Book a flight departing from Chicago, IL (Illinois)

All non-stop flights (direct) as well as those with stopovers

Direct flights from Chicago

DestinationDeparture atReturn atAirlineFind tickets
Atlanta3 September 20226 September 2022Tickets from 39
Asheville4 November 20227 November 2022Tickets from 83
Nashville4 September 202210 September 2022Tickets from 96
Boston19 August 202225 August 2022Tickets from 116
Burlington29 September 202213 October 2022Tickets from 162
Denver7 September 202210 September 2022Tickets from 99
Dallas8 September 202212 September 2022Tickets from 49
Fort Lauderdale1 October 20225 October 2022Tickets from 82
Fort Myers11 October 20224 November 2022Tickets from 173
Huntsville1 November 20229 November 2022Tickets from 132
Indianapolis24 December 202231 December 2022Tickets from 167
Las Vegas7 September 202212 September 2022Tickets from 74
Los Angeles19 October 202223 October 2022Tickets from 47
Miami29 August 202231 August 2022Tickets from 71
Minneapolis31 October 20224 November 2022Tickets from 137
New Orleans6 September 202210 September 2022Tickets from 70
Myrtle Beach25 September 202228 September 2022Tickets from 79
New York6 September 202227 September 2022Tickets from 156
Oakland24 August 20224 September 2022Tickets from 169
Ontario30 August 202230 August 2022Tickets from 97
Orlando10 September 202214 September 2022Tickets from 88
Philadelphia15 September 202220 September 2022Tickets from 102
Phoenix30 August 20224 September 2022Tickets from 139
Houston3 September 202217 September 2022Tickets from 71
San Diego17 January 202321 January 2023Tickets from 164
Sarasota2 February 20235 February 2023Tickets from 128
Tampa22 August 202224 August 2022Tickets from 62
Knoxville9 September 202212 September 2022Tickets from 49

 

Flights from Chicago

DestinationDeparture atReturn atAirlineFind tickets
Las Vegas24 August 202230 August 2022Tickets from 247
Los Angeles2 September 20223 September 2022Tickets from 856
Miami21 August 202225 August 2022Tickets from 218
New York8 September 202212 September 2022Tickets from 1 105
Orlando28 September 20223 October 2022Tickets from 219
Dallas21 September 202224 September 2022Tickets from 166
Mexico City18 December 202210 January 2023Tickets from 1 235
Fort Lauderdale18 October 202227 October 2022Tickets from 145
Atlanta17 August 202219 August 2022Tickets from 393
Guadalajara20 August 202222 August 2022Tickets from 863
San Juan20 August 202230 August 2022Tickets from 537
Tampa24 December 202230 December 2022Tickets from 458
Cancun17 August 202223 August 2022Tickets from 279
Skopje10 October 202231 October 2022Tickets from 676
Phoenix25 March 202330 March 2023Tickets from 654
Seattle17 September 202219 September 2022Tickets from 418
Moscow29 August 20227 September 2022Tickets from 2 392
Boston4 October 202221 October 2022Tickets from 166
Istanbul10 September 202224 September 2022Tickets from 1 722
New Orleans26 August 202228 August 2022Tickets from 114
Washington28 October 202231 October 2022Tickets from 308
Denver26 August 202228 August 2022Tickets from 106
Mumbai22 December 202219 January 2023Tickets from 1 869
Philadelphia10 September 202213 September 2022Tickets from 289
San Francisco26 August 202229 August 2022Tickets from 411
Warsaw21 August 202212 September 2022Tickets from 958
Saint Petersburg23 October 202220 November 2022Tickets from 2 228
Kathmandu17 September 202210 October 2022Tickets from 1 245
Minneapolis27 October 202230 October 2022Tickets from 137
London25 August 202228 August 2022Tickets from 1 007

 

