$58 Flight Deals from Denver to Chicago

Top flight deals from leading airlines:

... and +100s more

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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Stops

Nonstop
from $157
Up to 1 stop
$199
Up to 2 stops
$329

Airlines

Alaska Airlines
$404
American Airlines
$238
Delta Air Lines
$216
Frontier Airlines
$157
Hawaiian Airlines
$422
Southwest Airlines
$224
Sun Country Airlines
$389
United Airlines
$219

Cabin Class

Economy
$157

Departure Airports

Denver International Airport
$157

Arrival Airports

Chicago Midway Airport
$197
Chicago O Hare Airport
$157

Layover Airports

Baltimore/Washington International Thurgood Marshall Airport
$349
Charlotte Douglas International Airport
$282
Dallas Fort Worth International Airport
$258
Detroit Metropolitan Airport
$216
George Bush Intercontinental Houston Airport
$311
Harry Reid International Airport
$243
Hartsfield Jackson Atlanta International Airport
$199
Minneapolis-St Paul International/Wold-Chamberlain Airport
$216
Philadelphia International Airport
$338
Phoenix Sky Harbor International Airport
$234
Seattle Tacoma International Airport
$404

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

07/10/25

8:21pm

DEN

3h 38m

Direct

07/10/25

11:59pm

ORD

Frontier Airlines

07/17/25

5:40am

ORD

1h 50m

Direct

07/17/25

7:30am

DEN

^$157

Free cancellation within 83 hours of booking

Frontier Airlines

07/03/25

8:21pm

DEN

3h 38m

Direct

07/03/25

11:59pm

ORD

Frontier Airlines

07/10/25

5:40am

ORD

1h 50m

Direct

07/10/25

7:30am

DEN

^$157

Free cancellation within 83 hours of booking

Frontier Airlines

07/05/25

5:26pm

DEN

3h 28m

Direct

07/05/25

8:54pm

MDW

Frontier Airlines

07/12/25

2:44pm

MDW

1h 49m

Direct

07/12/25

4:33pm

DEN

^$197

Free cancellation within 83 hours of booking

Frontier Airlines

06/25/25

12:59am

DEN

9h 23m

ATL

06/25/25

10:22am

ORD

Frontier Airlines

07/02/25

7:00am

ORD

1h 49m

Direct

07/02/25

8:49am

DEN

^$199

Free cancellation within 83 hours of booking

Delta Air Lines

06/26/25

2:00pm

DEN

7h 24m

ATL

06/26/25

9:24pm

ORD

Delta Air Lines

06/28/25

10:50am

ORD

4h 44m

MSP

06/28/25

3:34pm

DEN

^$216

Free cancellation within 83 hours of booking

Delta Air Lines

07/14/25

10:30am

DEN

8h 10m

DTW

07/14/25

6:40pm

ORD

Delta Air Lines

07/15/25

6:00am

ORD

4h 52m

ATL

07/15/25

10:52am

DEN

^$216

Free cancellation within 83 hours of booking

Delta Air Lines

06/19/25

12:55am

DEN

6h 54m

DTW

06/19/25

7:49am

ORD

Delta Air Lines

06/21/25

3:58pm

ORD

4h 30m

MSP

06/21/25

8:28pm

DEN

^$216

Free cancellation within 83 hours of booking

United Airlines

06/25/25

8:50pm

DEN

3h 35m

Direct

06/26/25

12:25am

ORD

United Airlines

07/02/25

9:32pm

ORD

1h 50m

Direct

07/02/25

11:22pm

DEN

^$219

Free cancellation within 83 hours of booking

United Airlines

07/01/25

5:25pm

DEN

3h 45m

Direct

07/01/25

9:10pm

ORD

United Airlines

07/08/25

8:45am

ORD

1h 50m

Direct

07/08/25

10:35am

DEN

^$219

Free cancellation within 83 hours of booking

Southwest Airlines

07/02/25

7:30pm

DEN

3h 35m

Direct

07/02/25

11:05pm

ORD

Southwest Airlines

