The HolidayPrice.com search engine will compare prices online and help you find the cheapest plane tickets to Chicago. We will compare flight offers on airline websites, at online travel agencies and at the booking offices of the airport in Chicago. All you need to do is choose the most suitable option of a ticket to United States.

Cheapest plane tickets to Chicago

Below you will find tickets for flights to Chicago, found by the users of HolidayPrice.com. The closer the departure date, the higher the cost; the most expensive tickets are for flights departing today and tomorrow.

New York - Chicago UA 761 United Airlines Boeing 737-800
13:00 LaGuardia
in a way 2 hours 0 min Direct
15:00 O'Hare
Flights
from $ 51
25 August 2021
Los Angeles - Chicago UA 910 United Airlines Boeing 737-800
10:23 Los Angeles
in a way 3 hours 37 min Direct
14:00 O'Hare
Flights
from $ 81
06 September 2021
Miami - Chicago AA 2796 American Airlines Boeing 767-300
17:05 Miami
in a way 2 hours 55 min Direct
20:00 O'Hare
Flights
from $ 21
19 August 2021
San Francisco - Chicago UA 1800 United Airlines Airbus A319
04:15 San Francisco
in a way 3 hours 45 min Direct
08:00 O'Hare
Flights
from $ 86
08 September 2021
Boston - Chicago UA 789 United Airlines Boeing 737-900
02:44 Boston RT128 Railway
in a way 2 hours 16 min Direct
05:00 O'Hare
Flights
from $ 50
28 August 2021
Washington - Chicago WN 1982 Southwest Airlines Boeing 737-700
15:00 Ronald Reagan National Airport
in a way 1 hours 50 min Direct
16:50 Chicago Midway
Flights
from $ 73
28 September 2021
Seattle - Chicago AA 1540 American Airlines Boeing 737-800
17:00 Seattle-Tacoma
in a way 3 hours 43 min Direct
20:43 O'Hare
Flights
from $ 80
04 September 2021
Atlanta - Chicago DL 1693 Delta Air Lines Boeing (Douglas) MD-88
17:25 Hartsfield-Jackson Atlanta
in a way 1 hours 35 min Direct
19:00 O'Hare
Flights
from $ 41
24 August 2021
Orlando - Chicago G4 2279 Allegiant Air Airbus A319
00:47 Orlando Sanford
in a way 2 hours 13 min Direct
03:00 Chicago Rockford
Flights
from $ 39
08 September 2021
Minneapolis - Chicago DL 667 Delta Air Lines Boeing 737-800
14:50 Saint Paul Island Airport
in a way 1 hours 10 min Direct
16:00 O'Hare
Flights
from $ 47
25 September 2021
Las Vegas - Chicago NK 456 Spirit Airlines Airbus A320
12:34 McCarran
in a way 2 hours 29 min Direct
15:03 O'Hare
Flights
from $ 48
10 September 2021
Charlotte - Chicago WN 536 Southwest Airlines Boeing 737-700
13:00 Charlotte Douglas
in a way 1 hours 45 min Direct
14:45 Chicago Midway
Flights
from $ 109
26 August 2021
Denver - Chicago WN 350 Southwest Airlines Boeing 737-700
05:35 Denver
in a way 2 hours 10 min Direct
07:45 Chicago Midway
Flights
from $ 65
03 August 2021
Philadelphia - Chicago AA 2098 American Airlines Boeing 737-800
14:00 Philadelphia
in a way 2 hours 0 min Direct
16:00 O'Hare
Flights
from $ 49
23 August 2021
Detroit - Chicago UA 5958 United Airlines Embraer 175
15:00 Detroit Metropolitan Wayne County Airport
in a way 1 hours 0 min Direct
16:00 O'Hare
Flights
from $ 76
16 August 2021
Tampa - Chicago WN 869 Southwest Airlines Boeing 737-800
13:50 Tampa
in a way 2 hours 30 min Direct
16:20 Chicago Midway
Flights
from $ 20
28 August 2021
Houston - Chicago WN 1065 Southwest Airlines Boeing 737-800
13:30 William P. Hobby Airport
in a way 2 hours 20 min Direct
15:50 Chicago Midway
Flights
from $ 64
29 August 2021
Beijing - Chicago HU 497 Hainan Airlines Boeing 787-900
08:40 Beijing Capital
