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 $92 One Way, $179 Round Trip

Prices starting at $179 for return flights and $92 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.

Mon, Aug 10 - Thu, Aug 13
CVG
Cincinnati
MDW
Chicago
$179 Roundtrip, found 1 day ago
$179
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Mon, Aug 10 from Cincinnati to Chicago, returning Thu, Aug 13, priced at $179 found 1 day ago
Thu, Aug 27 - Sat, Aug 29
CVG
Cincinnati
MDW
Chicago
$181 Roundtrip, found 3 days ago
$181
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Thu, Aug 27 from Cincinnati to Chicago, returning Sat, Aug 29, priced at $181 found 3 days ago
Mon, Aug 10 - Thu, Aug 13
CVG
Cincinnati
MDW
Chicago
$189 Roundtrip, found 1 day ago
$189
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Mon, Aug 10 from Cincinnati to Chicago, returning Thu, Aug 13, priced at $189 found 1 day ago
Thu, Aug 27 - Sat, Aug 29
CVG
Cincinnati
MDW
Chicago
$191 Roundtrip, found 3 days ago
$191
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Thu, Aug 27 from Cincinnati to Chicago, returning Sat, Aug 29, priced at $191 found 3 days ago
Thu, Aug 27 - Sat, Aug 29
CVG
Cincinnati
MDW
Chicago
$196 Roundtrip, found 3 days ago
$196
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Thu, Aug 27 from Cincinnati to Chicago, returning Sat, Aug 29, priced at $196 found 3 days 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
$151 nightly
The price is $180 total per night from Jul 12 to Jul 13
$180 total
Jul 12 - Jul 13
Total with taxes and fees
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! (1,123 reviews)
"The room was small but clean. The bed seemed smaller than a double but wasn't a big deal. The staff were very friendly and helpful. I was there to go to the University of Chicago hospital, which was very close by. The hotel parking is $25, however I parked in the lot next door for $11 all night."

Reviewed on Jul 9, 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
$262 nightly
The price is $311 total per night from Aug 9 to Aug 10
$311 total
Aug 9 - Aug 10
Total with taxes and fees
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! (1,191 reviews)
"It was a pleasure staying at this property. I will return in the future God willing"

Reviewed on Jul 6, 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
$176 nightly
The price is $209 total per night from Aug 9 to Aug 10
$209 total
Aug 9 - Aug 10
Total with taxes and fees
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 ...
8.6/10 Excellent! (1,065 reviews)
"No breakfast Could not get front desk on phone. Desk chair and top ripped open. Had to go get towels."

Reviewed on Jul 9, 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

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
$154 nightly
The price is $183 total per night from Jul 27 to Jul 28
$183 total
Jul 27 - Jul 28
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful ...
8.2/10 Very Good! (1,732 reviews)
"It gets worse and worse every time we stay…"

Reviewed on Jul 10, 2026

The Chicago Hotel Collection Ambassador Gold Coast
Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
676 N Michigan Ave Chicago IL
$235 nightly
The price is $280 total per night from Aug 9 to Aug 10
$280 total
Aug 9 - Aug 10
Total with taxes and fees
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! (1,900 reviews)
"Great hotel"

Reviewed on Jul 10, 2026

Omni Chicago Hotel
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
$229 nightly
The price is $269 total per night from Aug 2 to Aug 3
$269 total
Aug 2 - Aug 3
Total with taxes and fees
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 ...
Hilton 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.

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
$65 nightly
The price is $73 total per night from Aug 3 to Aug 4
$73 total
Aug 3 - Aug 4
Total with taxes and fees
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! (1,981 reviews)
"All the machines out off the Service."

Reviewed on Jul 8, 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
$115 nightly
The price is $127 total per night from Jul 21 to Jul 22
$127 total
Jul 21 - Jul 22
Total with taxes and fees
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! (1,572 reviews)
"The property is very maintained. Staff is very friendly. Check-in was a breeze stayed for one night over a layover to catch my next flight."

Reviewed on Jul 10, 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
$109 nightly
The price is $125 total per night from Jul 19 to Jul 20
$125 total
Jul 19 - Jul 20
Total with taxes and fees
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! (3,062 reviews)
"Room dirty bed is has little blood dirty I'm cancel my hotel thanks"

Reviewed on Jul 10, 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
$148 nightly
The price is $176 total per night from Aug 10 to Aug 11
$176 total
Aug 10 - Aug 11
Total with taxes and fees
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. ...
7.8/10 Good! (3,176 reviews)
"Nice hotel for the price. It was in the city - walkable to all city attractions. If you don’t mind staying in a room about the size of a cruise ship interior room then you will enjoy your stay. We enjoyed our stay because we spent most of the time out exploring the city."

Reviewed on Jul 10, 2026

Freehand Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St Chicago IL
$157 nightly
The price is $186 total per night from Aug 10 to Aug 11
$186 total
Aug 10 - Aug 11
Total with taxes and fees
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! (2,690 reviews)
"Grat location for us"

Reviewed on Jul 10, 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
$65 nightly
The price is $73 total per night from Aug 3 to Aug 4
$73 total
Aug 3 - Aug 4
Total with taxes and fees
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! (1,981 reviews)
"All the machines out off the Service."

Reviewed on Jul 8, 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
$237 nightly
The price is $282 total per night from Aug 10 to Aug 11
$282 total
Aug 10 - Aug 11
Total with taxes and fees
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! (2,916 reviews)
"Food is great."

Reviewed on Jul 10, 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
$241 nightly
The price is $287 total per night from Aug 9 to Aug 10
$287 total
Aug 9 - Aug 10
Total with taxes and fees
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! (2,513 reviews)
"😘"

Reviewed on Jul 10, 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
$201 nightly
The price is $240 total per night from Jul 19 to Jul 20
$240 total
Jul 19 - Jul 20
Total with taxes and fees
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 ...
8.6/10 Excellent! (6,025 reviews)
"Great place for families with kids."

Reviewed on Jul 10, 2026

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