07/06/25

7:00am

ORD

1h 40m

Direct

07/06/25

8:40am

DEN

^$224

Free cancellation within 83 hours of booking

Southwest Airlines

07/02/25

8:35am

DEN

13h 45m

PHX

07/02/25

10:20pm

ORD

Southwest Airlines

07/06/25

7:00am

ORD

1h 40m

Direct

07/06/25

8:40am

DEN

^$234

Free cancellation within 83 hours of booking

American Airlines

07/09/25

5:22pm

DEN

3h 40m

Direct

07/09/25

9:02pm

ORD

American Airlines

07/16/25

9:46am

ORD

1h 44m

Direct

07/16/25

11:30am

DEN

^$238

Free cancellation within 83 hours of booking

American Airlines

06/21/25

7:21am

DEN

3h 40m

Direct

06/21/25

11:01am

ORD

American Airlines

06/24/25

6:49am

ORD

1h 34m

Direct

06/24/25

8:23am

DEN

^$238

Free cancellation within 83 hours of booking

Frontier Airlines

06/30/25

8:21pm

DEN

3h 38m

Direct

06/30/25

11:59pm

ORD

Frontier Airlines

07/07/25

9:56pm

ORD

6h 4m

LAS

07/08/25

4:00am

DEN

^$243

Free cancellation within 83 hours of booking

Frontier Airlines

06/27/25

8:21pm

DEN

3h 38m

Direct

06/27/25

11:59pm

ORD

Frontier Airlines

06/29/25

9:56pm

ORD

6h 5m

LAS

06/30/25

4:01am

DEN

^$243

Free cancellation within 83 hours of booking

American Airlines

06/28/25

7:20am

DEN

7h 41m

DFW

06/28/25

3:01pm

ORD

American Airlines

07/01/25

6:25pm

ORD

1h 49m

Direct

07/01/25

8:14pm

DEN

^$258

Free cancellation within 83 hours of booking

American Airlines

06/21/25

6:00am

DEN

9h 1m

DFW

06/21/25

3:01pm

ORD

American Airlines

06/24/25

6:49am

ORD

1h 34m

Direct

06/24/25

8:23am

DEN

^$258

Free cancellation within 83 hours of booking

American Airlines

06/19/25

11:59pm

DEN

9h 38m

CLT

06/20/25

9:37am

ORD

American Airlines

06/21/25

6:49am

ORD

1h 34m

Direct

06/21/25

8:23am

DEN

^$282

Free cancellation within 83 hours of booking

American Airlines

06/27/25

11:59pm

DEN

9h 38m

CLT

06/28/25

9:37am

ORD

American Airlines

07/05/25

8:25pm

ORD

2h 2m

Direct

07/05/25

10:27pm

DEN

^$300

Free cancellation within 83 hours of booking

Southwest Airlines

07/02/25

8:35am

DEN

13h 45m

PHX

07/02/25

10:20pm

ORD

Southwest Airlines

07/06/25

6:15am

ORD

5h 55m

LAS

07/06/25

12:10pm

DEN

^$305

Free cancellation within 83 hours of booking

Frontier Airlines

06/30/25

7:00am

DEN

7h 56m

LAS

06/30/25

2:56pm

MDW

Frontier Airlines

07/07/25

4:01pm

MDW

7h 47m

IAH

07/07/25

11:48pm

DEN

^$311

Free cancellation within 83 hours of booking

Delta Air Lines

06/27/25

12:55am

DEN

6h 54m

DTW

06/27/25

7:49am

ORD

Delta Air Lines

06/30/25

2:00pm

ORD

18h 34m

DTW

ATL

07/01/25

8:34am

DEN

^$329

Free cancellation within 83 hours of booking

Frontier Airlines

07/02/25

12:59am

DEN

9h 23m

ATL

07/02/25

10:22am

ORD

Frontier Airlines

07/06/25

8:24am

ORD

6h 57m

PHL

07/06/25

3:21pm

DEN

^$338

Free cancellation within 83 hours of booking

Frontier Airlines

06/18/25

10:52am

DEN

8h 38m

BWI

06/18/25

7:30pm

MDW

Frontier Airlines

06/22/25

2:44pm

MDW

1h 52m

Direct

06/22/25

4:36pm

DEN

^$349

Free cancellation within 83 hours of booking

Delta Air Lines

06/19/25

4:39pm

DEN

16h 2m

ATL

DTW

06/20/25

8:41am

MDW

Delta Air Lines

