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Flight Deals to Chicago from $35

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Bundle + Save

Top flight deals from leading airlines:

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Incredible Deals

Save up to 50% on select flights with Priceline

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Save an average of $240 per person when bundling your flight and hotel together with Priceline

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If a VIP member finds a better price elsewhere, we'll refund up to 200% of the difference

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Stops

  • Nonstop
    from $107
  • Up to 1 stop
    $135

Airlines

  • American Airlines
    $217
  • CitizenPlane
    $278
  • CONTOUR AIRLINES
    $284
  • Delta Air Lines
    $196
  • Frontier Airlines
    $107
  • Southwest Airlines
    $261
  • Spirit Airlines
    $124
  • United Airlines
    $246

Cabin Class

  • Economy
    $107

Departure Airports

  • Dallas Fort Worth International Airport
    $107
  • Dallas Love Field
    $207

Arrival Airports

  • Chicago Midway Airport
    $120
  • Chicago O Hare Airport
    $107

Layover Airports

  • Baltimore/Washington International Thurgood Marshall Airport
    $225
  • Bill & Hillary Clinton National Airport/Adams Field
    $258
  • Denver International Airport
    $145
  • Detroit Metropolitan Airport
    $196
  • Fort Lauderdale Hollywood International Airport
    $161
  • George Bush Intercontinental Houston Airport
    $300
  • Harry Reid International Airport
    $203
  • Hartsfield Jackson Atlanta International Airport
    $155
  • Indianapolis International Airport
    $274
  • Kansas City International Airport
    $258
  • Los Angeles International Airport
    $185
  • Louis Armstrong New Orleans International Airport
    $135
  • Minneapolis-St Paul International/Wold-Chamberlain Airport
    $218
  • New York LaGuardia Airport
    $149
  • Northwest Arkansas Regional Airport
    $277
  • Orlando International Airport
    $173
  • Phoenix Sky Harbor International Airport
    $311
  • Raleigh Durham International Airport
    $155
  • St Louis Lambert International Airport
    $287
  • Tampa International Airport
    $202
  • Tulsa International Airport
    $287
  • Waynesville-St. Robert Regional Forney field
    $217

Best Price. GUARANTEED.

Exclusively for Priceline Members
Tired of searching? Book now!
We'll refund the difference if you find a lower price.

BUNDLE & SAVE

Book a flight & hotel together for extra savings.

On average save $240 per traveler
Frontier Airlines Logo
Frontier Airlines

06/02/25

DFW
2h 35m
Direct

06/02/25

ORD
Frontier Airlines Logo
Frontier Airlines

06/06/25

ORD
2h 31m
Direct

06/06/25

DFW
$107
Free cancellation within 83 hours of booking
Frontier Airlines Logo
Frontier Airlines

06/18/25

DFW
2h 27m
Direct

06/18/25

MDW
Frontier Airlines Logo
Frontier Airlines

06/21/25

MDW
2h 29m
Direct

06/21/25

DFW
$120
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

06/09/25

DFW
2h 33m
Direct

06/09/25

ORD
Spirit Airlines Logo
Spirit Airlines

06/14/25

ORD
2h 33m
Direct

06/14/25

DFW
$124
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

06/09/25

DFW
2h 33m
Direct

06/09/25

ORD
Spirit Airlines Logo
Spirit Airlines

06/16/25

ORD
8h 49m
MSY

06/16/25

DFW
$135
Free cancellation within 83 hours of booking
Frontier Airlines Logo
Frontier Airlines

06/02/25

DFW
2h 23m
Direct

06/02/25

MDW
Frontier Airlines Logo
Frontier Airlines

06/03/25

MDW
8h 40m
DEN

06/03/25

DFW
$145
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

06/11/25

DFW
9h 33m
LGA

06/11/25

ORD
Spirit Airlines Logo
Spirit Airlines

06/16/25

ORD
2h 27m
Direct

06/16/25

DFW
$149
Free cancellation within 83 hours of booking
Frontier Airlines Logo
Frontier Airlines

