background

Flight Deals to Chicago from $44

Fly where?

Top flight deals from leading airlines:

DL LogoAS LogoUA LogoHA LogoQR LogoSQ LogoNH Logo

... and +100s more

Change Your Mind? No Problem

Cancel within 24 hours for a full refund—no questions asked.

Price Drop Protection

We’ll refund the difference if the price drops before you fly.

No Surprises at Checkout

The prices shown are exactly what you pay, with no hidden taxes or fees.

24/7 Support

Expert travel agents, ready to help anytime by phone, chat, or email.

Stops

  • Nonstop
    from $117
  • Up to 1 stop
    $152

Airlines

  • Alaska Airlines
    $274
  • American Airlines
    $226
  • CONTOUR AIRLINES
    $344
  • Delta Air Lines
    $196
  • Denver Air Connection
    $302
  • Frontier Airlines
    $117
  • Hawaiian Airlines
    $264
  • Spirit Airlines
    $129
  • United Airlines
    $226

Cabin Class

  • Economy
    $117

Departure Airports

  • Dallas Fort Worth International Airport
    $129
  • Dallas Love Field
    $196
  • Denver International Airport
    $216
  • Detroit Metropolitan Airport
    $152
  • Hartsfield Jackson Atlanta International Airport
    $117
  • Los Angeles International Airport
    $237
  • Ontario International Airport
    $274

