Find cheap flights to Chicago

Find cheap flights to Chicago

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Good to know - Cheap tickets to Chicago

Low season

FebruaryBest time to beat the crowds (4% less expensive on average)

High season

JulyMost popular time to fly (22% more expensive on average)

Average price (return flight)

£389(avg. price over the last 2 weeks)

Good deal (return flight)

£288or less

Good deal one-way

£224or less

Top tips for finding cheap flights to Chicago

  • Looking for cheap airfare to Chicago? 25% of our users found tickets to Chicago for the following prices or less: Cheap flights to Chicago from Glasgow £283 one-way - £306 round-trip, from Birmingham £378 one-way - £352 round-trip, from Bristol £321 one-way - £374 round-trip
  • Book at least 3 weeks before departure in order to get a below-average price for flights to Chicago.
  • High season is considered to be June, July and August. The cheapest month to fly to Chicago is February.
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago flight deals.
  • O’Hare International Airport or Chicago Airport is one of the busiest in the world and getting around this Chicago hub is made easier by the ATS rail service which links International terminal 5 with Domestic terminals 1, 2 and 3, the PACE bus stop and the parking areas located around the premises.
  • Looking for a place to relax and unwind before or after your flight to Chicago? Terminal Getaway Spa offers three locations to help you do exactly that with a variety of hand, foot and Swedish massages guaranteed to soothe any tension right away located at Terminal 1 and Terminal 3 Main building and between Concourses H and K.
  • Through the Airline Lounge Service, most domestic and international carriers serving Chicago O’Hare Airport host lounges where you can relax and enjoy a bit of hospitality whether you are a member or not. United Club, British Airways Terraces Lounge and Delta Sky Club are just three of the options to choose from.
  • If you’re feeling a bit hungry and have time to spare after your flight to Chicago, there is a plethora of dining options available at Chicago Airport sure to suit every taste. From tavernas like Publican Tavern to wine bars like Bubbles Wine Bar; from the Mediterranean fare of La Tapenade to the German-American menu at Berghoff Café, there’s something for virtually everyone.
  • Seaway Bank offers international travellers on flights to Chicago four offices providing currency exchange, cash advances and Cashier Cheques so you can start to explore the city of Chicago without missing a beat. Foreign currency exchange locations are to be found at Terminals 1, 2, 3 and 5 for your convenience.

FAQs - booking Chicago flights

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Top airline flying to Chicago

Scores according to KAYAK customer reviews

7.2
TAP AIR PORTUGAL
Overall score based on 5,357 reviews
7.3
Boarding
7.2
Comfort
7.9
Crew
6.6
Entertainment
6.9
Food
Airline reviews

Pros: "Flight was on time. Seats were comfortable. Plenty of food was included in the flight. And service was good."
Cons: "Greater weight allowance for carry-on luggage."

Pros: "The entertainment was ok."
Cons: "Everything else was terrible. From check-in to boarding to flight."

Pros: "Comfort and cleanliness of flight."
Cons: "Both flights did not have any general vegetarian options in snack or main courses. There was no option online to submit a meal request and as booking last minute travel and in a foreign country, it was not possible to contact Air Portugal via phone. If the flight offers snack and two meal options, at least one should be vegetarian to accommodate this common population of passengers."

Pros: "Nothing! Horrible!"
Cons: "I had small carry on And there were nowhere to put them. The cabin for the carry one were full and my carry on had to be placed somewhere else, and knowing I had personal information in my bag. Very disappointed"

Cons: "My wife and I paid for a better seat, (online) but when we boarded they told us that was impossible. They kept our money !!!"

Pros: "Good crew. No crying or screaming children is always good. Dinner was decent & nice that it comes with a glass of wine if you wish."
Cons: "Packed in a sardine can for 9 hours is not fun. Being bussed out to a remote location for a wide bodied plane is crazy. At least at ORD we had a gate."

Pros: "The aircraft was relatively new and well appointed."
Cons: "Service with a frown by half the staff. Took away headphones that I had stowed aside for a later time while taking a nap and gave it to another passenger - on a long haul business class flight. Poor service culture. Outbound flight was terrible. Six hour delay. No apologies. Rude telephone staff."