05/30/25

DFW
10h 44m
ATL

05/31/25

ORD
Frontier Airlines Logo
Frontier Airlines

06/02/25

ORD
2h 31m
Direct

06/02/25

DFW
$155
Free cancellation within 83 hours of booking
Frontier Airlines Logo
Frontier Airlines

06/01/25

DFW
9h 15m
RDU

06/01/25

ORD
Frontier Airlines Logo
Frontier Airlines

06/06/25

ORD
2h 31m
Direct

06/06/25

DFW
$155
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

06/10/25

DFW
8h 1m
FLL

06/10/25

ORD
Spirit Airlines Logo
Spirit Airlines

06/17/25

ORD
10h 43m
LGA

06/17/25

DFW
$161
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

06/16/25

DFW
2h 17m
Direct

06/16/25

ORD
Spirit Airlines Logo
Spirit Airlines

06/18/25

ORD
8h 48m
MCO

06/18/25

DFW
$173
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

06/09/25

DFW
8h 20m
MCO

06/09/25

ORD
Spirit Airlines Logo
Spirit Airlines

06/10/25

ORD
10h 33m
LAX

06/11/25

DFW
$185
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

06/11/25

DFW
7h 19m
DTW

06/11/25

MDW
Delta Air Lines Logo
Delta Air Lines

06/18/25

MDW
4h 27m
DTW

06/18/25

DFW
$196
Free cancellation within 83 hours of booking
Frontier Airlines Logo
Frontier Airlines

06/08/25

DFW
7h 53m
TPA

06/08/25

MDW
Frontier Airlines Logo
Frontier Airlines

06/12/25

MDW
2h 31m
Direct

06/12/25

DFW
$202
Free cancellation within 83 hours of booking
Frontier Airlines Logo
Frontier Airlines

06/02/25

DFW
10h 47m
DEN

06/02/25

ORD
Frontier Airlines Logo
Frontier Airlines

06/06/25

ORD
7h 54m
LAS

06/07/25

DFW
$203
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

06/03/25

DAL
6h
ATL

06/03/25

MDW
Delta Air Lines Logo
Delta Air Lines

06/10/25

MDW
7h 28m
ATL

06/10/25

DAL
$207
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

06/16/25

DFW
3h 50m
TBN

06/16/25

ORD
American Airlines Logo
American Airlines

06/21/25

ORD
2h 42m
Direct

06/21/25

DFW
$217
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

06/02/25

DFW
5h 59m
ATL

06/02/25

ORD
Delta Air Lines Logo
Delta Air Lines

06/09/25

ORD
5h 41m
MSP

06/09/25

DFW
$218
Free cancellation within 83 hours of booking
Frontier Airlines Logo
Frontier Airlines

06/11/25

DFW
8h 1m
BWI

06/11/25

MDW
Frontier Airlines Logo
Frontier Airlines

06/18/25

MDW
2h 45m
Direct

06/18/25

DFW
$225
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

06/17/25

DFW
2h 40m
Direct

06/17/25

ORD
United Airlines Logo
United Airlines

06/21/25

ORD
2h 39m
Direct

06/21/25

DFW
$246
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

06/16/25

DFW
3h 50m
TBN

06/16/25

ORD
American Airlines Logo
American Airlines

06/21/25

ORD
6h 8m
MCI

06/21/25

DFW
$258
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

06/02/25

DFW
3h 50m
TBN

06/02/25

ORD
American Airlines Logo
American Airlines

06/07/25

ORD
4h 27m
LIT

06/07/25

DFW
$258
Free cancellation within 83 hours of booking
Southwest Airlines Logo
Southwest Airlines

