Flights from Cleveland to Chicago

Selected fares from Cleveland to Chicago

Departure
Arrival
Travel dates
Round-trip

Departure:

CLE

Arrival:

CHI

Travel dates

Sat, Aug 29 - Tue, Sep 1

Round-trip

Departure:

CLE

Arrival:

CHI

Travel dates

Sat, Aug 29 - Thu, Sep 10

Round-trip

Departure:

CLE

Arrival:

CHI

Travel dates

Sat, Aug 29 - Wed, Sep 23

Round-trip

Departure:

CLE

Arrival:

CHI

Travel dates

Wed, Oct 7 - Mon, Oct 12

Round-trip

Departure:

CLE

Arrival:

CHI

Travel dates

Sun, Dec 6 - Tue, Dec 8

Round-trip

September 2015
Sun
Mon
Tue
Wed
Thu
Fri
Sat
1
Tue, Sep 1
2
Wed, Sep 2
3
Thu, Sep 3
4
Fri, Sep 4
5
Sat, Sep 5
6
Sun, Sep 6
7
Mon, Sep 7
8
Tue, Sep 8
9
Wed, Sep 9
11
Fri, Sep 11
12
Sat, Sep 12
13
Sun, Sep 13
14
Mon, Sep 14
15
Tue, Sep 15
16
Wed, Sep 16
17
Thu, Sep 17
18
Fri, Sep 18

Leaving Fri, Sep 18

19
Sat, Sep 19

Leaving Sat, Sep 19

Returning options:

20
Sun, Sep 20
21
Mon, Sep 21
22
Tue, Sep 22
23
Wed, Sep 23

Leaving Wed, Sep 23

Returning options:

24
Thu, Sep 24
25
Fri, Sep 25
26
Sat, Sep 26

Leaving Sat, Sep 26

27
Sun, Sep 27
28
Mon, Sep 28

Leaving Mon, Sep 28

Returning options:

29
Tue, Sep 29

Leaving Tue, Sep 29

30
Wed, Sep 30

= Cheapest round-trip flights

* Prices are round trip per person (conditions apply)

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Cleveland and Chicago airports and terminals

Airports in Cleveland OH, US

Cleveland

Airports in Chicago IL, US

Chicago
  • 1

    Midway Airport (MDW)

    Distance from City Center: 9.5 miles

    Carriers

  • 2

    O'Hare International Airport (ORD)

    Distance from City Center: 15.1 miles

    Terminals and carriers for flights from CLE to ORD

    Terminal

    Carriers

    Terminal 1
    United Airlines
    Terminal 2
    United Airlines
    Terminal 3
    American Airlines, US Airways

  

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Featured Chicago Airport Hotels

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O'Hare International Airport Map
3.9 / 5 162 reviews
  • Rate Includes Breakfast
  • Rate Includes Breakfast
From
$99

...This O'Hare airport hotel is located in Terminal 2 and is within walking distance to all O'Hare Airport's domestic terminals.... More

From
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6500 South Cicero Avenue Map
4.2 / 5 56 reviews
From
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Exceptional Hotel Near Chicago Midway Airport Searching for hotels near the best sights in downtown Chicago?... More

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6530 S. Cicero Avenue Map
3.6 / 5 17 reviews
  • Complimentary wired and Wi-Fi Internet Access
  • Complimentary wired and Wi-Fi Internet Access
From
$152

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6550 S. Cicero Avenue Map
Not yet reviewed
From
$143

...Located just 1 mile south of Chicago International Airport, Hyatt offers a complementary 24 hour shuttle to and from the airport.... Midway Hotel Centers newest property is composed of 6 floors,... More

From
$143
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6540 S. Cicero Ave. Map
3.8 / 5 17 reviews
  • Free On The House hot breakfast, Wi-Fi
  • Free On The House hot breakfast, Wi-Fi
From
$135

...And no matter what time your flight got in or is going out, we're here to pick you up or drop you off.... land here and let your vacation take off...welcome to the Hampton Inn Chicago-Midway... More