Pros: "The boarding procedure was much more organized than the previous flight."
Cons: "They served fish on board, and the odor stuck around for awhile."

Pros: "Comfortable seats with nice pillow and blanket"
Cons: "Boarding was awkward and slow."

Pros: "The food and crew"

Pros: "Cod fish meal was nice! Lots of movie options, and the staff were nice."
Cons: "Foot rests would have been great to have. The boarding process was exhausting. A long line for another passport check (after the immigration check point) and the long bus ride to the aircraft."

Cons: "The headphone situation was confusing and no charging ports Fairly comfortable for an older plane"

Pros: "Flight was more spacious on the way back to Boston"

Cons: "Flight was delayed 1 hour"

Pros: "My eyes were closed and the crew passed by while serving food but did not wake me up. As a traveller I been woken up while food was served or food was kept on the seat tray."
Cons: "Overall the flight was good but I dont know why the crew was like that, and the flight seats ain't comfortable and were to close to each other. I legs wasnt comfortable"

Pros: "We really enjoyed TAP Air Portugal and expect to fly with them again. Comfortable seats, pillow, blanket, and MEALS! Good ones with actual silver! USB charging port at every seat, with a good selection of movies. Great airline for a great price!"

Pros: "Mechanical delays leaving London, missed flight connection to New York, now TAP wants to charge me for rescheduling!"

Pros: "The crew were excellent during the flight."
Cons: "We missed our connection flight because our first flight was delayed. Despite getting to the desk when there were still people queuing he refused to let us board. We are now delayed for 30 hours with no money or clothes. TAP staff were horrible- no sympathy or even an apology. Just awful."

Pros: "In time. Plane half full. Perfect."

Pros: "The crew was nice."
Cons: "Plane was 1hr late. The airlines is not very good at updating the time the flight will leave."

Cons: "It was nice to get a snack but the quality was mediocre."

Pros: "The drinks were available."
Cons: "The drinks were expensive."

Pros: "Clean, modern plane - tightly-packed but comfortable seats. Note: if you travel with a bag with wheels it will be weighed at the gate and those over 8kg will be checked. If you have a heavy bag without wheels, it gets no scrutiny."
Cons: "Odd they didn’t have a terminal gate on their home airport - we were bused from a distant spot on the tarmac to the terminal."

Pros: "Smooth flight Crew extremely nice and helpful Good snack served (not the usual junk food some airlines give and charge for ) punctual"
Cons: "Nothing to dislike"

Cons: "Flight was late which seems to be a standard with TAP."

Cons: "This survey is useless. Keeps putting things wrongly and drops things"

Cons: "I was not informed my flight was cancelled until the day of the flight. I was able to get in touch with someone to pay for another flight but the communication was lacking."

Pros: "Space was actually good."
Cons: "Boarding was chaos. We had a little child, but no priority for families with children. Flight was delayed over two hours, no explanation, no apologies. Boarding crew was impolite and unhelpful. Then they had to weight all carry-ons! Crazy."

Cons: "Slow delivery of bags in Lisbon"

Cons: "Late"

Pros: "Excellent layout, excellent service."

Pros: "The staff were very friendly and helpful"
Cons: "Not much leg room"

Pros: "No issues or service challenges I could think of. Friendly. Helpful."
Cons: "Seats were a bit hard and not a lot of legroom. But. Not unexpected for the section/price. Shorter flight made this bearable. Interior looked dated. Though, it is an A319."

Cons: "We left 45 minutes late for a 3 am flight. In the middle of the night the priority is sleeping but we were awakened for food service at 5 am. Worst breakfast I’ve ever had too."

Pros: "Modern appointed plane with places for technology and charging points"
Cons: "Ground staff insisted carry on bags were checked in and implied this was mandatory and I complied only to discover later that majority were allowed to ignore this. Also plane was late"

Cons: "My flight to Miami was delayed due to weather. I missed my connection to LHR, therefore missed my TAP flight to Portugal. I called TAP (before the flight) and they would not change the flight because I went through a travel site. My $240 ticket was lost, and I had to pay over $900 for a new one. I doubt I will use an internet site again because I will unlikely get a refund and it was impossible to change the ticket. Feel awful!"