06/20/25

DAL
2h 10m
Direct

06/21/25

MDW
Southwest Airlines Logo
Southwest Airlines

06/22/25

MDW
2h 15m
Direct

06/22/25

DAL
$261
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

06/17/25

DFW
5h 32m
IND

06/17/25

ORD
American Airlines Logo
American Airlines

06/17/25

ORD
2h 27m
Direct

06/17/25

DFW
$274
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/28/25

DFW
5h 22m
XNA

05/28/25

ORD
American Airlines Logo
American Airlines

06/04/25

ORD
3h 55m
TBN

06/04/25

DFW
$277
Free cancellation within 83 hours of booking
CitizenPlane Logo
CitizenPlane

05/23/25

DFW
2h 33m
Direct

05/23/25

ORD
CitizenPlane Logo
CitizenPlane

06/01/25

ORD
2h 39m
Direct

06/01/25

DFW
$278
Free cancellation within 83 hours of booking
CONTOUR AIRLINES Logo
CONTOUR AIRLINES

06/02/25

DFW
3h 50m
TBN

06/02/25

ORD
CONTOUR AIRLINES Logo
CONTOUR AIRLINES

06/09/25

ORD
3h 55m
TBN

06/09/25

DFW
$284
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

06/10/25

DFW
3h 55m
TUL

06/10/25

ORD
American Airlines Logo
American Airlines

06/17/25

ORD
2h 32m
Direct

06/17/25

DFW
$287
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/31/25

DFW
4h 45m
STL

05/31/25

ORD
American Airlines Logo
American Airlines

06/02/25

ORD
3h 55m
TBN

06/02/25

DFW
$287
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

06/01/25

DFW
3h 50m
TBN

06/01/25

ORD
United Airlines Logo
United Airlines

06/03/25

ORD
5h 53m
IAH

06/03/25

DFW
$300
Free cancellation within 83 hours of booking
Frontier Airlines Logo
Frontier Airlines

06/13/25

DFW
12h 2m
PHX

06/13/25

ORD
Frontier Airlines Logo
Frontier Airlines

06/15/25

ORD
7h 54m
LAS

06/16/25

DFW
$311
Free cancellation within 83 hours of booking

Top Deals on flights to Chicago

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

Spirit Airlines Logo
Spirit Airlines

Jun 2

ATL
1h 7m
Direct

Jun 2

ORD

as low as

$35

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

Frontier Airlines Logo
Frontier Airlines

May 29

ATL
1h
Direct

May 29

MDW

as low as

$43

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

Spirit Airlines Logo
Spirit Airlines

Jun 3

ATL
4h 55m
IAH

Jun 3

ORD

as low as

$47

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

CitizenPlane Logo
CitizenPlane

Jun 5

ATL
1h 2m
Direct

Jun 5

MDW

as low as

$56

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

Spirit Airlines Logo
Spirit Airlines

May 29

ATL
5h 21m
MSY

May 29

ORD

as low as

$61

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

Spirit Airlines Logo
Spirit Airlines

Jun 2

ATL
4h 49m
FLL

Jun 3

ORD

as low as

$61

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

Spirit Airlines Logo
Spirit Airlines

Jun 11

ATL
24h 8m
BWI

Jun 12

ORD

as low as

$73

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

Delta Air Lines Logo
Delta Air Lines

Jun 14

ATL
1h 15m
Direct

Jun 14

ORD

as low as

$78

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

Spirit Airlines Logo
Spirit Airlines

Jun 10

ATL
6h 34m
MCO

Jun 10

ORD

as low as

$104

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

American Airlines Logo
American Airlines

Jun 14

ATL
1h 20m
Direct

Jun 14

ORD

as low as

$113

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

United Airlines Logo
United Airlines

Jun 25

ATL
1h 20m
Direct

Jun 25

ORD

as low as

$113

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

Virgin Atlantic Logo
Virgin Atlantic

May 28

ATL
51m
Direct

May 28

MDW

as low as

$113

Flights to Chicago

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