06/24/25

10:26am

MDW

7h 43m

ATL

06/24/25

6:09pm

DEN

^$374

Free cancellation within 83 hours of booking

Sun Country Airlines

07/02/25

6:25pm

DEN

22h 50m

MSP

07/03/25

5:15pm

ORD

Sun Country Airlines

07/06/25

6:15pm

ORD

14h 42m

MSP

07/07/25

8:57am

DEN

^$389

Free cancellation within 83 hours of booking

United Airlines

06/25/25

2:45pm

DEN

3h 40m

Direct

06/25/25

6:25pm

ORD

United Airlines

06/28/25

7:35pm

ORD

10h 57m

IAH

06/29/25

6:32am

DEN

^$390

Free cancellation within 83 hours of booking

Alaska Airlines

06/24/25

8:32pm

DEN

9h 8m

SEA

06/25/25

5:40am

ORD

Alaska Airlines

06/30/25

3:09pm

ORD

8h 50m

SEA

06/30/25

11:59pm

DEN

^$404

Free cancellation within 83 hours of booking

Frontier Airlines

06/18/25

10:52am

DEN

8h 38m

BWI

06/18/25

7:30pm

MDW

Frontier Airlines

06/22/25

2:55pm

MDW

6h 25m

ATL

06/22/25

9:20pm

DEN

^$411

Free cancellation within 83 hours of booking

Hawaiian Airlines

06/25/25

8:00am

DEN

15h 59m

SEA

06/25/25

11:59pm

ORD

Hawaiian Airlines

06/30/25

6:00am

ORD

17h 59m

SEA

06/30/25

11:59pm

DEN

^$422

Free cancellation within 83 hours of booking

Top Deals on flights from Denver to Chicago

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

Frontier Airlines

Jul 3

8:21pm

DEN

3h 38m

Direct

Jul 3

11:59pm

ORD

as low as

$58

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

May 30

8:22pm

DEN

3h 30m

Direct

May 30

11:52pm

ORD

as low as

$66

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

Frontier Airlines

May 27

5:26pm

DEN

3h 27m

Direct

May 27

8:53pm

MDW

as low as

$68

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

American Airlines

May 28

1:45pm

DEN

3h 46m

Direct

May 28

5:31pm

ORD

as low as

$75

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

Southwest Airlines

Aug 16

5:40am

DEN

3h 20m

Direct

Aug 16

9:00am

MDW

as low as

$102

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

Frontier Airlines

May 7

12:01am

DEN

9h 37m

ATL

May 7

9:38am

ORD

as low as

$102

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

American Airlines

May 28

10:56am

DEN

7h 28m

DFW

May 28

6:24pm

ORD

as low as

$104

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

American Airlines

May 31

11:59pm

DEN

9h 2m

CLT

Jun 1

9:01am

ORD

as low as

$104

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

Frontier Airlines

May 28

7:00am

DEN

17h 20m

MCO

May 29

12:20am

ORD

as low as

$104

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

United Airlines

May 25

8:50pm

DEN

3h 35m

Direct

May 26

12:25am

ORD

as low as

$105

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

Delta Air Lines

May 31

4:06pm

DEN

5h 15m

MSP

May 31

9:21pm

ORD

as low as

$108

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

Delta Air Lines

May 19

12:55am

DEN

7h 45m

DTW

May 19

8:40am

MDW

as low as

$108

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Flight Deals from Denver to Chicago from $58

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Top Deals on flights from Denver to Chicago

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