Cheap flights from CVG to MDW (Cincinnati - Northern Kentucky Intl. to Midway Intl.)

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

Cheap Flights from CVG to MDW starting at $80 One Way, $161 Round Trip

Prices starting at $161 for return flights and $80 for one-way flights to Midway Intl. were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, Jul 29 - Tue, Aug 4
CVG
Cincinnati
MDW
Chicago
$161 Roundtrip, found 5 days ago
$161
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Wed, Jul 29 from Cincinnati to Chicago, returning Tue, Aug 4, priced at $161 found 5 days ago
Wed, Jul 29 - Tue, Aug 4
CVG
Cincinnati
MDW
Chicago
$171 Roundtrip, found 5 days ago
$171
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Wed, Jul 29 from Cincinnati to Chicago, returning Tue, Aug 4, priced at $171 found 5 days ago
Thu, Aug 27 - Sat, Aug 29
CVG
Cincinnati
MDW
Chicago
$171 Roundtrip, found 1 hour ago
$171
Roundtrip
found 1 hour ago
Select Southwest Airlines flight, departing Thu, Aug 27 from Cincinnati to Chicago, returning Sat, Aug 29, priced at $171 found 1 hour ago
Wed, Jul 29 - Tue, Aug 4
CVG
Cincinnati
MDW
Chicago
$181 Roundtrip, found 5 days ago
$181
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Wed, Jul 29 from Cincinnati to Chicago, returning Tue, Aug 4, priced at $181 found 5 days ago
Thu, Aug 27 - Sat, Aug 29
CVG
Cincinnati
MDW
Chicago
$181 Roundtrip, found 1 hour ago
$181
Roundtrip
found 1 hour ago
Select Southwest Airlines flight, departing Thu, Aug 27 from Cincinnati to Chicago, returning Sat, Aug 29, priced at $181 found 1 hour ago

Hotel Ideas near Midway Intl.

Airport Hotels near Midway Intl.

Hotel Chicago West Loop, SureStay Collection by Best Western

Hotel Chicago West Loop, SureStay Collection by Best Western

2.5 out of 5
1622 W Jackson Blvd Chicago IL
The price is $151 total per night from Jul 5 to Jul 6
$151 total
per night
Jul 5 - Jul 6
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and a 24-hour front desk. Our guests praise the helpful staff ...
8.2/10 Very Good! (1,113 reviews)
"All one needs in a room for the price. Close to everything in west loop"

Reviewed on Jun 27, 2026

Hotel Chicago West Loop, SureStay Collection by Best Western
Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago

4 out of 5
2233 S Martin Luther King Dr Chicago IL
The price is $278 total per night from Jul 1 to Jul 2
$278 total
per night
Jul 1 - Jul 2
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (1,165 reviews)
"Great location! Walking distance to Soldier Field!!!"

Reviewed on Jun 26, 2026

Hyatt Regency McCormick Place Chicago
Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG

3 out of 5
506 West Harrison Street Chicago IL
The price is $190 total per night from Jul 1 to Jul 2
$190 total
per night
Jul 1 - Jul 2
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff and ...
8.8/10 Excellent! (1,039 reviews)
"Front desk staff here is especially friendly and helpful. This is also so close to the main train station and also the clinton blue line subway which makes it a great spot!"

Reviewed on Jun 28, 2026

Holiday Inn & Suites Chicago - Downtown by IHG
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotels In Chicago

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
The price is $162 total per night from Jun 29 to Jun 30
$162 total
per night
Jun 29 - Jun 30
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (10,140 reviews)
"4 days of a cold shower and a broken bed. I will never stay here again and I suggest that anyone thinking about staying here to look elsewhere. Bathrooms were severely outdated."

Reviewed on Jun 27, 2026

Congress Plaza Hotel
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
The price is $288 total per night from Jul 18 to Jul 19
$288 total
per night
Jul 18 - Jul 19
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
8.4/10 Very Good! (2,320 reviews)
"Staffs were ridiculous. Never thought I would hear that “he works for tips not free”. I paid $500 including tax and this is what I was told. And daughter got bit by I don’t know what all over her body. I don’t know how all of the treatments they think was okay to a customer. We didn’t ask for much ..."

Reviewed on Jun 27, 2026

Hilton Chicago O'Hare Airport
Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
676 N Michigan Ave Chicago IL
The price is $207 total per night from Jun 29 to Jun 30
$207 total
per night
Jun 29 - Jun 30
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (1,831 reviews)
"Best location on Michigan Avenue"

Reviewed on Jun 27, 2026

Omni Chicago Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Chicago Hotels With Airport Transportation

Motel 6 Elk Grove Village, IL - O'Hare

Motel 6 Elk Grove Village, IL - O'Hare

2 out of 5
2881 Touhy Ave Elk Grove Village IL
The price is $73 total per night from Jul 7 to Jul 8
$73 total
per night
Jul 7 - Jul 8
Stay at this motel in Elk Grove Village. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
7.8/10 Good! (1,967 reviews)
"Thank you"

Reviewed on Jun 28, 2026

Motel 6 Elk Grove Village, IL - O'Hare
Country Inn & Suites by Radisson, Chicago O'Hare South, IL