From
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September

Cheapest weekend flights in September from Cleveland to Chicago

Leave
Sat, Sep 26
Cleveland
(CLE)
Chicago
(ORD)
Delta Air Lines
Delta Air Lines
Return
Mon, Sep 28
Chicago
(ORD)
Cleveland
(CLE)
Delta Air Lines
Delta Air Lines
Earn $1.80

Lowest roundtrip airfare in September from Cleveland to Chicago

Leave
Tue, Sep 29
Cleveland
(CLE)
Chicago
(ORD)
Delta Air Lines
Delta Air Lines
Return
Wed, Sep 30
Chicago
(ORD)
Cleveland
(CLE)
Delta Air Lines
Delta Air Lines
Earn $1.80

Best one-week trip in September from Cleveland to Chicago

Leave
Sat, Sep 26
Cleveland
(CLE)
Chicago
(ORD)
Delta Air Lines
Delta Air Lines
Return
Sat, Oct 3
Chicago
(ORD)
Cleveland
(CLE)
Delta Air Lines
Delta Air Lines
Earn $1.80

October

Cheapest weekend flights in October from Cleveland to Chicago

Leave
Fri, Oct 23
Cleveland
(CLE)
Chicago
(ORD)
Delta Air Lines
Delta Air Lines
Return
Mon, Oct 26
Chicago
(ORD)
Cleveland
(CLE)
Delta Air Lines
Delta Air Lines
Earn $1.80

Lowest roundtrip airfare in October from Cleveland to Chicago

Leave
Sun, Oct 4
Cleveland
(CLE)
Chicago
(ORD)
Delta Air Lines
Delta Air Lines
Return
Tue, Oct 6
Chicago
(ORD)
Cleveland
(CLE)
Delta Air Lines
Delta Air Lines
Earn $1.80

Best one-week trip in October from Cleveland to Chicago

Leave
Thu, Oct 1
Cleveland
(CLE)
Chicago
(ORD)
Delta Air Lines
Delta Air Lines
Return
Thu, Oct 8
Chicago
(ORD)
Cleveland
(CLE)
Delta Air Lines
Delta Air Lines
Earn $1.80

November

Cheapest weekend flights in November from Cleveland to Chicago

Leave
Fri, Nov 13
Cleveland
(CLE)
Chicago
(ORD)
Delta Air Lines
Delta Air Lines
Return
Sun, Nov 15
Chicago
(ORD)
Cleveland
(CLE)
Delta Air Lines
Delta Air Lines
Earn $1.80

Lowest roundtrip airfare in November from Cleveland to Chicago

Leave
Fri, Nov 6
Cleveland
(CLE)
Chicago
(MDW)
Delta Air Lines
Delta Air Lines
Return
Wed, Nov 11
Chicago
(MDW)
Cleveland
(CLE)
Delta Air Lines
Delta Air Lines
Earn $1.80

Flights to Chicago

Cleveland International Airport

You can quickly and easily book cheap flights from Cleveland with Orbitz.com. The Cleveland Hopkins International Airport is situated approximately nine miles southwest of the city's central business district. Both domestic and international flights are provided by the airlines serving the Cleveland airport, including American Airlines, Delta Air Lines, Southwest Airlines, United Airlines, and US Airways. The airport was the first in North America to have an airport-to-downtown transit connection. It was also the first airport to have an air traffic control tower and airfield lighting system.

Cleveland Airport Parking

Parking is available at the Cleveland International Airport 24/7. Color-coded cards are available to assist visitors in locating their vehicles in the on-site parking garages. Parking garage tickets are dispensed automatically at garage entrances. Acceptable forms of payment include personal checks, cash, and credit cards. The airport operates an economy shuttle parking lot at a rate of $8.00 per day. Smarte Cartes are also available at the airport at a rate of $2.00.

Cleveland Airport Transportation

Travelers using the Hopkins International Airport can take advantage of its connection to the Cleveland Rapid Transit system. In addition, the airport is also served by a dedicated taxi service comprised of 75 vehicles for the convenience of travelers. Rental car services are offered at a consolidated facility off the airport grounds. Transportation to and from the Hopkins International Airport can be quickly arranged through Orbitz.com.