Arrival Airports

  • Chicago Midway Airport
    $152
  • Chicago O Hare Airport
    $117

Layover Airports

  • Baltimore/Washington International Thurgood Marshall Airport
    $152
  • Charlotte Douglas International Airport
    $295
  • Dallas Fort Worth International Airport
    $166
  • Denver International Airport
    $353
  • Detroit Metropolitan Airport
    $196
  • Fort Lauderdale Hollywood International Airport
    $386
  • George Bush Intercontinental Houston Airport
    $236
  • Hartsfield Jackson Atlanta International Airport
    $152
  • Kansas City International Airport
    $355
  • Louis Armstrong New Orleans International Airport
    $196
  • McKellar-Sipes Regional Airport
    $255
  • Minneapolis-St Paul International/Wold-Chamberlain Airport
    $216
  • New York LaGuardia Airport
    $155
  • Newark Liberty Airport
    $349
  • Orlando International Airport
    $155
  • Phoenix Sky Harbor International Airport
    $428
  • Portland International Airport
    $264
  • Reagan Washington National Airport
    $293
  • Salt Lake City International Airport
    $367
  • San Francisco International Airport
    $423
  • Seattle Tacoma International Airport
    $264
  • Tulsa International Airport
    $283
  • Washington Dulles Airport
    $355
  • Waynesville-St. Robert Regional Forney field
    $319
Frontier Airlines Logo
9:24 am – 10:49 am
Atlanta(ATL)Chicago(ORD)
ATL - ORD · 1h 25m
26 Feb
1h 25m
26 Feb
nonstop
Frontier Airlines Logo
6:00 am – 9:18 am
Chicago(ORD)Atlanta(ATL)
ORD - ATL · 3h 18m
28 Feb
3h 18m
28 Feb
nonstop
$117
Spirit Airlines Logo
7:20 am – 9:44 am
Dallas(DFW)Chicago(ORD)
DFW - ORD · 2h 24m
19 Feb
2h 24m
19 Feb
nonstop
Spirit Airlines Logo
6:53 pm – 9:27 pm
Chicago(ORD)Dallas(DFW)
ORD - DFW · 2h 34m
23 Feb
2h 34m
23 Feb
nonstop
$129
Frontier Airlines Logo
7:22 pm – 5:13 pm
Detroit(DTW)Chicago(MDW)
DTW - MDW · 22h 51m
24 Oct
22h 51m
24 Oct
1 stop
BWI
Frontier Airlines Logo
6:20 am – 5:12 pm
Chicago(MDW)Detroit(DTW)
MDW - DTW · 9h 52m
31 Oct
9h 52m
31 Oct
1 stop
ATL
$152
Spirit Airlines Logo
2:53 pm – 9:33 pm
Detroit(DTW)Chicago(ORD)
DTW - ORD · 7h 40m
24 Oct
7h 40m
24 Oct
1 stop
MCO
Spirit Airlines Logo
11:08 am – 6:44 pm
Chicago(ORD)Detroit(DTW)
ORD - DTW · 6h 36m
31 Oct
6h 36m
31 Oct
1 stop
LGA
$155
Frontier Airlines Logo
2:33 pm – 9:58 pm
Atlanta(ATL)Chicago(ORD)
ATL - ORD · 7h 25m
26 Feb
7h 25m
26 Feb
1 stop
DFW
Frontier Airlines Logo
6:00 am – 9:18 am
Chicago(ORD)Atlanta(ATL)
ORD - ATL · 3h 18m
28 Feb
3h 18m
28 Feb
nonstop
$166
Delta Air Lines Logo
6:37 pm – 11:54 pm
Dallas(DAL)Chicago(ORD)
DAL - ORD · 5h 17m
25 Feb
5h 17m
25 Feb
1 stop
ATL
Delta Air Lines Logo
9:30 am – 2:55 pm
Chicago(ORD)Dallas(DAL)
ORD - DAL · 5h 25m
3 Mar
5h 25m
3 Mar
1 stop
DTW
$196
Delta Air Lines Logo
7:25 am – 8:39 am
Atlanta(ATL)Chicago(ORD)
ATL - ORD · 1h 14m
17 Feb
1h 14m
17 Feb
nonstop
Delta Air Lines Logo
10:35 am – 1:35 pm
Chicago(ORD)Atlanta(ATL)
ORD - ATL · 3h
19 Feb
3h
19 Feb
nonstop
$196
Spirit Airlines Logo
2:53 pm – 9:33 pm
Detroit(DTW)Chicago(ORD)
DTW - ORD · 7h 40m
24 Oct
7h 40m
24 Oct
1 stop
MCO
Spirit Airlines Logo
7:25 am – 2:10 pm
Chicago(ORD)Detroit(DTW)
ORD - DTW · 5h 45m
31 Oct
5h 45m
31 Oct
1 stop
MSY
$196
Delta Air Lines Logo
9:40 am – 7:29 pm
Denver(DEN)Chicago(ORD)
DEN - ORD · 9h 49m
10 Feb
9h 49m
10 Feb
1 stop
ATL
Delta Air Lines Logo
6:00 am – 12:55 pm
Chicago(ORD)Denver(DEN)
ORD - DEN · 6h 55m
17 Feb
6h 55m
17 Feb
1 stop
MSP
$216
American Airlines Logo
11:42 am – 2:01 pm
Dallas(DFW)Chicago(ORD)
DFW - ORD · 2h 19m
19 Feb
2h 19m
19 Feb
nonstop
American Airlines Logo
6:00 am – 8:29 am
Chicago(ORD)Dallas(DFW)
ORD - DFW · 2h 29m
23 Feb
2h 29m
23 Feb
nonstop
$226
United Airlines Logo
3:15 pm – 6:49 pm
Denver(DEN)Chicago(ORD)
DEN - ORD · 3h 34m
10 Feb
3h 34m
10 Feb
nonstop
United Airlines Logo
12:50 pm – 2:48 pm
Chicago(ORD)Denver(DEN)
ORD - DEN · 1h 58m
17 Feb
1h 58m
17 Feb
nonstop
$226
United Airlines Logo
1:38 pm – 4:03 pm
Dallas(DFW)Chicago(ORD)
DFW - ORD · 2h 25m
2 Feb
2h 25m
2 Feb
nonstop
United Airlines Logo
7:35 am – 3:58 pm
Chicago(ORD)Dallas(DFW)
ORD - DFW · 8h 23m
26 Feb
8h 23m
26 Feb
1 stop
IAH
$236
Frontier Airlines Logo
9:41 am – 3:58 pm
Los Angeles(LAX)Chicago(ORD)
