Cheap flights from EVV to MDW (Evansville Regional to Midway Intl.)
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Cheap Flights from EVV to MDW starting at $368 One Way, $591 Round Trip
Prices starting at $591 for return flights and $368 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.
EVV
Evansville
MDW
Chicago
$591 Roundtrip, found 5 days ago
$591
Roundtrip
found 5 days ago
EVV
Evansville
MDW
Chicago
$781 Roundtrip, found 5 days ago
$781
Roundtrip
found 5 days ago
EVV
Evansville
MDW
Chicago
$801 Roundtrip, found 5 days ago
$801
Roundtrip
found 5 days ago
EVV
Evansville
MDW
Chicago
$881 Roundtrip, found 5 days ago
$881
Roundtrip
found 5 days ago
EVV
Evansville
MDW
Chicago
$891 Roundtrip, found 5 days ago
$891
Roundtrip
found 5 days ago
Hotel Ideas near Midway Intl.
Airport Hotels near Midway Intl.
Holiday Inn Chicago – Midway Airport S by IHG
7353 S Cicero Avenue Chicago IL
$162 nightly
The price is $188 total per night from Sep 27 to Sep 28
$188 total
Sep 27 - Sep 28
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 and ...
8/10 Very Good! (1,003 reviews)
"We had to pay to park at the hotel. The Bathroom had very poor lighting and walls in the bathroom dirty. I do have to say the beds were comfy after along flight."
Reviewed on Sep 11, 2026
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
$164 nightly
The price is $195 total per night from Oct 7 to Oct 8
$195 total
Oct 7 - Oct 8
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! (10,208 reviews)
"There was no hot water in the shower the building is very old and not very well maintained."
Reviewed on Sep 11, 2026
Hyatt Regency McCormick Place Chicago
2233 S Martin Luther King Dr Chicago IL
$305 nightly
The price is $362 total per night from Sep 25 to Sep 26
$362 total
Sep 25 - Sep 26
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 ...
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
520 South Michigan Avenue Chicago IL
$164 nightly
The price is $195 total per night from Oct 7 to Oct 8
$195 total
Oct 7 - Oct 8
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! (10,208 reviews)
"There was no hot water in the shower the building is very old and not very well maintained."
Reviewed on Sep 11, 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
$179 nightly
The price is $213 total per night from Oct 12 to Oct 13
$213 total
Oct 12 - Oct 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 valet parking (surcharge). Our guests praise the helpful ...
8/10 Very Good! (2,215 reviews)
"People were leaving things in the hallway, the door was difficult to open, it was in a great location, close to things."
Reviewed on Sep 11, 2026
River Hotel
75 East Wacker Drive Chicago IL
$151 nightly
The price is $180 total per night from Sep 13 to Sep 14
$180 total
Sep 13 - Sep 14
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! (5,430 reviews)
"This was our second stay at the River Hotel. Friendly, helpful staff. Clean rooms and property. Prime location for many activities in Chicago, as one can walk virtually everywhere. Many restaurants in the area in addition to attractions. A wonderful hotel."
Reviewed on Sep 11, 2026
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
2881 Touhy Ave Elk Grove Village IL
$53 nightly
The price is $60 total per night from Oct 1 to Oct 2
$60 total
Oct 1 - Oct 2
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! (2,005 reviews)
"The staff was amazing, they were extremely nice to me and helpful. Special mention of Jesus and Esperanza. They were both very helpful. It's jus isolated but has a very good sports bar near by that you can grab something to eat for a decent price. The rooms were very clean and desirable."
Reviewed on Sep 11, 2026
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
777 E Grand Avenue Bensenville IL
$100 nightly
The price is $110 total per night from Oct 4 to Oct 5
$110 total
Oct 4 - Oct 5
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 ...
Comfort Suites Chicago O'Hare Airport
4200 North River Road Schiller Park IL
$101 nightly
The price is $116 total per night from Oct 4 to Oct 5
$116 total
Oct 4 - Oct 5
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! (3,154 reviews)
"The staff, especially the receptionist, was quite rude and unwelcoming. The breakfast was also disappointing, with limited options and poor quality."
Reviewed on Sep 11, 2026
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
19 East Ohio Street Chicago IL
$224 nightly
The price is $266 total per night from Sep 24 to Sep 25
$266 total
Sep 24 - Sep 25
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. ...
Travelodge by Wyndham Downtown Chicago
65 E Harrison St Chicago IL
$159 nightly
The price is $189 total per night from Oct 1 to Oct 2
$189 total
Oct 1 - Oct 2
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! (2,829 reviews)
"Good Location. Near the CTA stop. Nice view from the room. Unfortunately my bed was not comfortable. Bed was bowed down in the middle and could sleep properly. Other than that room was clean and spacious."
Reviewed on Sep 11, 2026
Motel 6 Elk Grove Village, IL - O'Hare
2881 Touhy Ave Elk Grove Village IL
$53 nightly
The price is $60 total per night from Oct 1 to Oct 2
$60 total
Oct 1 - Oct 2
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! (2,005 reviews)
"The staff was amazing, they were extremely nice to me and helpful. Special mention of Jesus and Esperanza. They were both very helpful. It's jus isolated but has a very good sports bar near by that you can grab something to eat for a decent price. The rooms were very clean and desirable."
Reviewed on Sep 11, 2026
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
511 North Columbus Drive Chicago IL
$232 nightly
The price is $312 total per night from Sep 20 to Sep 21
$312 total
Sep 20 - Sep 21
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 ...
8.4/10 Very Good! (2,995 reviews)
"Front desk was not helpful. They had poor customer service, not making the check in process easy with two rooms. They charged the wrong card for payment . They were not helpful with check out process regarding the payment, including when I called to speak with someone the day after check out. I was ..."
Reviewed on Sep 10, 2026
Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
$291 nightly
The price is $342 total per night from Sep 20 to Sep 21
$342 total
Sep 20 - Sep 21
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! (2,628 reviews)
"The Palmer House is a classic historical hotel located within walking distance of a multitude of Chicago attractions, restaurants and shopping venues. Less than 2 blocks away is Millennium Park, the Art Institute and the Maggie Daley children's park. The lobby of the hotel is magnificent, with it's ..."
Reviewed on Sep 11, 2026
Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
$170 nightly
The price is $231 total per night from Sep 20 to Sep 21
$231 total
Sep 20 - Sep 21
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 ...
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.
EVV to MDW Route Info
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EVV Address & GPS
Address:
7801 Bussing Drive
Evansville IN, 47725
United States
IATA Code:
EVV
Longitude:
-87.527965
Latitude:
38.046164
Time Zone:
America/Chicago
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
Other Flights from Evansville Regional Airport (EVV)
Other Flights to Midway Intl. Airport (MDW)
- Owensboro-Daviess County Regional Airport (OWB)
- Veterans Airport of Southern Illinois Airport (MWA)
- Barkley Regional Airport (PAH)
- Louisville Intl. Airport (SDF)
- Cairo Regional Airport (CIR)
- Cape Girardeau Municipal Airport (CGI)
- Indianapolis Intl. Airport (IND)
- Nashville Intl. Airport (BNA)
- University Of Illinois Urbana-Champaign Williard Airport (CMI)
- Decatur Airport (DEC)
Frequently asked questions
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.