re ready!