Pros: "Boarding was easy, fast and efficient. Crew were friendly and welcoming. Complimentary snacks were welcome and nice."

Pros: "Easy trip from London"
Cons: "Not sure what was in the sandwich."

Pros: "Nothing"
Cons: "They damaged one of my bags and lost the other one. Bad service, really old planes and seats were to small; mind you I was traveling in business class. Over all a horrible airline"

Cons: "Non reclining seats"

Pros: "The food was light and good."
Cons: "Not using the tube when deplaining. Summer in Lisbon is very hot ."

Pros: "The checkin staff at LHR were really good and helped me with my visa application. They helped me to not miss my flight. Ten out of ten for them."
Cons: "In flight food was very poor"

Pros: "solid flight, efficient"
Cons: "staff kind of moody, not really smiley"

Cons: "Delay"

Cons: "My special meal request was not provided despite having email confirmation before boarding the flight. Also, my luggage was lost at the transfer of my journey"

Pros: "It was s a good value especially as a Star Alliance Gold flyer."
Cons: "No vegetarian option for sandwich snack."

Pros: "No delays, quick boarding and deboarding, friendly staff."
Cons: "Very limited legroom, no free checked bag without MileagePlus status."

Cons: "Sity no good"

Cons: "Lisbon airport. Very antiquated, under-developed compared to other European capitals. Also, for major inter-city flights, it shouldn't be necessary to use external stairs to board a plane these days!"

Read more about TAP AIR PORTUGAL
COVID-19 information

Safety measures for airlines flying to Chicago

Airlines flying to Chicago have enacted additional safety measures and adjusted policies to better accommodate travellers. Policies vary by airline.

Heightened sanitation

Daily cleaning, installation of cabin HEPA filters on flights to Chicago

Mandatory masks

Masks required on board, masks provided on flights to Chicago

Social distancing seating

Middle seats unavailable to book on flights to Chicago

Pre-flight testing

Testing for antibodies, testing for symptoms for flights to Chicago

Book Cheap Chicago Plane Tickets

Cheapest flights to Chicago found in 2021

Recent return flight deals

11/6
Fri
1 stop
TAP AIR PORTUGAL
20h 05m
LHR - ORD
21/6
Mon
1 stop
TAP AIR PORTUGAL
24h 55m
ORD - LHR
1/7
Thu
1 stop
TAP AIR PORTUGAL
35h 15m
LGW - ORD
12/7
Mon
1 stop
TAP AIR PORTUGAL
17h 35m
ORD - LGW
18/8
Wed
1 stop
TAP AIR PORTUGAL
14h 45m
LHR - ORD
23/8
Mon
1 stop
TAP AIR PORTUGAL
12h 20m
ORD - LHR
16/6
Wed
1 stop
TAP AIR PORTUGAL
14h 45m
LHR - ORD
11/9
Sat
1 stop
TAP AIR PORTUGAL
24h 55m
ORD - LHR
16/6
Wed
1 stop
TAP AIR PORTUGAL
14h 45m
LHR - ORD
11/9
Sat
1 stop
TAP AIR PORTUGAL
24h 55m
ORD - LHR
1/7
Thu
1 stop
TAP AIR PORTUGAL
35h 15m
LGW - ORD
12/7
Mon
1 stop
TAP AIR PORTUGAL
17h 35m
ORD - LGW
8/7
Thu
2 stops
Multiple Airlines
41h 40m
STN - ORD
15/7
Thu
2 stops
Multiple Airlines
21h 45m
ORD - STN
2/6
Wed
3 stops
Multiple Airlines
26h 38m
LTN - ORD
10/6
Thu
2 stops
Multiple Airlines
19h 50m
ORD - LTN
2/6
Wed
3 stops
Multiple Airlines
24h 23m
STN - ORD
10/6
Thu
2 stops
Multiple Airlines
18h 55m
ORD - STN
1/9
Wed
2 stops
Multiple Airlines
35h 00m
STN - ORD
28/9
Tue
1 stop
Multiple Airlines
13h 25m
ORD - STN
5/6
Sat
2 stops
Multiple Airlines
37h 15m
STN - ORD
12/6
Sat
2 stops
Multiple Airlines
18h 55m
ORD - STN
27/7
Tue
1 stop
Aer Lingus
11h 50m
MAN - ORD
9/8
Mon
1 stop
Aer Lingus
9h 40m
ORD - MAN
8/8
Sun
1 stop
Aer Lingus
11h 50m
MAN - ORD
22/8
Sun
1 stop
Aer Lingus
12h 25m
ORD - MAN
27/10
Wed
1 stop
KLM
11h 30m
LCY - ORD
8/11
Mon
1 stop
KLM
9h 40m
ORD - LCY
27/10
Wed
1 stop
Air France
13h 01m
LHR - MDW
8/11
Mon
1 stop
Air France
13h 06m
MDW - LHR
1/11
Mon
1 stop
SWISS
12h 25m
LCY - ORD
30/11
Tue
1 stop
SWISS
11h 15m
ORD - LCY
24/5
Mon
2 stops
Virgin Atlantic
36h 38m
LHR - MDW
28/9
Tue
1 stop
Virgin Atlantic
10h 45m
MDW - LHR
8/10
Fri
1 stop
SAS
32h 20m
EDI - ORD
12/10
Tue
2 stops
SAS
29h 35m
ORD - EDI
5/11
Fri
2 stops
Delta
14h 34m
MAN - MDW
9/11
Tue
2 stops
Delta
17h 15m
MDW - MAN
6/8
Fri
2 stops
Alitalia
27h 50m
LCY - ORD
22/8
Sun
2 stops
Alitalia
19h 30m
ORD - LCY
Show more results

