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Cheap flights to Chicago

From
Chicago
CHI

Planning a trip to Chicago involves choosing the best route to one of the four airports serving the region. Main international flights arrive at O'Hare International Airport, located 25 km from the city center, as well as Chicago Midway International Airport, situated just 14 km away. The most active flight connections are with New York, with 1,202 weekly flights, as well as Toronto and Washington. For more arrival details, you can check information on how to get there and what weather to expect in the city.

In total, 85 airlines operate flights to this metropolis, offering passengers flexibility in choosing fares and departure times. The leading carriers by number of flights are United Airlines, American Airlines, and Alaska Airlines. Below on this page, you will find departure city cards with a search form to help you compare offers and find the right option. Besides the main hubs, flights may also arrive at Midway International Airport or Chicago Rockford International Airport.

Recent deals to Chicago

F9
$ 56

Fort Lauderdale — Chicago

10:18—12:50
2 Sep 2026
3 h 32 m
Direct flight
F9
$ 58

Houston — Chicago

21:58—00:49
30 Aug 2026
2 h 51 m
Direct flight
F9
$ 64

Atlanta — Chicago

06:35—07:53
25 Aug 2026
2 h 18 m
Direct flight
F9
$ 69

Orlando — Chicago

21:00—23:08
26 Aug 2026
3 h 8 m
Direct flight
SY
$ 71

Minneapolis — Chicago

08:05—09:43
31 Aug 2026
1 h 38 m
Direct flight
F9
F9
$ 75

Cleveland — Chicago

17:15—22:47
31 Aug 2026
4 h 13 m
1 stop
DL
DL
$ 77

St. Louis — Chicago

06:30—10:42
1 Sep 2026
3 h 1 m
1 stop
F9
$ 78

Denver — Chicago

09:55—13:36
31 Aug 2026
2 h 41 m
Direct flight
F9
F9
$ 81

Raleigh — Chicago

06:05—10:55
26 Aug 2026
3 h 53 m
1 stop
F9
$ 81

Philadelphia — Chicago

06:00—07:29
24 Aug 2026
2 h 29 m
Direct flight
F9
F9
$ 82

Nashville — Chicago

17:05—23:08
26 Aug 2026
5 h 22 m
1 stop
F9
F9
$ 83

New York City — Chicago

13:35—20:15
1 Sep 2026
6 h 36 m
1 stop

Flight insights to Chicago

Data-driven trends for direct flights to Chicago — how often airlines fly, where passengers come from, and typical fares and flight times.

Most frequent departure cities

The most frequent direct routes to Chicago come from New York City, Toronto and Washington, D.C.. New York City leads with around 1202 flights a week.

Top departure countries

Most direct flights to Chicago depart from United States, Canada and Mexico. United States alone accounts for about 89% of all direct routes.

  • United Statesavg $103
  • Canadaavg $147
  • Mexicoavg $176
  • United Kingdomavg $396

Direct routes & fares

Popular non-stop routes to Chicago range from Minneapolis at $58 to Toronto at $125 — a quick way to compare direct-flight fares.

Cheapest departure cities

The cheapest places to fly to Chicago from right now are Miami from $47, Fort Lauderdale from $51 and Atlanta from $53.

Longest direct flights

The longest direct flight to Chicago is from London at about 8h 40m, followed by San Francisco (4h 20m) and Portland (4h 8m).

