Cheap Flights to Chicago

120 deals to Chicago

Chicago skyline and Lake Michigan
Save 65%
$62
$213
Atlanta skyline at sunset
ATLCHI
Atlanta to Chicago
Frontier Airlines
Nonstop·round trip
Apr 25 – May 3
Chicago skyline and Lake Michigan
Save 65%
$214
$737
Hartford Connecticut skyline
BDLCHI
Hartford to Chicago
Frontier Airlines
Nonstop·round trip
May 1 – May 4
Chicago skyline and Lake Michigan
Save 61%
$71
$183
Nashville skyline with Broadway
BNACHI
Nashville to Chicago
Allegiant Air
Nonstop·round trip
Jun 25 – Jun 28
Chicago skyline and Lake Michigan
Save 60%
$121
$303
San Diego skyline and Coronado Bridge
SANCHI
San Diego to Chicago
Southwest Airlines
Nonstop·round trip
Apr 24 – May 5
Chicago skyline and Lake Michigan
Save 59%
$124
$303
San Diego skyline and Coronado Bridge
SANCHI
San Diego to Chicago
Southwest Airlines
Nonstop·round trip
Apr 24 – May 5
Chicago skyline and Lake Michigan
Save 59%
$124
$303
San Diego skyline and Coronado Bridge
SANCHI
San Diego to Chicago
Southwest Airlines
Nonstop·round trip
Apr 23 – May 5
Chicago skyline and Lake Michigan
Save 59%
$157
$383
Sacramento Capitol building and skyline
SMFCHI
Sacramento to Chicago
Alaska Airlines
Nonstop·round trip
Jul 7 – Jul 31
Chicago skyline and Lake Michigan
Save 58%
$77
$185
Miami Beach oceanfront
MIACHI
Miami to Chicago
Spirit Airlines
Nonstop·round trip
Apr 30 – May 11
Chicago skyline and Lake Michigan
Save 57%
$99
$228
Los Angeles skyline at dusk
LAXCHI
Los Angeles to Chicago
Frontier Airlines
Nonstop·round trip
Apr 19 – Apr 22
Chicago skyline and Lake Michigan
Save 54%
$58
$126
Miami Beach oceanfront
MIACHI
Miami to Chicago
Frontier Airlines
Nonstop·round trip
Apr 26 – May 2
Chicago skyline and Lake Michigan
Save 54%
$72
$156
Houston Texas skyline
HOUCHI
Houston to Chicago
Frontier Airlines
Nonstop·round trip
Apr 14 – Apr 16
Chicago skyline and Lake Michigan
Save 53%
$154
$325
San Diego skyline and Coronado Bridge
SANCHI
San Diego to Chicago
American Airlines
Nonstop·round trip
Apr 24 – May 5
Chicago skyline and Lake Michigan
Save 48%
$76
$146
Houston skyline at sunset
IAHCHI
Houston to Chicago
Spirit Airlines
Nonstop·round trip
Apr 14 – Apr 21
Chicago skyline and Lake Michigan
Save 48%
$382
$737
Hartford Connecticut skyline
BDLCHI
Hartford to Chicago
American Airlines
Nonstop·round trip
May 1 – May 5
Chicago skyline and Lake Michigan
Save 46%
$117
$217
Phoenix skyline with desert mountains
PHXCHI
Phoenix to Chicago
Frontier Airlines
Nonstop·round trip
Apr 16 – Apr 21
Chicago skyline and Lake Michigan
Save 45%
$84
$153
Dallas skyline aerial view
DFWCHI
Dallas to Chicago
Frontier Airlines
Nonstop·round trip
Apr 21 – May 1
Chicago skyline and Lake Michigan
Save 40%
$194
$325
Pittsburgh Pennsylvania skyline
PITCHI
Pittsburgh to Chicago
Southwest Airlines
Nonstop·round trip
Jun 11 – Jun 15
Chicago skyline and Lake Michigan
Save 37%
$72
$115
New York City skyline from New Jersey
EWRCHI
Newark to Chicago
Frontier Airlines
Nonstop·round trip
Apr 24 – Apr 25
Chicago skyline and Lake Michigan
Save 36%
$84
$132
Atlanta skyline at sunset
ATLCHI
Atlanta to Chicago
Frontier Airlines
Nonstop·round trip
Jun 3 – Jun 9
Chicago skyline and Lake Michigan
Save 36%
$412
$648
San Jose downtown skyline
SJCCHI
San Jose to Chicago
Southwest Airlines
Nonstop·round trip
Apr 21 – Apr 24
Chicago skyline and Lake Michigan
Save 35%
$249
$383
Sacramento Capitol building and skyline
SMFCHI
Sacramento to Chicago
Southwest Airlines
Nonstop·round trip
Jul 7 – Jul 31
Chicago skyline and Lake Michigan
Save 35%
$253
$371
Jacksonville skyline and St. Johns River
JAXCHI
Jacksonville to Chicago
American Airlines
Nonstop·round trip
May 6 – May 9
Chicago skyline and Lake Michigan
Save 33%
$77
$115
New York City skyline from New Jersey
EWRCHI
Newark to Chicago
Spirit Airlines
Nonstop·round trip
Apr 18 – Apr 22
Chicago skyline and Lake Michigan
Save 33%
$129
$193
Denver skyline with Rocky Mountains
DENCHI
Denver to Chicago
Frontier Airlines
Nonstop·round trip
Apr 30 – May 3
Chicago skyline and Lake Michigan
Save 32%
$236
$348
Seattle skyline with Space Needle and Mount Rainier
SEACHI
Seattle to Chicago