LAX - ORD · 6h 17m
10 Mar
6h 17m
10 Mar
nonstop
Frontier Airlines Logo
6:12 pm – 8:51 pm
Chicago(ORD)Los Angeles(LAX)
ORD - LAX · 2h 39m
11 Mar
2h 39m
11 Mar
nonstop
$237
United Airlines Logo
11:00 am – 1:40 pm
Atlanta(ATL)Chicago(ORD)
ATL - ORD · 2h 40m
17 Feb
2h 40m
17 Feb
1 stop
MKL
United Airlines Logo
2:30 pm – 5:36 pm
Chicago(ORD)Atlanta(ATL)
ORD - ATL · 3h 6m
19 Feb
3h 6m
19 Feb
nonstop
$255
Hawaiian Airlines Logo
1:40 pm – 11:59 pm
Los Angeles(LAX)Chicago(ORD)
LAX - ORD · 10h 19m
25 Feb
10h 19m
25 Feb
1 stop
SEA
Hawaiian Airlines Logo
2:05 pm – 8:21 pm
Chicago(ORD)Los Angeles(LAX)
ORD - LAX · 6h 16m
28 Feb
6h 16m
28 Feb
1 stop
PDX
$264
Alaska Airlines Logo
11:30 am – 11:59 pm
Los Angeles(ONT)Chicago(ORD)
ONT - ORD · 12h 29m
10 Feb
12h 29m
10 Feb
1 stop
SEA
Alaska Airlines Logo
2:05 pm – 8:21 pm
Chicago(ORD)Los Angeles(ONT)
ORD - ONT · 6h 16m
17 Feb
6h 16m
17 Feb
1 stop
PDX
$274
American Airlines Logo
6:00 am – 8:23 am
Dallas(DFW)Chicago(ORD)
DFW - ORD · 2h 23m
19 Feb
2h 23m
19 Feb
nonstop
American Airlines Logo
2:50 pm – 9:40 pm
Chicago(ORD)Dallas(DFW)
ORD - DFW · 6h 50m
23 Feb
6h 50m
23 Feb
1 stop
TUL
$283
American Airlines Logo
6:40 pm – 7:50 pm
Atlanta(ATL)Chicago(ORD)
ATL - ORD · 1h 10m
14 Feb
1h 10m
14 Feb
nonstop
American Airlines Logo
4:09 pm – 9:57 pm
Chicago(ORD)Atlanta(ATL)
ORD - ATL · 5h 48m
19 Feb
5h 48m
19 Feb
1 stop
DCA
$293
American Airlines Logo
7:00 am – 7:30 am
Detroit(DTW)Chicago(ORD)
DTW - ORD · 1h 30m
24 Oct
1h 30m
24 Oct
nonstop
American Airlines Logo
7:10 am – 3:19 pm
Chicago(ORD)Detroit(DTW)
ORD - DTW · 7h 9m
31 Oct
7h 9m
31 Oct
1 stop
CLT
$295
Denver Air Connection Logo
11:00 am – 1:40 pm
Atlanta(ATL)Chicago(ORD)
ATL - ORD · 2h 40m
14 Feb
2h 40m
14 Feb
1 stop
MKL
Denver Air Connection Logo
9:30 am – 12:40 pm
Chicago(ORD)Atlanta(ATL)
ORD - ATL · 3h 10m
21 Feb
3h 10m
21 Feb
nonstop
$302
United Airlines Logo
4:28 pm – 6:52 pm
Dallas(DFW)Chicago(ORD)
DFW - ORD · 2h 24m
14 Mar
2h 24m
14 Mar
nonstop
United Airlines Logo
12:20 pm – 4:15 pm
Chicago(ORD)Dallas(DFW)
ORD - DFW · 3h 55m
16 Mar
3h 55m
16 Mar
1 stop
TBN
$319
CONTOUR AIRLINES Logo
10:15 am – 2:05 pm
Dallas(DFW)Chicago(ORD)
DFW - ORD · 3h 50m
20 Feb
3h 50m
20 Feb
1 stop
TBN
CONTOUR AIRLINES Logo
12:20 pm – 4:15 pm
Chicago(ORD)Dallas(DFW)
ORD - DFW · 3h 55m
1 Mar
3h 55m
1 Mar
1 stop
TBN
$344
United Airlines Logo
6:00 am – 10:49 am
Atlanta(ATL)Chicago(ORD)
ATL - ORD · 4h 49m
18 Feb
4h 49m
18 Feb
1 stop
EWR
United Airlines Logo
7:20 am – 10:24 am
Chicago(ORD)Atlanta(ATL)
ORD - ATL · 3h 4m
19 Feb
3h 4m
19 Feb
nonstop
$349
United Airlines Logo
12:25 am – 6:25 am
Los Angeles(LAX)Chicago(ORD)
LAX - ORD · 6h
24 Dec
6h
24 Dec
nonstop
United Airlines Logo
4:05 pm – 8:40 pm
Chicago(ORD)Los Angeles(LAX)
ORD - LAX · 4h 35m
21 Feb
4h 35m
21 Feb
1 stop
DEN
$353
United Airlines Logo
3:40 pm – 5:01 pm
Atlanta(ATL)Chicago(ORD)
ATL - ORD · 1h 21m
2 Mar
1h 21m
2 Mar
nonstop
United Airlines Logo
8:55 am – 2:44 pm
Chicago(ORD)Atlanta(ATL)
ORD - ATL · 5h 49m
8 Mar
5h 49m
8 Mar
1 stop
IAD
$355
American Airlines Logo
10:15 am – 2:05 pm
Dallas(DFW)Chicago(ORD)
DFW - ORD · 3h 50m
27 Feb
3h 50m
27 Feb
1 stop
TBN
American Airlines Logo
2:50 pm – 9:50 pm
Chicago(ORD)Dallas(DFW)
ORD - DFW · 7h
7 Mar
7h
7 Mar
1 stop
MCI
$355
Delta Air Lines Logo
1:15 pm – 9:39 pm
Los Angeles(ONT)Chicago(ORD)
ONT - ORD · 8h 24m
24 Dec
8h 24m
24 Dec
1 stop
SLC
Delta Air Lines Logo
1:00 pm – 8:03 pm
Chicago(ORD)Los Angeles(ONT)
ORD - ONT · 7h 3m
21 Feb
7h 3m
21 Feb
1 stop
DTW
$367
Spirit Airlines Logo
11:53 am – 9:00 pm
Atlanta(ATL)Chicago(ORD)
ATL - ORD · 9h 7m
14 Feb
9h 7m
14 Feb
1 stop
FLL
Spirit Airlines Logo
6:05 am – 12:47 pm
Chicago(ORD)Atlanta(ATL)
ORD - ATL · 6h 42m
19 Feb
6h 42m
19 Feb
1 stop
MCO
$386
United Airlines Logo
2:08 pm – 8:16 pm
Los Angeles(LAX)Chicago(ORD)
LAX - ORD · 6h 8m
24 Feb
6h 8m
24 Feb
nonstop
United Airlines Logo
6:35 am – 2:28 pm
Chicago(ORD)Los Angeles(LAX)
ORD - LAX · 7h 53m
28 Feb
7h 53m
28 Feb
1 stop
SFO
$423
American Airlines Logo
10:28 am – 5:53 pm
Los Angeles(ONT)Chicago(ORD)
ONT - ORD · 7h 25m
28 Jan
7h 25m
28 Jan
1 stop
PHX
American Airlines Logo
8:05 am – 10:53 am
Chicago(ORD)Los Angeles(ONT)
ORD - ONT · 2h 48m
20 Feb
2h 48m
20 Feb
nonstop
$428

