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

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Cheap Flights from CLT to MDW starting at $116 One Way, $224 Round Trip

Prices starting at $224 for return flights and $116 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, Jun 27 - Fri, Jul 3
CLT
Charlotte
MDW
Chicago
$224 Roundtrip, found 1 day ago
$224
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Jun 27 from Charlotte to Chicago, returning Fri, Jul 3, priced at $224 found 1 day ago
Sat, Sep 19 - Mon, Sep 21
CLT
Charlotte
MDW
Chicago
$245 Roundtrip, found 1 day ago
$245
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Sat, Sep 19 from Charlotte to Chicago, returning Mon, Sep 21, priced at $245 found 1 day ago
Wed, Jul 1 - Fri, Jul 3
CLT
Charlotte
MDW
Chicago
$250 Roundtrip, found 1 day ago
$250
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Wed, Jul 1 from Charlotte to Chicago, returning Fri, Jul 3, priced at $250 found 1 day ago
Sat, Sep 19 - Mon, Sep 21
CLT
Charlotte
MDW
Chicago
$255 Roundtrip, found 1 day ago
$255
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Sep 19 from Charlotte to Chicago, returning Mon, Sep 21, priced at $255 found 1 day ago
Sat, Sep 5 - Tue, Sep 15
CLT
Charlotte
MDW
Chicago
$259 Roundtrip, found 13 hours ago
$259
Roundtrip
found 13 hours ago
Select Southwest Airlines flight, departing Sat, Sep 5 from Charlotte to Chicago, returning Tue, Sep 15, priced at $259 found 13 hours ago

Hotel Ideas near Midway Intl.

Airport Hotels near Midway Intl.

Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago

4 out of 5
2233 S Martin Luther King Dr Chicago IL
$224 nightly
The price is $266 total per night from May 22 to May 23
$266 total
May 22 - May 23
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! (1,075 reviews)
Very quiet and clean and very big gym

Reviewed on May 14, 2026

Hyatt Regency McCormick Place Chicago
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
$145 nightly
The price is $172 total per night from May 25 to May 26
$172 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! (2,176 reviews)
Was woken up at 8:30 am to construction happening above me, not ideal! Really disappointed that the staff never even mentioned the possible noise at check in. Staff couldn't be bothered with my complaint and I had to work until check out with annoying drilling and hammering.

Reviewed on May 15, 2026

Crowne Plaza Chicago West Loop by IHG
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
$135 nightly
The price is $161 total per night from May 25 to May 26
$161 total
May 25 - May 26
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! (10,133 reviews)
Faded glory. But fine

Reviewed on May 16, 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
$135 nightly
The price is $161 total per night from May 25 to May 26
$161 total
May 25 - May 26
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! (10,133 reviews)
Faded glory. But fine

Reviewed on May 16, 2026

Congress Plaza Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
$165 nightly
The price is $197 total per night from May 25 to May 26
$197 total
May 25 - May 26
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago ...
9.4/10 Exceptional! (4,155 reviews)
Roof top bar

Reviewed on May 15, 2026

Hotel Riu Plaza Chicago
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 $148 total per night from May 25 to May 26
$148 total
May 25 - May 26
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! (2,694 reviews)
It was very close to restuarants, easy to find and very accessible. All staff were really helpful.

Reviewed on May 16, 2026

Hotel Felix River North/Magnificent Mile
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
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! (1,931 reviews)
Hotel was not clean. Bathroom dirty. No refrigerator in room. Experience was horrible

Reviewed on May 15, 2026

Get rates
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
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! (1,427 reviews)
Clean room every 3 days that should be every day!

Reviewed on May 16, 2026

Get rates
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
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! (3,002 reviews)
Hotel is run-down. Needs a refresh - paint, clean carpets, etc. There was mold in the bathroom - not good. Breakfast was not very good.

Reviewed on May 16, 2026

Get rates
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
$94 nightly
The price is $112 total per night from May 25 to May 26
$112 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! (2,997 reviews)
It was extremely dusty as if no one had been in there for months. Went to the front desk to ask for washcloths since there weren’t any in our room and I was told someone was gonna bring them up. NO ONE CAME! There’s also no water fountains or ice on the floors, you’ll have to pay $3 for bottles. ...

Reviewed on May 15, 2026

Freehand Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St Chicago IL
$119 nightly
The price is $141 total per night from May 25 to May 26
$141 total
May 25 - May 26
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! (2,587 reviews)
This stay was perfect - clean, downtown, easy on and out!

Reviewed on May 14, 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 May 20 to May 21
$68 total
May 20 - May 21
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! (1,931 reviews)
Hotel was not clean. Bathroom dirty. No refrigerator in room. Experience was horrible

Reviewed on May 15, 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
$176 nightly
The price is $209 total per night from May 25 to May 26
$209 total
May 25 - May 26
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! (2,850 reviews)
The lobby are was beautiful. When we got to the room it was OK but not quite up to the standards that I expect from embassy suites. The room wa clean but the bathtub had rust and the soap dish was crusty. The ring around the fire sprinkler was falling off. A major source of dissatisfaction is based ...

Reviewed on May 16, 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
$176 nightly
The price is $209 total per night from May 25 to May 26
$209 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! (2,447 reviews)
Clean room, great location, extra friendly dtaff

Reviewed on May 15, 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
$147 nightly
The price is $174 total per night from May 25 to May 26
$174 total
May 25 - May 26
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! (5,938 reviews)
Recomiendo el hotel especialmente por la ubicación y su delicioso desayuno. Solo la recepción no son muy ama

Reviewed on May 16, 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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