Cheap flights from CLT to MDW (Charlotte-Douglas Intl. to Midway Intl.)

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Cheap Flights from CLT to MDW starting at $88 One Way, $185 Round Trip

Prices starting at $185 for return flights and $88 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.

Sat, May 23 - Wed, May 27
CLT
Charlotte
MDW
Chicago
$185 Roundtrip, found 5 days ago
$185
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Sat, May 23 from Charlotte to Chicago, returning Wed, May 27, priced at $185 found 5 days ago
Sat, May 23 - Wed, May 27
CLT
Charlotte
MDW
Chicago
$195 Roundtrip, found 5 days ago
$195
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Sat, May 23 from Charlotte to Chicago, returning Wed, May 27, priced at $195 found 5 days ago
Sat, May 23 - Wed, May 27
CLT
Charlotte
MDW
Chicago
$200 Roundtrip, found 5 days ago
$200
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Sat, May 23 from Charlotte to Chicago, returning Wed, May 27, priced at $200 found 5 days ago
Sat, May 23 - Wed, May 27
CLT
Charlotte
MDW
Chicago
$210 Roundtrip, found 5 days ago
$210
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Sat, May 23 from Charlotte to Chicago, returning Wed, May 27, priced at $210 found 5 days ago
Tue, May 19 - Sat, May 23
CLT
Charlotte
MDW
Chicago
$215 Roundtrip, found 6 days ago
$215
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Tue, May 19 from Charlotte to Chicago, returning Sat, May 23, priced at $215 found 6 days ago

Hotel Ideas near Midway Intl.

Airport Hotels near Midway Intl.

Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 out of 5
25 South Halsted Street Chicago IL
$125 nightly
The price is $149 total per night from May 25 to May 26
$149 total
May 25 - May 26
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff in ...
9/10 Wonderful! (2,123 reviews)
Great experience and very wonderful staff!!! We will be back

Reviewed on Apr 26, 2026

Crowne Plaza Chicago West Loop by IHG
Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG

3 out of 5
506 West Harrison Street Chicago IL
$137 nightly
The price is $161 total per night from Apr 30 to May 1
$161 total
Apr 30 - May 1
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! (1,007 reviews)
The room was clean but it had a mildew smell. I hated the shower head and the water was never hot enough. This place was just ok. The location was great!

Reviewed on Apr 26, 2026

Holiday Inn & Suites Chicago - Downtown by IHG
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
$133 nightly
The price is $159 total per night from May 8 to May 9
$159 total
May 8 - May 9
Total with taxes and fees
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! (10,147 reviews)
There's NO PARKING! Parking lot next door charges $62 with no in/out privileges. We had to park 5 blocks away and it cost $30/24 hours. They say the have air conditioning in every room. It's "central" air conditioning and they control the temperature. Our room was uncomfortably warm.

Reviewed on Apr 26, 2026

Congress Plaza 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.

Hotels In Chicago

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
$133 nightly
The price is $159 total per night from May 8 to May 9
$159 total
May 8 - May 9
Total with taxes and fees
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! (10,147 reviews)
There's NO PARKING! Parking lot next door charges $62 with no in/out privileges. We had to park 5 blocks away and it cost $30/24 hours. They say the have air conditioning in every room. It's "central" air conditioning and they control the temperature. Our room was uncomfortably warm.

Reviewed on Apr 26, 2026

Congress Plaza Hotel
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St Chicago IL
$125 nightly
The price is $147 total per night from Apr 28 to Apr 29
$147 total
Apr 28 - Apr 29
Total with taxes and fees
Book a stay at this boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful ...
8.2/10 Very Good! (2,645 reviews)
Loved the free breakfast and free drink! Front desk was extremely kind and helpful.

Reviewed on Apr 26, 2026

Hotel Felix River North/Magnificent Mile
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
$123 nightly
The price is $146 total per night from May 25 to May 26
$146 total
May 25 - May 26
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (5,136 reviews)
Stay was lovely, small room. I booked a king room and you could tell they put two twins together to make it a king but overall, very clean & loved the shower pressure!