Country Inn & Suites by Radisson, Chicago O'Hare South, IL

3 out of 5
777 E Grand Avenue Bensenville IL
The price is $117 total per night from Jul 5 to Jul 6
$117 total
per night
Jul 5 - Jul 6
Book a stay at this golf hotel in Bensenville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in ...
7.6/10 Good! (1,540 reviews)
":)"

Reviewed on Jun 27, 2026

Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Comfort Suites Chicago O'Hare Airport

Comfort Suites Chicago O'Hare Airport

3 out of 5
4200 North River Road Schiller Park IL
The price is $120 total per night from Jul 5 to Jul 6
$120 total
per night
Jul 5 - Jul 6
Book a stay at this business-friendly hotel in Schiller Park. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and ...
8/10 Very Good! (3,027 reviews)
"I made good of the stay because it was close to the airport. This hotel is dirty. The carpet is filthy. The room smelled like smoke even though I asked for a smoke free room. The walls were cracking. There is a dollar store behind the hotel, i purchased plug-ins and air freshener for the room. The ..."

Reviewed on Jun 27, 2026

Comfort Suites Chicago O'Hare Airport
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Low Priced Chicago Hotels

Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street Chicago IL
The price is $145 total per night from Jul 1 to Jul 2
$145 total
per night
Jul 1 - Jul 2
Stay at this hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8/10 Very Good! (3,132 reviews)
"Very nice looking and different than any other regular hotel! Small rooms but comfortable! Kind of Vintage looking but the best is the location! Some many places to eat, shop and walk around! It is closed to almost everything you want to visit in Chicago! Food and drinks are excellent!"

Reviewed on Jun 27, 2026

Freehand Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St Chicago IL
The price is $161 total per night from Jul 8 to Jul 9
$161 total
per night
Jul 8 - Jul 9
Stay at this hotel in Chicago. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...
7.6/10 Good! (2,639 reviews)
"Nothing. It is great for a short visit. But otherwise old, ugly and outdated"

Reviewed on Jun 27, 2026

Travelodge by Wyndham Downtown Chicago
Motel 6 Elk Grove Village, IL - O'Hare

Motel 6 Elk Grove Village, IL - O'Hare

2 out of 5
2881 Touhy Ave Elk Grove Village IL
The price is $73 total per night from Jul 7 to Jul 8
$73 total
per night
Jul 7 - Jul 8
Stay at this motel in Elk Grove Village. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
7.8/10 Good! (1,967 reviews)
"Thank you"

Reviewed on Jun 28, 2026

Motel 6 Elk Grove Village, IL - O'Hare
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Family Friendly Hotels in Chicago

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4 out of 5
511 North Columbus Drive Chicago IL
The price is $233 total per night from Jul 5 to Jul 6
$233 total
per night
Jul 5 - Jul 6
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (2,879 reviews)
"The room that we got was very rundown for a premium suite. When we asked the front desk about the condition of the room, we were told that it was normal and all of the rooms were like that. On the second evening, we were locked out of room and security came to let us in saying that it was a glitch ..."

Reviewed on Jun 27, 2026

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
The price is $268 total per night from Jul 5 to Jul 6
$268 total
per night
Jul 5 - Jul 6
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...
8.6/10 Excellent! (2,499 reviews)
"Location, history, staff"

Reviewed on Jun 27, 2026

Palmer House a Hilton Hotel
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
The price is $194 total per night from Jul 5 to Jul 6
$194 total
per night
Jul 5 - Jul 6
Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular ...
Embassy Suites by Hilton Chicago Downtown River North
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

CVG to MDW Route Info

Origin Airport
Destination Airport
Number Of Airlines Serving
Distance
Shortest Flight Departure Time
Shortest Flight Departure Date
CVG Address & GPS
Address:
Cincinnati OH, 41048
United States
IATA Code:
CVG
Longitude:
-84.66145
Latitude:
39.0555
Time Zone:
America/New_York
MDW Address & GPS
Address:
5700 South Cicero
Chicago IL, 60638
United States
IATA Code:
MDW
Longitude:
-87.740871
Latitude:
41.788136
Time Zone:
America/Chicago

Frequently asked questions

Are there non-stop flights from CVG to Chicago Airport?
Before you hop on your flight at Cincinnati - Northern Kentucky Intl. Airport (CVG), remember to pack lots of delicious treats in your carry-on bag. Southwest Airlines flies straight to Chicago Airport, so you won't get the opportunity to top up your supplies en route.
What is the shortest flight from CVG to Chicago Airport?
The shortest flight from Cincinnati - Northern Kentucky Intl. Airport (CVG) to Midway Intl. Airport (MDW) is 4 hours and 52 minutes. Slip a few things into your hand luggage to keep you occupied, like a gripping read or a crossword puzzle.
How many hours flight from CVG to Midway Intl. Airport (MDW)?
Typically, the flight time from CVG to MDW is a leisurely 4 hours and 56 minutes. So, pack your bags and climb aboard. There's nothing better than an impromptu vacation.
What airlines have the most flights from CVG to Chicago Airport?
If you want a trouble-free flying experience, book your ticket with Southwest Airlines. This carrier advertises 47 flights each month from Cincinnati to Chicago and is one of the best airlines servicing this route.

Map To Nearby Hotels

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.

More to Explore