Cheap flights from Chicago

DestinationDeparture atReturn atFind tickets
Miami17 September 202218 September 2022Tickets from 121
Fort Lauderdale17 September 202218 September 2022Tickets from 121
Atlanta20 August 202222 August 2022Tickets from 133
Orlando20 October 202224 October 2022Tickets from 148
Newburgh23 August 202224 August 2022Tickets from 157
Tampa18 August 202222 August 2022Tickets from 178
Las Vegas26 August 202229 August 2022Tickets from 180
New York17 September 202222 September 2022Tickets from 181
Austin4 September 20226 September 2022Tickets from 187
Los Angeles9 September 202211 September 2022Tickets from 195
Seattle12 September 202213 September 2022Tickets from 224
Nashville30 September 20223 October 2022Tickets from 241
Philadelphia5 September 20229 September 2022Tickets from 242
Detroit26 August 202231 August 2022Tickets from 244
Portland3 September 20226 September 2022Tickets from 245
Washington18 August 202219 August 2022Tickets from 247
San Juan31 August 20223 September 2022Tickets from 252
Cleveland19 August 202221 August 2022Tickets from 267
San Francisco9 September 202211 September 2022Tickets from 273
Mexico City30 September 20223 October 2022Tickets from 281
Aguadilla8 February 202313 February 2023Tickets from 322
McAllen3 September 20225 September 2022Tickets from 322
Norfolk12 May 202315 May 2023Tickets from 329
Baltimore18 August 202219 August 2022Tickets from 382
Cody25 September 202227 September 2022Tickets from 394
Guadalajara3 September 20225 September 2022Tickets from 423
Montego Bay4 November 20226 November 2022Tickets from 428
San José del Cabo23 November 202228 November 2022Tickets from 448
Freeport26 September 20222 October 2022Tickets from 459
Cancun2 January 20236 January 2023Tickets from 462
Punta Cana2 February 20237 February 2023Tickets from 467
Pasco2 September 20223 September 2022Tickets from 474
Honolulu7 November 202213 November 2022Tickets from 474
Rome14 September 202220 September 2022Tickets from 512
Aruba5 September 20228 September 2022Tickets from 525
London5 October 202210 October 2022Tickets from 600
Copenhagen23 December 202227 December 2022Tickets from 614
Bogota19 August 202221 August 2022Tickets from 734
Munich21 September 202227 September 2022Tickets from 771
Prague24 September 202230 September 2022Tickets from 782
Istanbul18 October 202221 October 2022Tickets from 855
Saint Petersburg12 October 202217 October 2022Tickets from 880
Athens3 September 20229 September 2022Tickets from 895
Sao Paulo27 September 20223 October 2022Tickets from 911
Ibiza1 September 20227 September 2022Tickets from 1 000
Casablanca3 September 20229 September 2022Tickets from 1 054
Tivat16 August 202220 August 2022Tickets from 1 079
Dubai27 December 20222 January 2023Tickets from 1 175
Moscow12 October 202217 October 2022Tickets from 1 280
Baku5 September 20228 September 2022Tickets from 1 303
Melbourne31 August 20225 September 2022Tickets from 1 931
Bora Bora3 September 20229 September 2022Tickets from 1 943
Helsinki16 August 202217 August 2022Tickets from 2 201
Naples30 August 20225 September 2022Tickets from 6 400

Booking flights from Chicago, IL isn't a complicated process, and in fact, it can be one of the easiest ways to see the windy city. You don't have to worry about whether you'll be able to get to your destination on time, as Chicago is one of the busiest airports in the world and always has empty seats. Plus, if you plan to visit during a particularly popular time of year, like Thanksgiving, Chicago also offers some of the most breathtaking scenery in the whole country. Booking your flight from Chicago will be one of the most important travel decisions you can make.

If you are considering traveling with a local airline, such as Delta Airlines or American Airlines, they will likely offer you the most competitive fares available. Even if you pay a little more for these flights, it will still be a lot less than booking with a specialist travel agency, which has access to better deals and lower overhead costs. Plus, Chicago is a central location for business travelers, making it easy to get to and from the airport to your hotel. You may also find that you will save money by contacting various airlines for last minute flight deals.