in a way 12 hours 40 min Direct
21:20 O'Hare
Flights
from $ 871
01 September 2021
Amsterdam - Chicago KL 611 KLM Boeing 747-400
13:25 Schiphol airport
in a way 8 hours 30 min Direct
21:55 O'Hare
Flights
from $ 353
01 October 2021
Phuket - Chicago 9C 8758 Spring Airlines Airbus A320
08:20 Phuket
in a way 19 hours 50 min 1 Stopover
04:10 O'Hare
Flights
Find
01 August 2021
Berlin - Chicago LH 175 Lufthansa Airbus A321
06:45 Tegel Airport
in a way 12 hours 15 min 1 Stopover
19:00 O'Hare
Flights
from $ 384
11 August 2021
Frankfurt - Chicago LH 430 Lufthansa Boeing 747-8i
11:45 Frankfurt Airport
in a way 9 hours 10 min Direct
20:55 O'Hare
Flights
from $ 392
02 October 2021
Denpasar - Chicago GA 880 Garuda Indonesia Boeing 777
16:45 Ngurah Rai
in a way 20 hours 45 min 1 Stopover
13:30 O'Hare
Flights
Find
01 August 2021
Havana - Chicago WN 3953 Southwest Airlines Boeing 737-800
22:40 Jose Marti
in a way 6 hours 14 min 1 Stopover
04:54 O'Hare
Flights
from $ 1 387
26 July 2021
Tenerife - Chicago TP 1127 TAP Portugal Airbus A320 NEO
12:40 Tenerife South Airport
in a way 16 hours 42 min 2 Stopovers
05:22 O'Hare
Flights
Find
01 August 2021
London - Chicago AA 99 American Airlines Boeing 787-800
09:45 Heathrow
in a way 8 hours 20 min Direct
18:05 O'Hare
Flights
from $ 313
20 August 2021
Seoul - Chicago KE 37 Korean Air Boeing 777-300ER
04:40 Incheon
in a way 12 hours 40 min Direct
17:20 O'Hare
Flights
from $ 445
06 October 2021
Athens - Chicago AA 161 American Airlines Boeing 787-800
14:15 Eleftherios Venizelos
in a way 11 hours 40 min Direct
01:55 O'Hare
Flights
from $ 297
08 September 2021
Colombo - Chicago UL 197 Srilankan Airlines Airbus A320
14:15 Bandaranaike
in a way 22 hours 15 min 1 Stopover
12:30 O'Hare
Flights
Find
01 August 2021
Vienna - Chicago OS 65 Austrian Airlines Boeing 777-200
11:45 Vienna
in a way 10 hours 10 min Direct
21:55 O'Hare
Flights
from $ 269
16 September 2021
Lisbon - Chicago TP 229 TAP Portugal Airbus A330-200
14:00 Lisbon Portela Airport
in a way 9 hours 0 min Direct
23:00 O'Hare
Flights
from $ 264
28 August 2021
Thessaloniki - Chicago A3 500 Aegean Airlines Airbus A320
06:15 Thessaloniki
in a way 14 hours 0 min 1 Stopover
20:15 O'Hare
Flights
from $ 369
01 August 2021
Munich - Chicago UA 953 United Airlines Boeing 777
12:30 Franz Josef Strauss Airport
in a way 9 hours 35 min Direct
22:05 O'Hare
Flights
from $ 389
10 August 2021
Belgrade - Chicago LH 1411 Lufthansa Airbus A320 NEO
06:00 Belgrad Nikola Tesla Airport
in a way 13 hours 0 min 1 Stopover
19:00 O'Hare
Flights
from $ 369
01 August 2021
Delhi - Chicago AI 127 Air India Boeing 777-300ER
23:50 Indira Gandhi
in a way 15 hours 35 min Direct
15:25 O'Hare
Flights
from $ 499
25 November 2021
Riga - Chicago BT 101 airBaltic DeHavilland Dash 8 Q400
06:00 Riga
in a way 12 hours 35 min 1 Stopover
18:35 O'Hare
Flights
from $ 369
09 August 2021
Madrid - Chicago IB 6275 Iberia Airbus A340-600
12:35 Adolfo Suarez Madrid-Barajas Airport
in a way 9 hours 25 min Direct
22:00 O'Hare
Flights
from $ 279
10 September 2021
Varna - Chicago FB 972 Bulgaria Air Embraer 190
06:40 Varna Airport
in a way 18 hours 50 min 2 Stopovers
01:30 O'Hare
Flights
from $ 514
22 August 2021
Vilnius - Chicago BT 609 airBaltic
05:55 Vilnius
in a way 13 hours 20 min 1 Stopover
19:15 O'Hare
Flights
from $ 313
29 July 2021
Brussels - Chicago UA 973 United Airlines Boeing 777
12:00 Brussels Airport
in a way 8 hours 55 min Direct
20:55 O'Hare
Flights
from $ 345
02 October 2021