Recent one-way flight deals

1/6
Tue
2 stops
Multiple Airlines
17h 50m
STN - ORD
9/6
Wed
3 stops
Multiple Airlines
27h 00m
LTN - ORD
2/6
Wed
3 stops
Multiple Airlines
24h 45m
STN - ORD
6/6
Sun
3 stops
Multiple Airlines
47h 45m
STN - ORD
10/6
Thu
2 stops
Multiple Airlines
38h 20m
LTN - ORD
10/6
Thu
1 stop
TAP AIR PORTUGAL
35h 15m
LGW - ORD
2/6
Wed
3 stops
Multiple Airlines
27h 00m
LTN - ORD
4/6
Fri
3 stops
Multiple Airlines
35h 55m
STN - ORD
18/5
Tue
3 stops
Multiple Airlines
53h 40m
STN - ORD
1/6
Tue
1 stop
TAP AIR PORTUGAL
31h 10m
LGW - ORD
4/6
Fri
1 stop
TAP AIR PORTUGAL
14h 05m
LHR - ORD
20/6
Sun
1 stop
TAP AIR PORTUGAL
14h 45m
LHR - ORD
1/6
Tue
1 stop
TAP AIR PORTUGAL
28h 50m
LHR - ORD
2/6
Wed
1 stop
TAP AIR PORTUGAL
17h 35m
LHR - ORD
19/6
Sat
1 stop
TAP AIR PORTUGAL
31h 20m
LHR - ORD
26/5
Wed
2 stops
Virgin Atlantic
19h 38m
LHR - MDW
31/5
Mon
1 stop
SWISS
27h 10m
LCY - ORD
25/5
Tue
2 stops
KLM
16h 26m
LHR - MDW
2/6
Wed
2 stops
Delta
16h 39m
LHR - MDW
11/9
Sat
1 stop
SAS
33h 05m
EDI - ORD
Show more results

Recent domestic flight deals

4/8
Wed
direct
Spirit Airlines
2h 33m
BOS - ORD
11/8
Wed
direct
Spirit Airlines
2h 18m
ORD - BOS
18/8
Wed
direct
Spirit Airlines
2h 31m
LGA - ORD
20/8
Fri
direct
Spirit Airlines
2h 11m
ORD - LGA
8/6
Tue
direct
Delta
2h 54m
BOS - ORD
9/6
Wed
direct
Delta
2h 24m
ORD - BOS
19/8
Thu
direct
Spirit Airlines
2h 33m
BOS - ORD
22/8
Sun
direct
Spirit Airlines
2h 18m
ORD - BOS
4/8
Wed
direct
Spirit Airlines
2h 33m
BOS - ORD
8/8
Sun
direct
Spirit Airlines
2h 18m
ORD - BOS

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