Top Deals on flights to Chicago

Dallas, US (DFW) - Chicago, US (CHI)

Spirit Airlines Logo
Spirit Airlines

Nov 12

DFW
2h 24m
Direct

Nov 12

ORD

as low as

$44

Detroit, US (DTT) - Chicago, US (CHI)

 Logo

Dec 15

DTW
28m
Direct

Dec 15

ORD

as low as

$48

Detroit, US (DTT) - Chicago, US (CHI)

 Logo

Dec 16

DTW
10m
Direct

Dec 16

MDW

as low as

$48

Detroit, US (DTT) - Chicago, US (CHI)

Delta Air Lines Logo
Delta Air Lines

Jan 28

DTW
20m
Direct

Jan 28

MDW

as low as

$48

Detroit, US (DTT) - Chicago, US (CHI)

United Airlines Logo
United Airlines

Dec 15

DTW
28m
Direct

Dec 15

ORD

as low as

$48

Detroit, US (DTT) - Chicago, US (CHI)

American Airlines Logo
American Airlines

Jan 1

DTW
51m
Direct

Jan 1

ORD

as low as

$48

Dallas, US (DFW) - Chicago, US (CHI)

Frontier Airlines Logo
Frontier Airlines

Nov 11

DFW
2h 35m
Direct

Nov 12

ORD

as low as

$49

Atlanta, US (ATL) - Chicago, US (CHI)

Frontier Airlines Logo
Frontier Airlines

Jan 10

ATL
1h
Direct

Jan 10

MDW

as low as

$53

Detroit, US (DTT) - Chicago, US (CHI)

 Logo

Dec 16

DTW
4h 30m
BWI

Dec 16

MDW

as low as

$58

Detroit, US (DTT) - Chicago, US (CHI)

 Logo

Dec 15

DTW
6h 5m
BNA

Dec 15

ORD

as low as

$58

Denver, US (DEN) - Chicago, US (CHI)

Frontier Airlines Logo
Frontier Airlines

Dec 13

DEN
3h 35m
Direct

Dec 13

ORD

as low as

$63

Detroit, US (DTT) - Chicago, US (CHI)

 Logo

Dec 16

DTW
7h 30m
BNA
STL

Dec 16

MDW

as low as

$63