The price of a ticket for a flight to Chicago depends on the class of the flight: economy, comfort or business class; on the presence of baggage or hand luggage; whether it is a one-way or a round-trip flight, a direct flight to Chicago or one with a transfer. The HolidayPrice.com search engine takes into account all of these factors, and always offers the best travel option.

Plane tickets from Chicago

Below you will find a selection of popular tickets for flights from Chicago airports and their prices. To purchase a ticket for a flight departing from Chicago, click on the “Buy” button opposite the destination you are interested in, and we will compare the cost.

Chicago - New York AA 2382 American Airlines Boeing 737-800
01:13 O'Hare
in a way 1 hours 47 min Direct
03:00 Newark Liberty
Flights
from $ 34
26 August 2021
Chicago - Los Angeles AA 2744 American Airlines Airbus A321
20:03 O'Hare
in a way 3 hours 57 min Direct
00:00 Los Angeles
Flights
from $ 61
07 September 2021
Chicago - Miami WN 1909 Southwest Airlines Boeing 737-700
13:40 Chicago Midway
in a way 2 hours 55 min Direct
16:35 Fort Lauderdale Executive Airport
Flights
from $ 32
22 August 2021
Chicago - San Francisco AA 1312 American Airlines Boeing 737-800
17:55 O'Hare
in a way 4 hours 5 min Direct
22:00 Norman Y. Mineta San Jose
Flights
from $ 85
14 September 2021
Chicago - Boston UA 1420 United Airlines Airbus A320
17:05 O'Hare
in a way 1 hours 55 min Direct
19:00 Boston RT128 Railway
Flights
from $ 68
28 September 2021
Chicago - Washington WN 1450 Southwest Airlines Boeing 737-700
13:40 Chicago Midway
in a way 1 hours 35 min Direct
15:15 Baltimore/Wash International Thurgood Marshall Airport
Flights
from $ 75
28 September 2021
Chicago - Seattle AA 1058 American Airlines Boeing 737-800
15:00 O'Hare
in a way 4 hours 0 min Direct
19:00 Seattle-Tacoma
Flights
from $ 86
18 September 2021
Chicago - Atlanta DL 2120 Delta Air Lines Boeing 717-200
18:36 Chicago Midway
in a way 1 hours 24 min Direct
20:00 Hartsfield-Jackson Atlanta
Flights
from $ 36
17 August 2021
Chicago - Orlando G4 2180 Allegiant Air Airbus A319
22:53 Chicago Rockford
in a way 2 hours 7 min Direct
01:00 Orlando Sanford
Flights
from $ 38
26 August 2021
Chicago - Minneapolis UA 1660 United Airlines Airbus A319
18:00 O'Hare
in a way 1 hours 0 min Direct
19:00 Saint Paul Island Airport
Flights
from $ 48
12 September 2021
Chicago - Las Vegas G4 226 Allegiant Air Airbus A319
20:41 Chicago Rockford
in a way 3 hours 27 min Direct
00:08 McCarran
Flights
from $ 34
12 August 2021
Chicago - Charlotte WN 489 Southwest Airlines Boeing 737-800
05:15 Chicago Midway
in a way 1 hours 40 min Direct
06:55 Charlotte Douglas
Flights
from $ 92
23 November 2021
Chicago - Denver AA 2885 American Airlines Boeing 737-800
19:50 O'Hare
in a way 2 hours 10 min Direct
22:00 Denver
Flights
from $ 32
22 September 2021
Chicago - Philadelphia AA 1948 American Airlines Boeing 737-800
16:19 O'Hare
in a way 1 hours 41 min Direct
18:00 Philadelphia
Flights
from $ 81
19 August 2021
Chicago - Detroit DL 3516 Delta Air Lines Canadair reg jet 700
21:08 Chicago Midway
in a way 0 hours 52 min Direct
22:00 Detroit Metropolitan Wayne County Airport
Flights
from $ 76
09 October 2021
Chicago - Tampa AA 2409 American Airlines Boeing 737-800
03:48 O'Hare
in a way 2 hours 12 min Direct
06:00 Tampa
Flights
from $ 39
31 August 2021
Chicago - Houston UA 1113 United Airlines Boeing 737-900
03:40 O'Hare
in a way 2 hours 20 min Direct
06:00 Marriot Astrodome
Flights
from $ 56
21 September 2021
Chicago - Beijing UA 851 United Airlines Boeing 777
