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

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Cheap Flights from CLT to MDW starting at $115 One Way, $220 Round Trip

Prices starting at $220 for return flights and $115 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, Nov 21 - Wed, Nov 25
CLT
Charlotte
MDW
Chicago
$220 Roundtrip, found 1 day ago
$220
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Nov 21 from Charlotte to Chicago, returning Wed, Nov 25, priced at $220 found 1 day ago
Fri, Dec 11 - Mon, Dec 14
CLT
Charlotte
MDW
Chicago
$234 Roundtrip, found 1 hour ago
$234
Roundtrip
found 1 hour ago
Select Southwest Airlines flight, departing Fri, Dec 11 from Charlotte to Chicago, returning Mon, Dec 14, priced at $234 found 1 hour ago
Fri, Dec 18 - Sun, Dec 20
CLT
Charlotte
MDW
Chicago
$238 Roundtrip, found 3 days ago
$238
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Fri, Dec 18 from Charlotte to Chicago, returning Sun, Dec 20, priced at $238 found 3 days ago
Sat, Dec 5 - Sun, Dec 6
CLT
Charlotte
MDW
Chicago
$243 Roundtrip, found 5 days ago
$243
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Sat, Dec 5 from Charlotte to Chicago, returning Sun, Dec 6, priced at $243 found 5 days ago
Thu, Nov 26 - Tue, Dec 1
CLT
Charlotte
MDW
Chicago
$246 Roundtrip, found 5 hours ago
$246
Roundtrip
found 5 hours ago
Select Southwest Airlines flight, departing Thu, Nov 26 from Charlotte to Chicago, returning Tue, Dec 1, priced at $246 found 5 hours ago

Hotel Ideas near Midway Intl.

Airport Hotels near Midway Intl.

Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

2.5 out of 5
7353 S Cicero Avenue Chicago IL
$145 nightly
The price is $168 total per night from Oct 25 to Oct 26
$168 total
Oct 25 - Oct 26
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
Holiday Inn Chicago – Midway Airport S by IHG
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
$108 nightly
The price is $129 total per night from Nov 11 to Nov 12
$129 total
Nov 11 - Nov 12
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! (10,159 reviews)
"Don't be deceived by the photos of the rooms as it's very obvious that the hotel is avoiding any remodels of common areas (e.g. hallways are in extremely poor condition until a larger future renovation occurs. When we first arrived at our room the entire hallway smelled of cigarette smoke. We then ..."

Reviewed on Oct 19, 2026

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

Holiday Inn & Suites Chicago - Downtown by IHG

3 out of 5
506 West Harrison Street Chicago IL
$158 nightly
The price is $188 total per night from Nov 11 to Nov 12
$188 total
Nov 11 - Nov 12
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 ...
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
$108 nightly
The price is $129 total per night from Nov 11 to Nov 12
$129 total
Nov 11 - Nov 12
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! (10,159 reviews)
"Don't be deceived by the photos of the rooms as it's very obvious that the hotel is avoiding any remodels of common areas (e.g. hallways are in extremely poor condition until a larger future renovation occurs. When we first arrived at our room the entire hallway smelled of cigarette smoke. We then ..."

Reviewed on Oct 19, 2026

Congress Plaza Hotel
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
$152 nightly
The price is $181 total per night from Nov 1 to Nov 2
$181 total
Nov 1 - Nov 2
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! (5,551 reviews)
"The room size was big enough for me. I had a good view of the river and downtown. The staff was helpful. There was no restaurant in the building, but it was one on each side of the hotel."

Reviewed on Oct 19, 2026

River Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
$121 nightly
The price is $143 total per night from Nov 11 to Nov 12
$143 total
Nov 11 - Nov 12
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 ...
The Chicago Hotel Collection Ambassador Gold Coast
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
$60 nightly
The price is $68 total per night from Oct 26 to Oct 27
$68 total
Oct 26 - Oct 27
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! (2,020 reviews)
"I seen a roach just make sure all Roaches are gone"

Reviewed on Oct 19, 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
$106 nightly
The price is $117 total per night from Oct 26 to Oct 27
$117 total
Oct 26 - Oct 27
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! (1,864 reviews)
"Takes cats"

Reviewed on Oct 19, 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
$97 nightly
The price is $112 total per night from Nov 1 to Nov 2
$112 total
Nov 1 - Nov 2
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 ...
7.8/10 Good! (3,205 reviews)
"Clean room"

Reviewed on Oct 19, 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
$162 nightly
The price is $192 total per night from Nov 2 to Nov 3
$192 total
Nov 2 - Nov 3
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! (3,371 reviews)
"Has an older hotel personality. Definitely not five star, but ok. Staff was great. Apparently not all rooms have a TV which iriginally took me back. Ended up in bed early for the three nights I was there and all was well"

Reviewed on Oct 19, 2026

Freehand Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St Chicago IL
$112 nightly
The price is $131 total per night from Nov 11 to Nov 12
$131 total
Nov 11 - Nov 12
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 ...
7.8/10 Good! (2,926 reviews)
"We choose the Travelodge as it was one of the cheaper options in Chicago downtown. We had a double room: which is super small. As we did have a coffee maker the cable was so short it couldn't really fit into any of the plugs except the bathroom. The building is very old and has carpet, the windows ..."

Reviewed on Oct 19, 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
$60 nightly
The price is $68 total per night from Oct 26 to Oct 27
$68 total
Oct 26 - Oct 27
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! (2,020 reviews)
"I seen a roach just make sure all Roaches are gone"

Reviewed on Oct 19, 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
$150 nightly
The price is $200 total per night from Nov 1 to Nov 2
$200 total
Nov 1 - Nov 2
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 ...
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
$215 nightly
The price is $256 total per night from Oct 31 to Nov 1
$256 total
Oct 31 - Nov 1
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! (2,716 reviews)
"Service was great on all levels."

Reviewed on Oct 19, 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
$133 nightly
The price is $181 total per night from Nov 1 to Nov 2
$181 total
Nov 1 - Nov 2
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 ...
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

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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