Cleveland Airport Restaurants

Travelers who are looking for a snack or meal prior to boarding their flight will find that the Cleveland airport offers a variety of dining options, including Cinnabon, Dunkin Donuts, Auntie Anne's Soft Pretzels, Sbarro, and Subway. Finding breakfast or even a quick lunch or dinner is always fast and easy. Using Orbitz.com will help you to locate cheap flights from Cleveland and help you to find and book the best rates on all your ground transportation needs.

Airports in Chicago

Chicago O'Hare International Airport is located on West O'Hare, approximately 18 miles from downtown Chicago. It has hubs for every major airline that offers flights to Chicago, including American Airlines, British Airways and JetBlue. The Chicago Midway International Airport is located on South Cicero Avenue, approximately 12 miles from downtown Chicago. Seven airlines service Midway airport, including Air Tran, Delta and Southwest Airlines. Orbitz.com searches flights arriving at both airports so you get the best prices.

Transportation from the Airport

Both airports offer public transportation via Chicago's elevated train system. The tickets cost $2.25, or you can purchase an all-day pass for $5.75. Taxi services are also available from both airports. Cab fares to downtown Chicago range from $35 to $45. If you want to rent a car for the duration of your stay, Orbitz.com can reserve a vehicle for you. Both airports have onsite rental car facilities.

Weather in Chicago

Summer temperatures in Chicago range from 66 to 84 degrees Fahrenheit, and the temperatures during the winter months range from 18 to 35 degrees Fahrenheit. Chicago is prone to heavy snowfall during the winter months, so most vacationers travel to Chicago during the summer. However, if you use Orbitz.com and schedule your trip during the off-peak travel season, it's easy to find cheap flights to Chicago.

Highlights and Attractions

Orbitz.com not only helps you find cheap flights to Chicago, but can also help you purchase tickets to the Sears Tower or make reservations for guided city tours.

Flight schedule for flights from Cleveland to Chicago on Sat, Aug 29, 2015

Departing   Arriving Carrier Flight # Aircraft Flight time

Departing

CLE 8:18 AM

Arriving

ORD 8:50 AM
American Airlines
AA4276
Aircraft E75 Flight time 1hr 32min

Departing

CLE 8:18 AM

Arriving

ORD 8:50 AM
US Airways
US4276
Aircraft E75 Flight time 1hr 32min

Departing

CLE 8:25 AM

Arriving

ORD 8:55 AM
United Airlines
UA5930
Aircraft ERJ Flight time 1hr 30min

Departing

CLE 9:32 AM

Arriving

ORD 9:56 AM
United Airlines
UA4088
Aircraft ERJ Flight time 1hr 24min

Departing

CLE 7:05 AM

Arriving

ORD 10:52 AM
Delta Air Lines/American Airlines
DL5182/AA4281
Aircraft CR7/E75 Flight time 4hr 47min

Departing

CLE 7:05 AM

Arriving

ORD 10:52 AM
Delta Air Lines/US Airways
DL5182/US4281
Aircraft CR7/E75 Flight time 4hr 47min

Departing

CLE 10:25 AM

Arriving

ORD 10:57 AM
American Airlines
AA4257
Aircraft E75 Flight time 1hr 32min

Departing

CLE 10:25 AM

Arriving

ORD 10:57 AM
US Airways
US4257
Aircraft E75 Flight time 1hr 32min

Departing

CLE 10:36 AM

Arriving

ORD 11:07 AM
United Airlines
UA1463
Aircraft 73G Flight time 1hr 31min

Departing

CLE 2:55 PM

Arriving

ORD 3:27 PM
American Airlines
AA4324
Aircraft E75 Flight time 1hr 32min

Departing

CLE 2:55 PM

Arriving

ORD 3:27 PM
US Airways
US4324
Aircraft E75 Flight time 1hr 32min

Departing

CLE 6:35 PM

Arriving

ORD 7:06 PM
American Airlines
AA3188
Aircraft ER4 Flight time 1hr 31min

Departing

CLE 6:35 PM

Arriving

ORD 7:06 PM
US Airways
US3188
Aircraft ER4 Flight time 1hr 31min