Popular departure cities to Chicago

New York CityUnited States
New York City
1202 flights/weekFrom $ 83
TorontoCanada
Toronto
796 flights/weekFrom $ 125
Washington, D.C.United States
Washington, D.C.
572 flights/weekFrom $ 77
DetroitUnited States
Detroit
453 flights/weekFrom $ 86
MinneapolisUnited States
Minneapolis
453 flights/weekFrom $ 58
AtlantaUnited States
Atlanta
439 flights/weekFrom $ 53
Los AngelesUnited States
Los Angeles
426 flights/weekFrom $ 82
BostonUnited States
Boston
394 flights/weekFrom $ 87
SeattleUnited States
Seattle
362 flights/weekFrom $ 114
DallasUnited States
Dallas
361 flights/weekFrom $ 95
OrlandoUnited States
Orlando
321 flights/weekFrom $ 68
IndianapolisUnited States
Indianapolis
287 flights/weekFrom $ 75
HoustonUnited States
Houston
274 flights/weekFrom $ 57
PhiladelphiaUnited States
Philadelphia
252 flights/weekFrom $ 67
CharlotteUnited States
Charlotte
251 flights/weekFrom $ 75
San DiegoUnited States
San Diego
243 flights/weekFrom $ 106
CincinnatiUnited States
Cincinnati
242 flights/weekFrom $ 84
St. LouisUnited States
St. Louis
241 flights/weekFrom $ 74
DenverUnited States
Denver
240 flights/weekFrom $ 63
MontrealCanada
Montreal
237 flights/weekFrom $ 168
MilwaukeeUnited States
Milwaukee
234 flights/weekFrom $ 106
LondonUnited Kingdom
London
222 flights/weekFrom $ 396
MadisonUnited States
Madison
222 flights/weekFrom $ 218
ColumbusUnited States
Columbus
210 flights/weekFrom $ 82
AppletonUnited States
Appleton
209 flights/weekFrom $ 164
Grand RapidsUnited States
Grand Rapids
202 flights/weekFrom $ 91
NashvilleUnited States
Nashville
197 flights/weekFrom $ 83
PittsburghUnited States
Pittsburgh
197 flights/weekFrom $ 71
Las VegasUnited States
Las Vegas
192 flights/weekFrom $ 103
PhoenixUnited States
Phoenix
190 flights/weekFrom $ 101
ClevelandUnited States
Cleveland
182 flights/weekFrom $ 74
MiamiUnited States
Miami
180 flights/weekFrom $ 47
RaleighUnited States
Raleigh
176 flights/weekFrom $ 85
Kansas CityUnited States
Kansas City
175 flights/weekFrom $ 102
Traverse CityUnited States
Traverse City
175 flights/weekFrom $ 180
San FranciscoUnited States
San Francisco
169 flights/weekFrom $ 87
Oklahoma CityUnited States
Oklahoma City
167 flights/weekFrom $ 134
Fort WayneUnited States
Fort Wayne
164 flights/weekFrom $ 173
WichitaUnited States
Wichita
164 flights/weekFrom $ 146
AustinUnited States
Austin
161 flights/weekFrom $ 96
TampaUnited States
Tampa
160 flights/weekFrom $ 82
Cedar RapidsUnited States
Cedar Rapids
159 flights/weekFrom $ 142
DaytonUnited States
Dayton
158 flights/weekFrom $ 227
KnoxvilleUnited States
Knoxville
151 flights/weekFrom $ 117
LouisvilleUnited States
Louisville
149 flights/weekFrom $ 90
Mexico CityMexico
Mexico City
146 flights/weekFrom $ 160
South BendUnited States
South Bend
143 flights/weekFrom $ 151
Des MoinesUnited States
Des Moines
139 flights/weekFrom $ 99
PortlandUnited States
Portland
137 flights/weekFrom $ 89
Fort LauderdaleUnited States
Fort Lauderdale
136 flights/weekFrom $ 51
MolineUnited States
Moline
131 flights/weekFrom $ 136
New OrleansUnited States
New Orleans
127 flights/weekFrom $ 87
Salt Lake CityUnited States
Salt Lake City
120 flights/weekFrom $ 69
Fort MyersUnited States
Fort Myers
118 flights/weekFrom $ 143
RochesterUnited States
Rochester
116 flights/weekFrom $ 151
TulsaUnited States
Tulsa
116 flights/weekFrom $ 94
MemphisUnited States
Memphis
115 flights/weekFrom $ 135
Green BayUnited States
Green Bay
109 flights/weekFrom $ 147
CancunMexico
Cancun
107 flights/weekFrom $ 166
GuadalajaraMexico
Guadalajara
105 flights/weekFrom $ 203

Frequently asked questions

Which cities have the most frequent flights to Chicago?
The most popular routes are New York (1,202 flights per week), Toronto (796 flights), and Washington (572 flights). High flight frequencies are also recorded from Detroit and Atlanta.
How many airlines fly to Chicago?
There are 85 airlines operating on this route. The bulk of the traffic is provided by giants such as United Airlines, American Airlines, and Alaska Airlines.
Which airports serve flights to Chicago?
The city is served by four airports: O'Hare International Airport, Chicago Midway International Airport, as well as Midway International Airport and Chicago Rockford International Airport.
How to find cheap flights to Chicago?
It is recommended to compare offers from different carriers, including low-cost airlines like Frontier Airlines and Spirit Airlines. The most convenient way to do this is via the search form in the departure city cards shown below.
When is the best time to buy flight tickets to Chicago?
To get the best deals, book your tickets in advance, preferably several months before your departure date. This is especially relevant for flights with major carriers such as Delta or Air Canada.

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