Frontier Airlines
Nonstop·round trip
Apr 16 – Apr 23
Chicago skyline and Lake Michigan
Save 32%
$322
$473
Laguna Beach Orange County California
SNACHI
Santa Ana to Chicago
Alaska Airlines
Nonstop·round trip
Dec 25 – Jan 9
Chicago skyline and Lake Michigan
Save 30%
$154
$220
New York City Manhattan skyline
JFKCHI
New York to Chicago
JetBlue Airways
Nonstop·round trip
Apr 15 – Apr 24
Chicago skyline and Lake Michigan
Save 30%
$169
$243
Dallas Texas skyline
DALCHI
DAL to Chicago
Southwest Airlines
Nonstop·round trip
Apr 23 – Apr 25
Chicago skyline and Lake Michigan
$159
$239
Louisville Kentucky skyline
SDFCHI
Louisville to Chicago
Southwest Airlines
Nonstop·round trip
Aug 18 – Aug 31
Chicago skyline and Lake Michigan
$228
$282
Kansas City Union Station and skyline
MCICHI
Kansas City to Chicago
Frontier Airlines
Nonstop·round trip
May 13 – May 16
Chicago skyline and Lake Michigan
$85
$115
New York City skyline from New Jersey
EWRCHI
Newark to Chicago
Spirit Airlines
Nonstop·round trip
Apr 14 – Apr 14
Chicago skyline and Lake Michigan
$167
$217
Phoenix skyline with desert mountains
PHXCHI
Phoenix to Chicago
Frontier Airlines
Nonstop·round trip
Apr 15 – Apr 19
Chicago skyline and Lake Michigan
$121
$155
Las Vegas Strip with Bellagio fountains
LASCHI
Las Vegas to Chicago
Spirit Airlines
Nonstop·round trip
Apr 16 – Apr 22
Chicago skyline and Lake Michigan
$75
$94
Fort Lauderdale beach aerial
FLLCHI
Fort Lauderdale to Chicago
Frontier Airlines
Nonstop·round trip
Apr 25 – Apr 27
Chicago skyline and Lake Michigan
$151
$188
Baltimore Inner Harbor at night
BWICHI
Baltimore to Chicago
Frontier Airlines
Nonstop·round trip
Apr 24 – Apr 26
Chicago skyline and Lake Michigan
$165
$205
Ontario California aerial with San Gabriel Mountains
ONTCHI
Ontario to Chicago
Southwest Airlines
Nonstop·round trip
May 20 – May 25
Chicago skyline and Lake Michigan
$277
$348
Seattle skyline with Space Needle and Mount Rainier
SEACHI
Seattle to Chicago
Alaska Airlines
Nonstop·round trip
Apr 15 – Apr 23
Chicago skyline and Lake Michigan
$277
$282
Kansas City Union Station and skyline
MCICHI
Kansas City to Chicago
Southwest Airlines
Nonstop·round trip
May 13 – May 16
Chicago skyline and Lake Michigan
$284
$356
Rochester New York High Falls at sunset
ROCCHI
Rochester to Chicago
JetBlue Airways
Nonstop·round trip
Aug 12 – Aug 15
Chicago skyline and Lake Michigan
$171
$205
Ontario California aerial with San Gabriel Mountains
ONTCHI
Ontario to Chicago
Frontier Airlines
Nonstop·round trip
Apr 15 – Apr 18
Chicago skyline and Lake Michigan
$163
$195
Minneapolis skyline with Stone Arch Bridge
MSPCHI
Minneapolis to Chicago
Sun Country Airlines
Nonstop·round trip
Jul 28 – Aug 1
Chicago skyline and Lake Michigan
$81
$94
Fort Lauderdale beach aerial
FLLCHI
Fort Lauderdale to Chicago
Frontier Airlines
Nonstop·round trip
Apr 18 – Apr 21
Chicago skyline and Lake Michigan
$186
$217
Phoenix skyline with desert mountains
PHXCHI
Phoenix to Chicago
Frontier Airlines
Nonstop·round trip
Apr 8 – Apr 14Last Chance
Chicago skyline and Lake Michigan
$203
$234
San Francisco Golden Gate Bridge
SFOCHI
San Francisco to Chicago
Frontier Airlines
Nonstop·round trip
Apr 21 – Apr 23
Chicago skyline and Lake Michigan
$286
$327
Hartford Connecticut skyline
BDLCHI
Hartford to Chicago
JetBlue Airways
Nonstop·round trip
Jun 4 – Jun 12
Chicago skyline and Lake Michigan
$180
$200
Austin skyline and Congress Avenue Bridge
AUSCHI
Austin to Chicago
Frontier Airlines
Nonstop·round trip
May 6 – May 11
Chicago skyline and Lake Michigan
$141
$155
Las Vegas Strip with Bellagio fountains
LASCHI
Las Vegas to Chicago
Frontier Airlines
Nonstop·round trip
Apr 29 – May 1
Chicago skyline and Lake Michigan
$210
$219
Charlotte skyline
CLTCHI
Charlotte to Chicago
Frontier Airlines
Nonstop·round trip
Apr 11 – Apr 12Ending Soon
Chicago skyline and Lake Michigan
$240
$252
Dallas Texas skyline
DALCHI
DAL to Chicago
Southwest Airlines
Nonstop·round trip
Apr 30 – May 3
Chicago skyline and Lake Michigan
$151
$156
Philadelphia skyline with City Hall
PHLCHI
Philadelphia to Chicago
Frontier Airlines
Nonstop·round trip
Apr 17 – Apr 19
View all 120 deals