Reviewed on Apr 26, 2026

River 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
$65 nightly
The price is $73 total per night from Apr 28 to Apr 29
$73 total
Apr 28 - Apr 29
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! (1,929 reviews)
The room was clean and the staff was polite and helpful.

Reviewed on Apr 26, 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
$96 nightly
The price is $106 total per night from May 25 to May 26
$106 total
May 25 - May 26
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 ...
7.4/10 Good! (1,371 reviews)
This hotel is decent if you're a simple guy who's just looking for somewhere to relax for a weekend. Breakfast was fine also. Staff is helpful and they provide transportation from the airport.

Reviewed on Apr 25, 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
$89 nightly
The price is $103 total per night from Apr 29 to Apr 30
$103 total
Apr 29 - Apr 30
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! (2,971 reviews)
Good

Reviewed on Apr 26, 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
$91 nightly
The price is $108 total per night from May 25 to May 26
$108 total
May 25 - May 26
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. ...
8/10 Very Good! (2,912 reviews)
Really enjoyed our stay here! The staff members were so friendly, and went the extra mile to ensure we enjoyed our stay. Loved the room, but they could do a better job at dusting some of the natural textures employed in the decor. Bar area was a very nice place to relax and unwind at the end of the ...

Reviewed on Apr 26, 2026

Freehand Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St Chicago IL
$93 nightly
The price is $109 total per night from Apr 28 to Apr 29
$109 total
Apr 28 - Apr 29
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 ...
7.4/10 Good! (2,575 reviews)
Staff are approachable and helpful.

Reviewed on Apr 26, 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 Apr 28 to Apr 29
$73 total
Apr 28 - Apr 29
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! (1,929 reviews)
The room was clean and the staff was polite and helpful.

Reviewed on Apr 26, 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
$167 nightly
The price is $198 total per night from May 10 to May 11
$198 total
May 10 - May 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! (2,826 reviews)
Great location

Reviewed on Apr 25, 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
$168 nightly
The price is $195 total per night from May 25 to May 26
$195 total
May 25 - May 26
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! (2,413 reviews)
the place is outdated and not well maintained. certainly does not deserve more than 2 Stars. the location is excellent and staff was helpful. But, place is not clean, bathroom was very tight. I paid for an update because standard rooms were so small. But the carpet does not have a clean look, walls ...

Reviewed on Apr 26, 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
$135 nightly
The price is $161 total per night from May 10 to May 11
$161 total
May 10 - May 11
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! (5,905 reviews)
There is no on site parking was our only problem

Reviewed on Apr 26, 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.

CLT to MDW Route Info

Origin Airport
Destination Airport
Number Of Airlines Serving
Distance
Shortest Flight Departure Time
Shortest Flight Departure Date
CLT Address & GPS
Address:
5501 Josh Birmingham Parkway
Charlotte NC, 28204
United States
IATA Code:
CLT
Longitude:
-80.935833
Latitude:
35.219167
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 Charlotte Airport to Chicago Airport?
Listen up. We're about to make your upcoming escape even more exciting. Southwest Airlines flies directly from Charlotte Airport to Chicago Airport, so you'll be starting your next awesome adventure in no time.
What is the shortest flight from Charlotte Airport to Chicago Airport?
Getting from Charlotte Airport to Midway Intl. Airport (MDW) will take a minimum of 4 hours and 48 minutes. Treat yourself to a wine and watch a show or two — this is your chance to just relax.
How many hours flight from Charlotte Airport to Midway Intl. Airport (MDW)?
Don't get too relaxed in your seat — the average flight time from Charlotte Airport to Midway Airport is only 4 hours and 52 minutes.
What airlines have the most flights from Charlotte Airport to Chicago Airport?
One of the leading airlines operating on the CLT to MDW route, Southwest Airlines is the start of your next great adventure. You can select from 49 flights every month with this carrier.

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.

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