20:55 O'Hare
in a way 13 hours 30 min Direct
10:25 Beijing Capital
Flights
from $ 1 024
16 September 2021
Chicago - Amsterdam KL 612 KLM Boeing 747-400
01:30 O'Hare
in a way 7 hours 40 min Direct
09:10 Schiphol airport
Flights
Find
01 August 2021
Chicago - Phuket UA 835 United Airlines Boeing 777
16:00 O'Hare
in a way 23 hours 0 min 1 Stopover
15:00 Phuket
Flights
from $ 432
16 August 2021
Chicago - Berlin AA 150 American Airlines Boeing 787-800
01:15 O'Hare
in a way 11 hours 15 min 1 Stopover
12:30 Tegel Airport
Flights
from $ 510
28 July 2021
Chicago - Frankfurt LH 431 Lufthansa Boeing 747-8i
01:15 O'Hare
in a way 8 hours 10 min Direct
09:25 Frankfurt Airport
Flights
from $ 351
13 September 2021
Chicago - Denpasar WN 1264 Southwest Airlines Boeing 737-700
13:00 Chicago Midway
in a way 21 hours 40 min 2 Stopovers
10:40 Ngurah Rai
Flights
from $ 550
06 March 2022
Chicago - Havana UA 2335 United Airlines Boeing 737-800
15:32 O'Hare
in a way 5 hours 58 min 1 Stopover
21:30 Jose Marti
Flights
from $ 1 355
30 July 2021
Chicago - Tenerife TP 242 TAP Portugal Airbus A330-200
00:20 O'Hare
in a way 14 hours 10 min 2 Stopovers
14:30 Tenerife North Airport
Flights
Find
01 August 2021
Chicago - London AA 90 American Airlines Boeing 787-800
18:15 O'Hare
in a way 7 hours 25 min Direct
01:40 Heathrow
Flights
from $ 343
17 August 2021
Chicago - Seoul KE 38 Korean Air Boeing 777-300ER
20:30 O'Hare
in a way 14 hours 0 min Direct
10:30 Incheon
Flights
from $ 490
10 August 2021
Chicago - Athens AA 160 American Airlines Boeing 787-800
01:25 O'Hare
in a way 10 hours 20 min Direct
11:45 Eleftherios Venizelos
Flights
Find
01 August 2021
Chicago - Colombo UA 938 United Airlines Boeing 767-300
03:05 O'Hare
in a way 20 hours 0 min 1 Stopover
23:05 Bandaranaike
Flights
Find
01 August 2021
Chicago - Vienna OS 66 Austrian Airlines Boeing 777-200
01:20 O'Hare
in a way 9 hours 0 min Direct
10:20 Vienna
Flights
from $ 363
12 October 2021
Chicago - Lisbon TP 228 TAP Portugal Airbus A330-200
01:00 O'Hare
in a way 7 hours 45 min Direct
08:45 Lisbon Portela Airport
Flights
from $ 278
25 October 2021
Chicago - Thessaloniki UA 907 United Airlines Boeing 767-300
23:55 O'Hare
in a way 12 hours 55 min 1 Stopover
12:50 Thessaloniki
Flights
Find
01 August 2021
Chicago - Munich LH 437 Lufthansa Airbus A350-900
23:45 O'Hare
in a way 8 hours 35 min Direct
08:20 Franz Josef Strauss Airport
Flights
from $ 349
18 August 2021
Chicago - Belgrade UA 952 United Airlines Boeing 777
00:05 O'Hare
in a way 11 hours 30 min 1 Stopover
11:35 Belgrad Nikola Tesla Airport
Flights
from $ 468
06 October 2021
Chicago - Delhi AI 126 Air India Boeing 777-300ER
22:30 O'Hare
in a way 14 hours 15 min Direct
12:45 Indira Gandhi
Flights
from $ 363
09 January 2022
Chicago - Riga SK 946 Scandinavian Airlines Airbus A330-300
22:00 O'Hare
in a way 11 hours 10 min 1 Stopover
09:10 Riga
Flights
from $ 377
05 September 2021
Chicago - Madrid IB 6274 Iberia Airbus A340-600
00:40 O'Hare
in a way 8 hours 5 min Direct
08:45 Adolfo Suarez Madrid-Barajas Airport
Flights
from $ 303
30 July 2021
Chicago - Varna UA 958 United Airlines Boeing 767-300
21:55 O'Hare
in a way 15 hours 40 min 2 Stopovers
13:35 Varna Airport
Flights
Find
01 August 2021
Chicago - Vilnius UA 907 United Airlines Boeing 767-300
23:55 O'Hare
in a way 12 hours 20 min 1 Stopover
12:15 Vilnius
Flights
Find
01 August 2021
Chicago - Brussels UA 972 United Airlines Boeing 767-300
01:50 O'Hare
in a way 8 hours 0 min Direct
09:50 Brussels Airport
Flights
from $ 418
21 December 2021
Airports in 238 cities offer direct flights to Chicago

