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

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Cheap Flights from CLT to MDW starting at $66 One Way, $155 Round Trip

Prices starting at $155 for return flights and $66 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, Feb 14 - Mon, Feb 16
CLT
Charlotte
MDW
Chicago
$155 Roundtrip, found 22 hours ago
$155
Roundtrip
found 22 hours ago
Select Southwest Airlines flight, departing Sat, Feb 14 from Charlotte to Chicago, returning Mon, Feb 16, priced at $155 found 22 hours ago
Sat, Feb 7 - Tue, Feb 17
CLT
Charlotte
MDW
Chicago
$156 Roundtrip, found 2 days ago
$156
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Feb 7 from Charlotte to Chicago, returning Tue, Feb 17, priced at $156 found 2 days ago
Mon, Feb 2 - Mon, Feb 9
CLT
Charlotte
MDW
Chicago
$160 Roundtrip, found 2 days ago
$160
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Mon, Feb 2 from Charlotte to Chicago, returning Mon, Feb 9, priced at $160 found 2 days ago
Thu, Feb 5 - Thu, Feb 12
CLT
Charlotte
MDW
Chicago
$161 Roundtrip, found 22 hours ago
$161
Roundtrip
found 22 hours ago
Select Frontier Airlines flight, departing Thu, Feb 5 from Charlotte to Chicago, returning Thu, Feb 12, priced at $161 found 22 hours ago
Mon, Feb 23 - Fri, Feb 27
CLT
Charlotte
MDW
Chicago
$167 Roundtrip, found 1 day ago
$167
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Mon, Feb 23 from Charlotte to Chicago, returning Fri, Feb 27, priced at $167 found 1 day ago

Hotel Ideas near Midway Intl.

Airport Hotels near Midway Intl.

Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG

3 out of 5
506 West Harrison Street Chicago IL
$107 nightly
The price is $126 total per night from Jan 8 to Jan 9
$126 total
Jan 8 - Jan 9
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 ...
8.4/10 Very Good! (1,001 reviews)
Very convenient and clean

Reviewed on Dec 31, 2025

Holiday Inn & Suites Chicago - Downtown by IHG
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
$95 nightly
The price is $111 total per night from Jan 11 to Jan 12
$111 total
Jan 11 - Jan 12
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 ...
8.8/10 Excellent! (1,824 reviews)
Good

Reviewed on Jan 2, 2026

Crowne Plaza Chicago West Loop by IHG
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
$164 nightly
The price is $192 total per night from Jan 14 to Jan 15
$192 total
Jan 14 - Jan 15
Total with taxes and fees
Book a stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (2,464 reviews)
There were a few old face towels still hanging in the bathroom. Other than that the stay was good !

Reviewed on Jan 3, 2026

Hilton Chicago
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

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
$89 nightly
The price is $105 total per night from Jan 14 to Jan 15
$105 total
Jan 14 - Jan 15
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...
8.8/10 Excellent! (3,668 reviews)
Great hotel!

Reviewed on Jan 5, 2026

Hilton Chicago/Magnificent Mile Suites
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 $192 total per night from Jan 14 to Jan 15
$192 total
Jan 14 - Jan 15
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 ...
8.4/10 Very Good! (2,209 reviews)
We loved the restaurant staff and options. Mrs. Rose and Tony.

Reviewed on Jan 2, 2026

Palmer House a Hilton Hotel
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
$164 nightly
The price is $192 total per night from Jan 14 to Jan 15
$192 total
Jan 14 - Jan 15
Total with taxes and fees
Book a stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (2,464 reviews)
There were a few old face towels still hanging in the bathroom. Other than that the stay was good !

Reviewed on Jan 3, 2026

Hilton Chicago
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
$37 nightly
The price is $41 total per night from Jan 25 to Jan 26
$41 total
Jan 25 - Jan 26
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! (1,753 reviews)
Friendly staff. Great housekeeping. No amenities but that is clear when you book.

Reviewed on Jan 4, 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
$91 nightly
The price is $101 total per night from Jan 8 to Jan 9
$101 total
Jan 8 - Jan 9
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 ...
7.2/10 Good! (1,235 reviews)
Clean, comfortable and close to the airport.

Reviewed on Jan 1, 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
$69 nightly
The price is $79 total per night from Jan 8 to Jan 9
$79 total
Jan 8 - Jan 9
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! (2,779 reviews)
Didn’t eat the breakfast

Reviewed on Jan 2, 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
$62 nightly
The price is $73 total per night from Feb 1 to Feb 2
$73 total
Feb 1 - Feb 2
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! (2,688 reviews)
Good clean

Reviewed on Jan 4, 2026

Freehand Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St Chicago IL
$72 nightly
The price is $85 total per night from Jan 8 to Jan 9
$85 total
Jan 8 - Jan 9
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! (2,500 reviews)
Check in person was great. View of train tracks was not great and was noisy Location very convenient location to university

Reviewed on Jan 5, 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
$37 nightly
The price is $41 total per night from Jan 25 to Jan 26
$41 total
Jan 25 - Jan 26
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! (1,753 reviews)
Friendly staff. Great housekeeping. No amenities but that is clear when you book.

Reviewed on Jan 4, 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 $132 total per night from Jan 25 to Jan 26
$132 total
per night
Jan 25 - Jan 26
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! (2,787 reviews)
Most staff were very courteous! It was pretty chaotic & busy at check-in, breakfast & happy hour. One set of elevators under construction, wait for elevators was extremely long & we ended up taking a lot of stairs. Pool was also closed on the day we were able to swim, so that was a bummer. May try ...

Reviewed on Jan 1, 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 $192 total per night from Jan 14 to Jan 15
$192 total
per night
Jan 14 - Jan 15
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 ...
8.4/10 Very Good! (2,209 reviews)
We loved the restaurant staff and options. Mrs. Rose and Tony.

Reviewed on Jan 2, 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 $115 total per night from Jan 13 to Jan 14
$115 total
per night
Jan 13 - Jan 14
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 ...
8.4/10 Very Good! (5,513 reviews)
room was okay, carpet was really dirty

Reviewed on Jan 7, 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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