Popular cities from which you can fly direct to Chicago and back are: Phoenix, Dallas, Seattle, New York, Cincinnati. The cheapest flight to Chicago found in the last 48 hours by our customers at Tripsta.co.uk is just from $ 24, on the route Fort Myers - Chicago. Planes fly to Chicago from 238 cities.

Phoenix from $ 29Dallas from $ 29Seattle from $ 70New York from $ 31Cincinnati
Cancun from $ 78Los Angeles from $ 54Las Vegas from $ 36Orlando from $ 45Miami from $ 30
San Francisco from $ 66Tampa from $ 25Boston from $ 47Minneapolis from $ 52Austin from $ 71
You can fly to Chicago from 35 countries

You can purchase tickets for direct flights to Chicago departing from 35 countries. The most popular countries of departure are: United States, Mexico, Canada, Costa Rica, India. The cheapest flight to Chicago on the route United States - Chicago (Fort Myers - Chicago), and costs from $ 24

United States from $ 24Mexico from $ 78Canada from $ 157Costa Rica from $ 205India from $ 481
United Arab Emirates from $ 354Puerto Rico from $ 64China from $ 618Poland from $ 235Belize from $ 295
Iceland from $ 389France from $ 225Sweden from $ 340Brazil from $ 331Finland from $ 333
53 airlines fly to Chicago

You can reach Chicago with the help of one of 53 airlines. The best air carriers that can help you get to this destination are: United Airlines, American Airlines, Southwest Airlines, Aer Lingus, Spirit Airlines. The fastest flight to Chicago is operated by United Airlines (UA 3767) on the route Milwaukee - Chicago. The airline's Canadair regional jet travels the distance between General Mitchell and O'Hare in an average of 00:30 minutes.

Types of airplanes that fly to Chicago

There are 34 models of aircraft that fly to Chicago. The flights are operated by 53 airlines.

  • Boeing 737-800
  • Canadair regional jet
  • Boeing 737-700
  • Embraer RJ145
  • Canadair reg jet 700
  • Embraer 175
  • Boeing 777-300ER
  • Airbus A319
  • Airbus A320
  • Boeing 787-800
  • Embraer EMB 175
  • Boeing 777
  • Boeing 787-900
  • Boeing 737-900
  • Embraer ERJ-135/140/145 Regional Jet
  • Search Map for flights from Chicago

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